Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy
Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Farrow, Scott C [verfasserIn] |
|---|
| Format: |
Artikel |
|---|---|
| Sprache: |
Englisch |
| Erschienen: |
2015 |
|---|
| Rechteinformationen: |
Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. |
|---|
| Schlagwörter: |
Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics |
|---|
| Übergeordnetes Werk: |
Enthalten in: FEBS letters - Amsterdam [u.a.] : Elsevier, 1968, 589(2015), 19 Pt B, Seite 2701 |
|---|---|
| Übergeordnetes Werk: |
volume:589 ; year:2015 ; number:19 Pt B ; pages:2701 |
| Links: |
|---|
| Katalog-ID: |
OLC1965544967 |
|---|
| LEADER | 01000caa a2200265 4500 | ||
|---|---|---|---|
| 001 | OLC1965544967 | ||
| 003 | DE-627 | ||
| 005 | 20230714164023.0 | ||
| 007 | tu | ||
| 008 | 160206s2015 xx ||||| 00| ||eng c | ||
| 028 | 5 | 2 | |a PQ20160617 |
| 035 | |a (DE-627)OLC1965544967 | ||
| 035 | |a (DE-599)GBVOLC1965544967 | ||
| 035 | |a (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 | ||
| 035 | |a (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
| 041 | |a eng | ||
| 082 | 0 | 4 | |a 570 |a 530 |a 610 |q DNB |
| 100 | 1 | |a Farrow, Scott C |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy |
| 264 | 1 | |c 2015 | |
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a ohne Hilfsmittel zu benutzen |b n |2 rdamedia | ||
| 338 | |a Band |b nc |2 rdacarrier | ||
| 520 | |a Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. | ||
| 540 | |a Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. | ||
| 650 | 4 | |a Ketoglutaric Acids - metabolism | |
| 650 | 4 | |a Oxidoreductases, O-Demethylating - isolation & purification | |
| 650 | 4 | |a Oxidoreductases, O-Demethylating - genetics | |
| 650 | 4 | |a Oxidoreductases, O-Demethylating - metabolism | |
| 650 | 4 | |a RNA, Messenger - metabolism | |
| 650 | 4 | |a Papaverine - chemistry | |
| 650 | 4 | |a Papaver - enzymology | |
| 650 | 4 | |a RNA, Messenger - genetics | |
| 650 | 4 | |a Iron - metabolism | |
| 650 | 4 | |a Papaverine - metabolism | |
| 700 | 1 | |a Facchini, Peter J |4 oth | |
| 773 | 0 | 8 | |i Enthalten in |t FEBS letters |d Amsterdam [u.a.] : Elsevier, 1968 |g 589(2015), 19 Pt B, Seite 2701 |w (DE-627)129522023 |w (DE-600)212746-5 |w (DE-576)014938014 |x 0014-5793 |7 nnns |
| 773 | 1 | 8 | |g volume:589 |g year:2015 |g number:19 Pt B |g pages:2701 |
| 856 | 4 | 2 | |u http://www.ncbi.nlm.nih.gov/pubmed/26264169 |
| 912 | |a GBV_USEFLAG_A | ||
| 912 | |a SYSFLAG_A | ||
| 912 | |a GBV_OLC | ||
| 912 | |a SSG-OLC-PHY | ||
| 912 | |a SSG-OLC-CHE | ||
| 912 | |a SSG-OLC-PHA | ||
| 912 | |a SSG-OLC-DE-84 | ||
| 912 | |a GBV_ILN_21 | ||
| 912 | |a GBV_ILN_70 | ||
| 912 | |a GBV_ILN_211 | ||
| 912 | |a GBV_ILN_2219 | ||
| 912 | |a GBV_ILN_4012 | ||
| 912 | |a GBV_ILN_4125 | ||
| 912 | |a GBV_ILN_4219 | ||
| 912 | |a GBV_ILN_4305 | ||
| 951 | |a AR | ||
| 952 | |d 589 |j 2015 |e 19 Pt B |h 2701 | ||
| author_variant |
s c f sc scf |
|---|---|
| matchkey_str |
article:00145793:2015----::aaeieoeehlsaoe2xguaaeedpneti |
| hierarchy_sort_str |
2015 |
| publishDate |
2015 |
| allfields |
PQ20160617 (DE-627)OLC1965544967 (DE-599)GBVOLC1965544967 (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen DE-627 ger DE-627 rakwb eng 570 530 610 DNB Farrow, Scott C verfasserin aut Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism Facchini, Peter J oth Enthalten in FEBS letters Amsterdam [u.a.] : Elsevier, 1968 589(2015), 19 Pt B, Seite 2701 (DE-627)129522023 (DE-600)212746-5 (DE-576)014938014 0014-5793 nnns volume:589 year:2015 number:19 Pt B pages:2701 http://www.ncbi.nlm.nih.gov/pubmed/26264169 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_21 GBV_ILN_70 GBV_ILN_211 GBV_ILN_2219 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4305 AR 589 2015 19 Pt B 2701 |
| spelling |
PQ20160617 (DE-627)OLC1965544967 (DE-599)GBVOLC1965544967 (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen DE-627 ger DE-627 rakwb eng 570 530 610 DNB Farrow, Scott C verfasserin aut Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism Facchini, Peter J oth Enthalten in FEBS letters Amsterdam [u.a.] : Elsevier, 1968 589(2015), 19 Pt B, Seite 2701 (DE-627)129522023 (DE-600)212746-5 (DE-576)014938014 0014-5793 nnns volume:589 year:2015 number:19 Pt B pages:2701 http://www.ncbi.nlm.nih.gov/pubmed/26264169 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_21 GBV_ILN_70 GBV_ILN_211 GBV_ILN_2219 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4305 AR 589 2015 19 Pt B 2701 |
