Merck
CN

C0884

Sigma-Aldrich

辅酶 B12

≥97.0%

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别名:
5′-脱氧腺苷, DMBC辅酶, 腺苷钴胺, 腺苷钴胺素
经验公式(希尔记法):
C72H100CoN18O17P
CAS号:
分子量:
1579.58
Beilstein:
4122932
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.79

质量水平

检测方案

≥97.0%

形式

powder and chunks

technique(s)

HPLC: suitable

颜色

red to very dark red
very dark red-brown

储存温度

−20°C

SMILES string

CC(CNC(=O)CCC1(C)C(CC(N)=O)C2N([Co+]C[C@H]3O[C@@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C1=C(C)C6=NC(=CC7=NC(=C(C)C8=NC2(C)C(C)(CC(N)=O)C8CCC(N)=O)C(C)(CC(N)=O)C7CCC(N)=O)C(C)(C)C6CCC(N)=O)OP([O-])(=O)O[C@H]9[C@@H](O)[C@H](O[C@@H]9CO)n%10cnc%11cc(C)c(C)cc%10%11

InChI

1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t31?,34?,35?,36?,37?,41-,52-,53-,56?,57+,59?,60?,61?,62?;4-,6-,7-,10+;/m11./s1

InChI key

ZIHHMGTYZOSFRC-PMDPKNCCSA-L

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相关类别

一般描述

维生素B12 (钴胺素)是指一组化学上相关的含钴分子。维生素B12的生理活性形式包括甲钴胺和腺苷钴胺素,而羟钴胺素(维生素12a,OHCb1)和氰钴胺素(CNCb1)是其储存和递送的形式。

应用

在yvrC-lacZ 融合的体内检测中,辅酶 B12可用作质粒变种培养的增补剂。

生化/生理作用

维生素B12(钴胺素)参与DNA合成和脂肪酸合成。 作为一种辅酶,它也在线粒体甲基丙二酰基辅酶A转化为琥珀酰辅酶A的过程中起关键作用。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Radical catalysis in coenzyme B12-dependent isomerization (eliminating) reactions.
Tetsuo Toraya
Chemical reviews, 103(6), 2095-2127 (2003-06-12)
Gregory M Sandala et al.
Accounts of chemical research, 43(5), 642-651 (2010-02-09)
Enzymes accelerate chemical reactions with an exceptional selectivity that makes life itself possible. Understanding the factors responsible for this efficient catalysis is of utmost importance in our quest to harness the tremendous power of enzymes. Computational chemistry has emerged as
Jiayun Pang et al.
Journal of the American Chemical Society, 134(4), 2367-2377 (2012-01-14)
We present here an energetic and atomistic description of how D-ornithine 4,5-aminomutase (OAM), an adenosylcobalamin (AdoCbl; coenzyme B(12))-dependent isomerase, employs a large-scale protein domain conformational change to orchestrate the homolytic rupture of the Co-C bond. Our results suggest that in
J R Roth et al.
Annual review of microbiology, 50, 137-181 (1996-01-01)
This review examines deoxyadenosylcobalamin (Ado-B12) biosynthesis, transport, use, and uneven distribution among living forms. We describe how genetic analysis of enteric bacteria has contributed to these issues. Two pathways for corrin ring formation have been found-an aerobic pathway (in P.
Peter Friedrich et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(50), 16114-16122 (2012-10-20)
Coenzyme B(12) can assist radical enzymes that accomplish the vicinal interchange of a hydrogen atom with a functional group. It has been proposed that the Co-C bond homolysis of coenzyme B(12) to cob(II)alamin and the 5'-deoxyadenosyl radical is aided by hydrogen bonding

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