Carbon-13 nuclear magnetic resonance studies of the monocarboxylic acids of cyanocobalamin. Assignments of the b-, d-, and e-monocarboxylic acids

Carbon-13 nuclear magnetic resonance studies of the monocarboxylic acids of cyanocobalamin. Assignments of the b-, d-, and e-monocarboxylic acids
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氰钴胺单羧酸的碳 13 核磁共振研究。

DOI:
10.1021/ja00527a011
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发表时间:
1980
影响因子:
15
通讯作者:
N. Matwiyoff
N. Matwiyoff
中科院分区:
化学1区
文献类型:
--
作者:
D. L. Anton;H. Hogenkamp;T. E. Walker;N. Matwiyoff

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氰钴胺、氰表钴胺、氰钴胺内酯、氰钴胺内酰胺和氰钴胺衍生的三种一元羧酸的碳-13核磁共振光谱分析导致了这三种一元羧酸的身份的修订。观察到的化学位移变化将峰I、II和III酸分别鉴定为氰钴胺素的d-、B-和e-单羧酸,并证明早期制备的命名为CMS/sub 1/或E/sub 2/、CMS/sub 2/或E/sub 1/和CMS/sub 3/的制剂是Co。第阿尔法.. - (..第阿尔法.. - 5,6-二甲基苯并咪唑基)-Co..贝塔.. -氰基钴胺酸a,c,d,e,g-戊酰胺,Co.。第阿尔法.. - (..第阿尔法.. - 5,6-二甲基苯并咪唑基)-Co..贝塔.. -氰基钴胺酸a、B、c、d、g-戊酰胺和Co。第阿尔法.. - (..第阿尔法.. - 5,6-二甲基-苯并咪唑基)-Co..贝塔.. -氰基钴胺酸a,B,c,e,g-戊酰胺。5张图,3张表。
Analysis of the carbon-13 nuclear magnetic resonance spectra of cyanocobalamin, cyanoepicobalamin, cyanocobalamin lactone, cyanocobalamin lactam, and the three monocarboxylic acids derived from cyanocobalamin has led to the revision of the identity of these three monocarboxylic acids. The observed chemical-shift changes identify the peak I, II, and III acids as the d-, b-, and e-monocarboxylic acids of cyanocobalamin, respectively, and demonstrate that the earlier preparations designated CMS/sub 1/ or E/sub 2/, CMS/sub 2/ or E/sub 1/, and CMS/sub 3/ are Co..cap alpha..-(..cap alpha..-5,6-dimethylbenzimidazolyl)-Co..beta..-cyanocobamic acid a,c,d,e,g-pentamide, Co..cap alpha..-(..cap alpha..-5,6-dimethylbenzimidazolyl)-Co..beta..-cyanocobamic acid a,b,c,d,g-pentamide, and Co..cap alpha..-(..cap alpha..-5,6-dimethyl-benzimidazolyl)-Co..beta..-cyanocobamic acid a,b,c,e,g-pentamide, respectively. 5 figures, 3 tables.