| allfields_unstemmed |
PQ20160617 (DE-627)OLC1965544967 (DE-599)GBVOLC1965544967 (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen DE-627 ger DE-627 rakwb eng 570 530 610 DNB Farrow, Scott C verfasserin aut Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism Facchini, Peter J oth Enthalten in FEBS letters Amsterdam [u.a.] : Elsevier, 1968 589(2015), 19 Pt B, Seite 2701 (DE-627)129522023 (DE-600)212746-5 (DE-576)014938014 0014-5793 nnns volume:589 year:2015 number:19 Pt B pages:2701 http://www.ncbi.nlm.nih.gov/pubmed/26264169 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_21 GBV_ILN_70 GBV_ILN_211 GBV_ILN_2219 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4305 AR 589 2015 19 Pt B 2701 |
| allfieldsGer |
PQ20160617 (DE-627)OLC1965544967 (DE-599)GBVOLC1965544967 (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen DE-627 ger DE-627 rakwb eng 570 530 610 DNB Farrow, Scott C verfasserin aut Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism Facchini, Peter J oth Enthalten in FEBS letters Amsterdam [u.a.] : Elsevier, 1968 589(2015), 19 Pt B, Seite 2701 (DE-627)129522023 (DE-600)212746-5 (DE-576)014938014 0014-5793 nnns volume:589 year:2015 number:19 Pt B pages:2701 http://www.ncbi.nlm.nih.gov/pubmed/26264169 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_21 GBV_ILN_70 GBV_ILN_211 GBV_ILN_2219 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4305 AR 589 2015 19 Pt B 2701 |
| allfieldsSound |
PQ20160617 (DE-627)OLC1965544967 (DE-599)GBVOLC1965544967 (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen DE-627 ger DE-627 rakwb eng 570 530 610 DNB Farrow, Scott C verfasserin aut Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved. Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism Facchini, Peter J oth Enthalten in FEBS letters Amsterdam [u.a.] : Elsevier, 1968 589(2015), 19 Pt B, Seite 2701 (DE-627)129522023 (DE-600)212746-5 (DE-576)014938014 0014-5793 nnns volume:589 year:2015 number:19 Pt B pages:2701 http://www.ncbi.nlm.nih.gov/pubmed/26264169 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_21 GBV_ILN_70 GBV_ILN_211 GBV_ILN_2219 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4305 AR 589 2015 19 Pt B 2701 |
| language |
English |
| source |
Enthalten in FEBS letters 589(2015), 19 Pt B, Seite 2701 volume:589 year:2015 number:19 Pt B pages:2701 |
| sourceStr |
Enthalten in FEBS letters 589(2015), 19 Pt B, Seite 2701 volume:589 year:2015 number:19 Pt B pages:2701 |
| format_phy_str_mv |
Article |
| institution |
findex.gbv.de |
| topic_facet |
Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism |
| dewey-raw |
570 |
| isfreeaccess_bool |
false |
| container_title |
FEBS letters |
| authorswithroles_txt_mv |
Farrow, Scott C @@aut@@ Facchini, Peter J @@oth@@ |
| publishDateDaySort_date |
2015-01-01T00:00:00Z |
| hierarchy_top_id |
129522023 |
| dewey-sort |
3570 |
| id |
OLC1965544967 |
| language_de |
englisch |
| fullrecord |
<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a2200265 4500</leader><controlfield tag="001">OLC1965544967</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230714164023.0</controlfield><controlfield tag="007">tu</controlfield><controlfield tag="008">160206s2015 xx ||||| 00| ||eng c</controlfield><datafield tag="028" ind1="5" ind2="2"><subfield code="a">PQ20160617</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)OLC1965544967</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)GBVOLC1965544967</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="082" ind1="0" ind2="4"><subfield code="a">570</subfield><subfield code="a">530</subfield><subfield code="a">610</subfield><subfield code="q">DNB</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Farrow, Scott C</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2015</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">ohne Hilfsmittel zu benutzen</subfield><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Band</subfield><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine.