Positive electrospray ionization ion trap mass spectrometry and

We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkal...
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Gespeichert in:

Autor*in:	da Silva, Felipe M.A. [verfasserIn] Bataglion, Giovana A. [verfasserIn] de Almeida, Richardson A. [verfasserIn] Heerdt, Gabriel [verfasserIn] Sousa, Iran L. [verfasserIn] da Silva Filho, Francinaldo A. [verfasserIn] de Alencar, Danielle C. [verfasserIn] Costa, Emmanoel V. [verfasserIn] de Souza, Afonso D.L. [verfasserIn] Pinheiro, Maria L.B. [verfasserIn] Morgon, Nelson H. [verfasserIn] Koolen, Hector H.F. [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2016

Schlagwörter:	Aporphinoids CID ESI-MS Fragmentation pathway

Übergeordnetes Werk:	Enthalten in: International journal of mass spectrometry - [S.l.] : Elsevier Science, 1968, 418, Seite 30-36
Übergeordnetes Werk:	volume:418 ; pages:30-36

DOI / URN:	10.1016/j.ijms.2016.12.004

Katalog-ID:	ELV000830046

Internformat


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100	1		\|a da Silva, Felipe M.A. \|e verfasserin \|4 aut
245	1	0	\|a Positive electrospray ionization ion trap mass spectrometry and
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520			\|a We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids.
650		4	\|a Aporphinoids
650		4	\|a CID
650		4	\|a ESI-MS
650		4	\|a Fragmentation pathway
700	1		\|a Bataglion, Giovana A. \|e verfasserin \|4 aut
700	1		\|a de Almeida, Richardson A. \|e verfasserin \|4 aut
700	1		\|a Heerdt, Gabriel \|e verfasserin \|4 aut
700	1		\|a Sousa, Iran L. \|e verfasserin \|4 aut
700	1		\|a da Silva Filho, Francinaldo A. \|e verfasserin \|4 aut
700	1		\|a de Alencar, Danielle C. \|e verfasserin \|4 aut
700	1		\|a Costa, Emmanoel V. \|e verfasserin \|4 aut
700	1		\|a de Souza, Afonso D.L. \|e verfasserin \|4 aut
700	1		\|a Pinheiro, Maria L.B. \|e verfasserin \|4 aut
700	1		\|a Morgon, Nelson H. \|e verfasserin \|4 aut
700	1		\|a Koolen, Hector H.F. \|e verfasserin \|4 aut
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912			\|a GBV_ILN_2001
912			\|a GBV_ILN_2003
912			\|a GBV_ILN_2004
912			\|a GBV_ILN_2005
912			\|a GBV_ILN_2007
912			\|a GBV_ILN_2009
912			\|a GBV_ILN_2011
912			\|a GBV_ILN_2014
912			\|a GBV_ILN_2015
912			\|a GBV_ILN_2020
912			\|a GBV_ILN_2021
912			\|a GBV_ILN_2025
912			\|a GBV_ILN_2026
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912			\|a GBV_ILN_2034
912			\|a GBV_ILN_2037
912			\|a GBV_ILN_2038
912			\|a GBV_ILN_2039
912			\|a GBV_ILN_2044
912			\|a GBV_ILN_2048
912			\|a GBV_ILN_2049
912			\|a GBV_ILN_2050
912			\|a GBV_ILN_2055
912			\|a GBV_ILN_2056
912			\|a GBV_ILN_2059
912			\|a GBV_ILN_2061
912			\|a GBV_ILN_2064
912			\|a GBV_ILN_2065
912			\|a GBV_ILN_2068
912			\|a GBV_ILN_2070
912			\|a GBV_ILN_2086
912			\|a GBV_ILN_2098
912			\|a GBV_ILN_2106
912			\|a GBV_ILN_2108
912			\|a GBV_ILN_2111
912			\|a GBV_ILN_2112
912			\|a GBV_ILN_2113
912			\|a GBV_ILN_2116
912			\|a GBV_ILN_2118
912			\|a GBV_ILN_2119
912			\|a GBV_ILN_2122
912			\|a GBV_ILN_2129
912			\|a GBV_ILN_2143
912			\|a GBV_ILN_2144
912			\|a GBV_ILN_2147
912			\|a GBV_ILN_2148
912			\|a GBV_ILN_2152
912			\|a GBV_ILN_2153
912			\|a GBV_ILN_2188
912			\|a GBV_ILN_2190
912			\|a GBV_ILN_2232
912			\|a GBV_ILN_2336
912			\|a GBV_ILN_2507
912			\|a GBV_ILN_2522
912			\|a GBV_ILN_4035
912			\|a GBV_ILN_4037
912			\|a GBV_ILN_4112
912			\|a GBV_ILN_4125
912			\|a GBV_ILN_4126
912			\|a GBV_ILN_4242
912			\|a GBV_ILN_4251
912			\|a GBV_ILN_4305
912			\|a GBV_ILN_4313
912			\|a GBV_ILN_4323
912			\|a GBV_ILN_4324
912			\|a GBV_ILN_4326
912			\|a GBV_ILN_4333
912			\|a GBV_ILN_4334
912			\|a GBV_ILN_4335
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Indexfelder

