Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source
Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Zhao, Wei [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2011 |
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| Schlagwörter: |
Biotransformation product heterogeneity |
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| Anmerkung: |
© Springer-Verlag 2011 |
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| Übergeordnetes Werk: |
Enthalten in: Applied microbiology and biotechnology - Berlin : Springer, 1975, 93(2011), 1 vom: 25. Juni, Seite 107-115 |
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| Übergeordnetes Werk: |
volume:93 ; year:2011 ; number:1 ; day:25 ; month:06 ; pages:107-115 |
| Links: |
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| DOI / URN: |
10.1007/s00253-011-3424-y |
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| Katalog-ID: |
SPR002973871 |
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| 100 | 1 | |a Zhao, Wei |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source |
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| 520 | |a Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. | ||
| 650 | 4 | |a Biotransformation product heterogeneity |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Biotransformation metabolic pathway |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Yeast extract |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a 4′-Demethylepipodophyllotoxin |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a S-f6 |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Li, Hong-Mei |4 aut | |
| 700 | 1 | |a Wan, Duan-Ji |4 aut | |
| 700 | 1 | |a Tang, Ya-Jie |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Applied microbiology and biotechnology |d Berlin : Springer, 1975 |g 93(2011), 1 vom: 25. Juni, Seite 107-115 |w (DE-627)265509564 |w (DE-600)1464336-4 |x 1432-0614 |7 nnns |
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| 912 | |a GBV_ILN_2037 | ||
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| 912 | |a GBV_ILN_2044 | ||
| 912 | |a GBV_ILN_2048 | ||
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| 912 | |a GBV_ILN_2050 | ||
| 912 | |a GBV_ILN_2055 | ||
| 912 | |a GBV_ILN_2056 | ||
| 912 | |a GBV_ILN_2057 | ||
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10.1007/s00253-011-3424-y doi (DE-627)SPR002973871 (SPR)s00253-011-3424-y-e DE-627 ger DE-627 rakwb eng Zhao, Wei verfasserin aut Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag 2011 Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. Biotransformation product heterogeneity (dpeaa)DE-He213 Biotransformation metabolic pathway (dpeaa)DE-He213 Yeast extract (dpeaa)DE-He213 4′-Demethylepipodophyllotoxin (dpeaa)DE-He213 S-f6 (dpeaa)DE-He213 Li, Hong-Mei aut Wan, Duan-Ji aut Tang, Ya-Jie aut Enthalten in Applied microbiology and biotechnology Berlin : Springer, 1975 93(2011), 1 vom: 25. Juni, Seite 107-115 (DE-627)265509564 (DE-600)1464336-4 1432-0614 nnns volume:93 year:2011 number:1 day:25 month:06 pages:107-115 https://dx.doi.org/10.1007/s00253-011-3424-y lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_165 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_381 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2110 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2360 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 93 2011 1 25 06 107-115 |
| spelling |
10.1007/s00253-011-3424-y doi (DE-627)SPR002973871 (SPR)s00253-011-3424-y-e DE-627 ger DE-627 rakwb eng Zhao, Wei verfasserin aut Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag 2011 Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. Biotransformation product heterogeneity (dpeaa)DE-He213 Biotransformation metabolic pathway (dpeaa)DE-He213 Yeast extract (dpeaa)DE-He213 4′-Demethylepipodophyllotoxin (dpeaa)DE-He213 S-f6 (dpeaa)DE-He213 Li, Hong-Mei aut Wan, Duan-Ji aut Tang, Ya-Jie aut Enthalten in Applied microbiology and biotechnology Berlin : Springer, 1975 93(2011), 1 vom: 25. Juni, Seite 107-115 (DE-627)265509564 (DE-600)1464336-4 1432-0614 nnns volume:93 year:2011 number:1 day:25 month:06 pages:107-115 https://dx.doi.org/10.1007/s00253-011-3424-y lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_165 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_381 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2110 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2360 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 93 2011 1 25 06 107-115 |
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10.1007/s00253-011-3424-y doi (DE-627)SPR002973871 (SPR)s00253-011-3424-y-e DE-627 ger DE-627 rakwb eng Zhao, Wei verfasserin aut Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag 2011 Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. Biotransformation product heterogeneity (dpeaa)DE-He213 Biotransformation metabolic pathway (dpeaa)DE-He213 Yeast extract (dpeaa)DE-He213 4′-Demethylepipodophyllotoxin (dpeaa)DE-He213 S-f6 (dpeaa)DE-He213 Li, Hong-Mei aut Wan, Duan-Ji aut Tang, Ya-Jie aut Enthalten in Applied microbiology and biotechnology Berlin : Springer, 1975 93(2011), 1 vom: 25. Juni, Seite 107-115 (DE-627)265509564 (DE-600)1464336-4 1432-0614 nnns volume:93 year:2011 number:1 day:25 month:06 pages:107-115 https://dx.doi.org/10.1007/s00253-011-3424-y lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_165 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_381 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2110 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2360 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 93 2011 1 25 06 107-115 |