</subfield></datafield><datafield tag="540" ind1=" " ind2=" "><subfield code="a">Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved.</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Ketoglutaric Acids - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Oxidoreductases, O-Demethylating - isolation & purification</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Oxidoreductases, O-Demethylating - genetics</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Oxidoreductases, O-Demethylating - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">RNA, Messenger - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Papaverine - chemistry</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Papaver - enzymology</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">RNA, Messenger - genetics</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Iron - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Papaverine - metabolism</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Facchini, Peter J</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">Enthalten in</subfield><subfield code="t">FEBS letters</subfield><subfield code="d">Amsterdam [u.a.] : Elsevier, 1968</subfield><subfield code="g">589(2015), 19 Pt B, Seite 2701</subfield><subfield code="w">(DE-627)129522023</subfield><subfield code="w">(DE-600)212746-5</subfield><subfield code="w">(DE-576)014938014</subfield><subfield code="x">0014-5793</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:589</subfield><subfield code="g">year:2015</subfield><subfield code="g">number:19 Pt B</subfield><subfield code="g">pages:2701</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="u">http://www.ncbi.nlm.nih.gov/pubmed/26264169</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_A</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SYSFLAG_A</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_OLC</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-PHY</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-CHE</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-PHA</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-DE-84</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_21</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_70</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_211</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_2219</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4012</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4125</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4219</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4305</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">589</subfield><subfield code="j">2015</subfield><subfield code="e">19 Pt B</subfield><subfield code="h">2701</subfield></datafield></record></collection>
|
| author |
Farrow, Scott C |
| spellingShingle |
Farrow, Scott C ddc 570 misc Ketoglutaric Acids - metabolism misc Oxidoreductases, O-Demethylating - isolation & purification misc Oxidoreductases, O-Demethylating - genetics misc Oxidoreductases, O-Demethylating - metabolism misc RNA, Messenger - metabolism misc Papaverine - chemistry misc Papaver - enzymology misc RNA, Messenger - genetics misc Iron - metabolism misc Papaverine - metabolism Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy |
| authorStr |
Farrow, Scott C |
| ppnlink_with_tag_str_mv |
@@773@@(DE-627)129522023 |
| format |
Article |
| dewey-ones |
570 - Life sciences; biology 530 - Physics 610 - Medicine & health |
| delete_txt_mv |
keep |
| author_role |
aut |
| collection |
OLC |
| remote_str |
false |
| illustrated |
Not Illustrated |
| issn |
0014-5793 |
| topic_title |
570 530 610 DNB Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy Ketoglutaric Acids - metabolism Oxidoreductases, O-Demethylating - isolation & purification Oxidoreductases, O-Demethylating - genetics Oxidoreductases, O-Demethylating - metabolism RNA, Messenger - metabolism Papaverine - chemistry Papaver - enzymology RNA, Messenger - genetics Iron - metabolism Papaverine - metabolism |
| topic |
ddc 570 misc Ketoglutaric Acids - metabolism misc Oxidoreductases, O-Demethylating - isolation & purification misc Oxidoreductases, O-Demethylating - genetics misc Oxidoreductases, O-Demethylating - metabolism misc RNA, Messenger - metabolism misc Papaverine - chemistry misc Papaver - enzymology misc RNA, Messenger - genetics misc Iron - metabolism misc Papaverine - metabolism |