author_variant	s f m d sfm sfmd g a b ga gab a r a d ara arad g h gh i l s il ils s f f a d sffa sffad a d c d adc adcd e v c ev evc s a d d sad sadd m l p ml mlp n h m nh nhm h h k hh hhk
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publishDate	2016
allfields	10.1016/j.ijms.2016.12.004 doi (DE-627)ELV000830046 (ELSEVIER)S1387-3806(16)30329-3 DE-627 ger DE-627 rda eng 530 DE-600 33.00 bkl da Silva, Felipe M.A. verfasserin aut Positive electrospray ionization ion trap mass spectrometry and 2016 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids. Aporphinoids CID ESI-MS Fragmentation pathway Bataglion, Giovana A. verfasserin aut de Almeida, Richardson A. verfasserin aut Heerdt, Gabriel verfasserin aut Sousa, Iran L. verfasserin aut da Silva Filho, Francinaldo A. verfasserin aut de Alencar, Danielle C. verfasserin aut Costa, Emmanoel V. verfasserin aut de Souza, Afonso D.L. verfasserin aut Pinheiro, Maria L.B. verfasserin aut Morgon, Nelson H. verfasserin aut Koolen, Hector H.F. verfasserin aut Enthalten in International journal of mass spectrometry [S.l.] : Elsevier Science, 1968 418, Seite 30-36 Online-Ressource (DE-627)301512744 (DE-600)1484635-4 (DE-576)096806400 1387-3806 nnns volume:418 pages:30-36 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 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_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 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_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2098 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 33.00 Physik: Allgemeines AR 418 30-36
spelling	10.1016/j.ijms.2016.12.004 doi (DE-627)ELV000830046 (ELSEVIER)S1387-3806(16)30329-3 DE-627 ger DE-627 rda eng 530 DE-600 33.00 bkl da Silva, Felipe M.A. verfasserin aut Positive electrospray ionization ion trap mass spectrometry and 2016 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids. Aporphinoids CID ESI-MS Fragmentation pathway Bataglion, Giovana A. verfasserin aut de Almeida, Richardson A. verfasserin aut Heerdt, Gabriel verfasserin aut Sousa, Iran L. verfasserin aut da Silva Filho, Francinaldo A. verfasserin aut de Alencar, Danielle C. verfasserin aut Costa, Emmanoel V. verfasserin aut de Souza, Afonso D.L. verfasserin aut Pinheiro, Maria L.B. verfasserin aut Morgon, Nelson H. verfasserin aut Koolen, Hector H.F. verfasserin aut Enthalten in International journal of mass spectrometry [S.l.] : Elsevier Science, 1968 418, Seite 30-36 Online-Ressource (DE-627)301512744 (DE-600)1484635-4 (DE-576)096806400 1387-3806 nnns volume:418 pages:30-36 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 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_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 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_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2098 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 33.00 Physik: Allgemeines AR 418 30-36
allfields_unstemmed	10.1016/j.ijms.2016.12.004 doi (DE-627)ELV000830046 (ELSEVIER)S1387-3806(16)30329-3 DE-627 ger DE-627 rda eng 530 DE-600 33.00 bkl da Silva, Felipe M.A. verfasserin aut Positive electrospray ionization ion trap mass spectrometry and 2016 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids. Aporphinoids CID ESI-MS Fragmentation pathway Bataglion, Giovana A. verfasserin aut de Almeida, Richardson A. verfasserin aut Heerdt, Gabriel verfasserin aut Sousa, Iran L. verfasserin aut da Silva Filho, Francinaldo A. verfasserin aut de Alencar, Danielle C. verfasserin aut Costa, Emmanoel V. verfasserin aut de Souza, Afonso D.L. verfasserin aut Pinheiro, Maria L.B. verfasserin aut Morgon, Nelson