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10.1007/s00253-011-3424-y doi (DE-627)SPR002973871 (SPR)s00253-011-3424-y-e DE-627 ger DE-627 rakwb eng Zhao, Wei verfasserin aut Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag 2011 Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. Biotransformation product heterogeneity (dpeaa)DE-He213 Biotransformation metabolic pathway (dpeaa)DE-He213 Yeast extract (dpeaa)DE-He213 4′-Demethylepipodophyllotoxin (dpeaa)DE-He213 S-f6 (dpeaa)DE-He213 Li, Hong-Mei aut Wan, Duan-Ji aut Tang, Ya-Jie aut Enthalten in Applied microbiology and biotechnology Berlin : Springer, 1975 93(2011), 1 vom: 25. Juni, Seite 107-115 (DE-627)265509564 (DE-600)1464336-4 1432-0614 nnns volume:93 year:2011 number:1 day:25 month:06 pages:107-115 https://dx.doi.org/10.1007/s00253-011-3424-y lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_165 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_381 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2110 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2360 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 93 2011 1 25 06 107-115 |
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10.1007/s00253-011-3424-y doi (DE-627)SPR002973871 (SPR)s00253-011-3424-y-e DE-627 ger DE-627 rakwb eng Zhao, Wei verfasserin aut Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag 2011 Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. Biotransformation product heterogeneity (dpeaa)DE-He213 Biotransformation metabolic pathway (dpeaa)DE-He213 Yeast extract (dpeaa)DE-He213 4′-Demethylepipodophyllotoxin (dpeaa)DE-He213 S-f6 (dpeaa)DE-He213 Li, Hong-Mei aut Wan, Duan-Ji aut Tang, Ya-Jie aut Enthalten in Applied microbiology and biotechnology Berlin : Springer, 1975 93(2011), 1 vom: 25. Juni, Seite 107-115 (DE-627)265509564 (DE-600)1464336-4 1432-0614 nnns volume:93 year:2011 number:1 day:25 month:06 pages:107-115 https://dx.doi.org/10.1007/s00253-011-3424-y lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_165 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_381 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2110 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2360 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 93 2011 1 25 06 107-115 |
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Enthalten in Applied microbiology and biotechnology 93(2011), 1 vom: 25. Juni, Seite 107-115 volume:93 year:2011 number:1 day:25 month:06 pages:107-115 |
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Zhao, Wei @@aut@@ Li, Hong-Mei @@aut@@ Wan, Duan-Ji @@aut@@ Tang, Ya-Jie @@aut@@ |
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<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">SPR002973871</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230519140329.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">201001s2011 xx |||||o 00| ||eng c</controlfield><datafield tag="024" ind1="7" ind2=" "><subfield code="a">10.1007/s00253-011-3424-y</subfield><subfield code="2">doi</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)SPR002973871</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(SPR)s00253-011-3424-y-e</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="100" ind1="1" ind2=" "><subfield code="a">Zhao, Wei</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2011</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">Computermedien</subfield><subfield code="b">c</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Online-Ressource</subfield><subfield code="b">cr</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="500" ind1=" " ind2=" "><subfield code="a">© Springer-Verlag 2011</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). 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Zhao, Wei |
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Zhao, Wei misc Biotransformation product heterogeneity misc Biotransformation metabolic pathway misc Yeast extract misc 4′-Demethylepipodophyllotoxin misc S-f6 Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source |
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Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source Biotransformation product heterogeneity (dpeaa)DE-He213 Biotransformation metabolic pathway (dpeaa)DE-He213 Yeast extract (dpeaa)DE-He213 4′-Demethylepipodophyllotoxin (dpeaa)DE-He213 S-f6 (dpeaa)DE-He213 |
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Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source |
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manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source |
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Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source |
| abstract |
Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. © Springer-Verlag 2011 |
| abstractGer |
Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. © Springer-Verlag 2011 |
| abstract_unstemmed |
Abstract Manipulation of product heterogeneity was attempted by using yeast extract as nitrogen source in Alternaria alternata S-f6 transformation process of 4′-demethylepipodophyllotoxin. When the nitrogen source of $ NaNO_{3} $ was replaced by yeast extract, the heterogeneity of biotransformation products was significantly varied from a single product (i.e., 4′-demethylpodophyllotoxone) to four podophyllum derivates. According to the kinetics of 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6, the starting substrate of 4′-demethylepipodophyllotoxin was preferentially transformed to produce 4′-demethylpodophyllotoxone (1) with an oxidation reaction. By the further comparison of products configuration, 4β-caprinoyl-4′-demethylepipodophyllotoxin (3) was produced from 4′-demethylpodophyllotoxone (1) instead of 4′-demethylisopicropodophyllone (2), which might be produced from 4′-demethylpodophyllotoxone (1) with the isomerization of lactone. Finally, 4′-demethylisopicropodophyllone (2) was hydrolyzed to produce 3α-hydroxymethyl-(6, 7)-dioxol-4-one-naphthalene (4). This work shows new information on the 4′-demethylepipodophyllotoxin biotransformation process by A. alternata S-f6 and provides a foundation for further studies on the structural diversification of a bioactive natural lead compound. © Springer-Verlag 2011 |
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Manipulation of heterogeneity product in 4′-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source |
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Li, Hong-Mei Wan, Duan-Ji Tang, Ya-Jie |
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2024-07-03T16:27:00.275Z |
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| score |
7.4002676 |