| topic_unstemmed |
ddc 570 misc Ketoglutaric Acids - metabolism misc Oxidoreductases, O-Demethylating - isolation & purification misc Oxidoreductases, O-Demethylating - genetics misc Oxidoreductases, O-Demethylating - metabolism misc RNA, Messenger - metabolism misc Papaverine - chemistry misc Papaver - enzymology misc RNA, Messenger - genetics misc Iron - metabolism misc Papaverine - metabolism |
| topic_browse |
ddc 570 misc Ketoglutaric Acids - metabolism misc Oxidoreductases, O-Demethylating - isolation & purification misc Oxidoreductases, O-Demethylating - genetics misc Oxidoreductases, O-Demethylating - metabolism misc RNA, Messenger - metabolism misc Papaverine - chemistry misc Papaver - enzymology misc RNA, Messenger - genetics misc Iron - metabolism misc Papaverine - metabolism |
| format_facet |
Aufsätze Gedruckte Aufsätze |
| format_main_str_mv |
Text Zeitschrift/Artikel |
| carriertype_str_mv |
nc |
| author2_variant |
p j f pj pjf |
| hierarchy_parent_title |
FEBS letters |
| hierarchy_parent_id |
129522023 |
| dewey-tens |
570 - Life sciences; biology 530 - Physics 610 - Medicine & health |
| hierarchy_top_title |
FEBS letters |
| isfreeaccess_txt |
false |
| familylinks_str_mv |
(DE-627)129522023 (DE-600)212746-5 (DE-576)014938014 |
| title |
Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy |
| ctrlnum |
(DE-627)OLC1965544967 (DE-599)GBVOLC1965544967 (PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420 (KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen |
| title_full |
Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy |
| author_sort |
Farrow, Scott C |
| journal |
FEBS letters |
| journalStr |
FEBS letters |
| lang_code |
eng |
| isOA_bool |
false |
| dewey-hundreds |
500 - Science 600 - Technology |
| recordtype |
marc |
| publishDateSort |
2015 |
| contenttype_str_mv |
txt |
| container_start_page |
2701 |
| author_browse |
Farrow, Scott C |
| container_volume |
589 |
| class |
570 530 610 DNB |
| format_se |
Aufsätze |
| author-letter |
Farrow, Scott C |
| dewey-full |
570 530 610 |
| title_sort |
papaverine 7-o-demethylase, a novel 2-oxoglutarate/fe(2+)-dependent dioxygenase from opium poppy |
| title_auth |
Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy |
| abstract |
Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. |
| abstractGer |
Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. |
| abstract_unstemmed |
Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine. |
| collection_details |
GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_21 GBV_ILN_70 GBV_ILN_211 GBV_ILN_2219 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4305 |
| container_issue |
19 Pt B |
| title_short |
Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy |
| url |
http://www.ncbi.nlm.nih.gov/pubmed/26264169 |
| remote_bool |
false |
| author2 |
Facchini, Peter J |
| author2Str |
Facchini, Peter J |
| ppnlink |
129522023 |
| mediatype_str_mv |
n |
| isOA_txt |
false |
| hochschulschrift_bool |
false |
| author2_role |
oth |
| up_date |
2024-07-03T18:12:53.336Z |
| _version_ |
1803582568753266688 |
| fullrecord_marcxml |
<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a2200265 4500</leader><controlfield tag="001">OLC1965544967</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230714164023.0</controlfield><controlfield tag="007">tu</controlfield><controlfield tag="008">160206s2015 xx ||||| 00| ||eng c</controlfield><datafield tag="028" ind1="5" ind2="2"><subfield code="a">PQ20160617</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)OLC1965544967</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)GBVOLC1965544967</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(PRQ)g499-9caa45ce732f1bab70433f8eeec3d4c1147cd1b8b9bed5cd6f0a2bc3c8b9c420</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(KEY)0045922420150000589001902701papaverine7odemethylaseanovel2oxoglutaratefe2depen</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="082" ind1="0" ind2="4"><subfield code="a">570</subfield><subfield code="a">530</subfield><subfield code="a">610</subfield><subfield code="q">DNB</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Farrow, Scott