H. verfasserin aut Koolen, Hector H.F. verfasserin aut Enthalten in International journal of mass spectrometry [S.l.] : Elsevier Science, 1968 418, Seite 30-36 Online-Ressource (DE-627)301512744 (DE-600)1484635-4 (DE-576)096806400 1387-3806 nnns volume:418 pages:30-36 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 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_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 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_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2098 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 33.00 Physik: Allgemeines AR 418 30-36
allfieldsGer	10.1016/j.ijms.2016.12.004 doi (DE-627)ELV000830046 (ELSEVIER)S1387-3806(16)30329-3 DE-627 ger DE-627 rda eng 530 DE-600 33.00 bkl da Silva, Felipe M.A. verfasserin aut Positive electrospray ionization ion trap mass spectrometry and 2016 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids. Aporphinoids CID ESI-MS Fragmentation pathway Bataglion, Giovana A. verfasserin aut de Almeida, Richardson A. verfasserin aut Heerdt, Gabriel verfasserin aut Sousa, Iran L. verfasserin aut da Silva Filho, Francinaldo A. verfasserin aut de Alencar, Danielle C. verfasserin aut Costa, Emmanoel V. verfasserin aut de Souza, Afonso D.L. verfasserin aut Pinheiro, Maria L.B. verfasserin aut Morgon, Nelson H. verfasserin aut Koolen, Hector H.F. verfasserin aut Enthalten in International journal of mass spectrometry [S.l.] : Elsevier Science, 1968 418, Seite 30-36 Online-Ressource (DE-627)301512744 (DE-600)1484635-4 (DE-576)096806400 1387-3806 nnns volume:418 pages:30-36 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 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_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 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_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2098 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 33.00 Physik: Allgemeines AR 418 30-36
allfieldsSound	10.1016/j.ijms.2016.12.004 doi (DE-627)ELV000830046 (ELSEVIER)S1387-3806(16)30329-3 DE-627 ger DE-627 rda eng 530 DE-600 33.00 bkl da Silva, Felipe M.A. verfasserin aut Positive electrospray ionization ion trap mass spectrometry and 2016 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids. Aporphinoids CID ESI-MS Fragmentation pathway Bataglion, Giovana A. verfasserin aut de Almeida, Richardson A. verfasserin aut Heerdt, Gabriel verfasserin aut Sousa, Iran L. verfasserin aut da Silva Filho, Francinaldo A. verfasserin aut de Alencar, Danielle C. verfasserin aut Costa, Emmanoel V. verfasserin aut de Souza, Afonso D.L. verfasserin aut Pinheiro, Maria L.B. verfasserin aut Morgon, Nelson H. verfasserin aut Koolen, Hector H.F. verfasserin aut Enthalten in International journal of mass spectrometry [S.l.] : Elsevier Science, 1968 418, Seite 30-36 Online-Ressource (DE-627)301512744 (DE-600)1484635-4 (DE-576)096806400 1387-3806 nnns volume:418 pages:30-36 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 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_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 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_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2098 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 33.00 Physik: Allgemeines AR 418 30-36
language	English
source	Enthalten in International journal of mass spectrometry 418, Seite 30-36 volume:418 pages:30-36
sourceStr	Enthalten in International journal of mass spectrometry 418, Seite 30-36 volume:418 pages:30-36
format_phy_str_mv	Article
bklname	Physik: Allgemeines
institution	findex.gbv.de
topic_facet	Aporphinoids CID ESI-MS Fragmentation pathway