C</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Papaverine 7-O-demethylase, a novel 2-oxoglutarate/Fe(2+)-dependent dioxygenase from opium poppy</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2015</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">ohne Hilfsmittel zu benutzen</subfield><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Band</subfield><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Opium poppy (Papaver somniferum) produces several pharmacologically important benzylisoquinoline alkaloids including the vasodilator papaverine. Pacodine and palaudine are tri-O-methylated analogs of papaverine, which contains four O-linked methyl groups. However, the biosynthetic origin of pacodine and palaudine has not been established. Three members of the 2-oxoglutarate/Fe(2+)-dependent dioxygenases (2ODDs) family in opium poppy display widespread O-dealkylation activity on several benzylisoquinoline alkaloids with diverse structural scaffolds, and two are responsible for the antepenultimate and ultimate steps in morphine biosynthesis. We report a novel 2ODD from opium poppy catalyzing the efficient substrate- and regio-specific 7-O-demethylation of papaverine yielding pacodine. The occurrence of papaverine 7-O-demethylase (P7ODM) expands the enzymatic scope of the 2ODD family in opium poppy and suggests an unexpected biosynthetic route to pacodine.</subfield></datafield><datafield tag="540" ind1=" " ind2=" "><subfield code="a">Nutzungsrecht: Copyright © 2015 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved.</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Ketoglutaric Acids - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Oxidoreductases, O-Demethylating - isolation & purification</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Oxidoreductases, O-Demethylating - genetics</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Oxidoreductases, O-Demethylating - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">RNA, Messenger - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Papaverine - chemistry</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Papaver - enzymology</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">RNA, Messenger - genetics</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Iron - metabolism</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Papaverine - metabolism</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Facchini, Peter J</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">Enthalten in</subfield><subfield code="t">FEBS letters</subfield><subfield code="d">Amsterdam [u.a.] : Elsevier, 1968</subfield><subfield code="g">589(2015), 19 Pt B, Seite 2701</subfield><subfield code="w">(DE-627)129522023</subfield><subfield code="w">(DE-600)212746-5</subfield><subfield code="w">(DE-576)014938014</subfield><subfield code="x">0014-5793</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:589</subfield><subfield code="g">year:2015</subfield><subfield code="g">number:19 Pt B</subfield><subfield code="g">pages:2701</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="u">http://www.ncbi.nlm.nih.gov/pubmed/26264169</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_A</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SYSFLAG_A</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_OLC</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-PHY</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-CHE</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-PHA</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-DE-84</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_21</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_70</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_211</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_2219</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4012</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4125</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4219</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4305</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">589</subfield><subfield code="j">2015</subfield><subfield code="e">19 Pt B</subfield><subfield code="h">2701</subfield></datafield></record></collection>
|
| score |
7.401457 |