dewey-raw	530
isfreeaccess_bool	false
container_title	International journal of mass spectrometry
authorswithroles_txt_mv	da Silva, Felipe M.A. @@aut@@ Bataglion, Giovana A. @@aut@@ de Almeida, Richardson A. @@aut@@ Heerdt, Gabriel @@aut@@ Sousa, Iran L. @@aut@@ da Silva Filho, Francinaldo A. @@aut@@ de Alencar, Danielle C. @@aut@@ Costa, Emmanoel V. @@aut@@ de Souza, Afonso D.L. @@aut@@ Pinheiro, Maria L.B. @@aut@@ Morgon, Nelson H. @@aut@@ Koolen, Hector H.F. @@aut@@
publishDateDaySort_date	2016-01-01T00:00:00Z
hierarchy_top_id	301512744
dewey-sort	3530
id	ELV000830046
language_de	englisch
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author	da Silva, Felipe M.A.
spellingShingle	da Silva, Felipe M.A. ddc 530 bkl 33.00 misc Aporphinoids misc CID misc ESI-MS misc Fragmentation pathway Positive electrospray ionization ion trap mass spectrometry and
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topic	ddc 530 bkl 33.00 misc Aporphinoids misc CID misc ESI-MS misc Fragmentation pathway
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title	Positive electrospray ionization ion trap mass spectrometry and
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author_browse	da Silva, Felipe M.A. Bataglion, Giovana A. de Almeida, Richardson A. Heerdt, Gabriel Sousa, Iran L. da Silva Filho, Francinaldo A. de Alencar, Danielle C. Costa, Emmanoel V. de Souza, Afonso D.L. Pinheiro, Maria L.B. Morgon, Nelson H. Koolen, Hector H.F.
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title_sort	positive electrospray ionization ion trap mass spectrometry and
title_auth	Positive electrospray ionization ion trap mass spectrometry and
abstract	We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids.
abstractGer	We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids.
abstract_unstemmed	We report herein the first collision induced dissociation (CID) study with oxoaporphine alkaloids by electrospray ionization ion-trap mass spectrometry (ESI-IT-MS) associated with ab initio computational studies and isotope labeling experiments. Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. Results point that the substitution pattern drives the dissociation behaviors of oxoaporphine alkaloids.
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title_short	Positive electrospray ionization ion trap mass spectrometry and
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author2	Bataglion, Giovana A. de Almeida, Richardson A. Heerdt, Gabriel Sousa, Iran L. da Silva Filho, Francinaldo A. de Alencar, Danielle C. Costa, Emmanoel V. de Souza, Afonso D.L. Pinheiro, Maria L.B. Morgon, Nelson H. Koolen, Hector H.F.
author2Str	Bataglion, Giovana A. de Almeida, Richardson A. Heerdt, Gabriel Sousa, Iran L. da Silva Filho, Francinaldo A. de Alencar, Danielle C. Costa, Emmanoel V. de Souza, Afonso D.L. Pinheiro, Maria L.B. Morgon, Nelson H. Koolen, Hector H.F.
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Product ion spectra for a set of 11 oxoaporphine alkaloids were carefully analyzed to assign fragmentation patterns for this natural products class. All common possibilities for different arrangements of the peripheral groups, methylene dioxide bridge, methoxyl, and hydroxyl substituents, were discussed based on MS data and ab initio calculations. We observed that the most suitable protonation site generally occurs on the heterocyclic nitrogen instead of the carbonyl oxygen atom at C-7. In some special cases, a gas-phase proton transfer occurs for compounds bearing a hydroxyl group at C-3, as confirmed by isotope labeling experiments. 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