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Merck
CN
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文件

C3021

Sigma-Aldrich

双氰异烟胺

≥93%

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别名:
Cobinamide dicyanide, 因子 B, 苯钴胺
经验公式（希尔记法）:
C50H72CoN13O8
CAS号:
27792-36-5
分子量:
1042.12
MDL编号:
MFCD00056330
UNSPSC代码:
12352205
PubChem化学物质编号:
24892558
NACRES:
NA.79

生物来源

synthetic (organic)

质量水平

200

检测方案

≥93%

形式

powder

杂质

≤0.1% vitamin B12

颜色

purple to very dark purple

储存温度

−20°C

SMILES字符串

N#C[Co]C#N.C[C@H](O)CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)C2N=C1C(C)=C3N=C(C=C4N=C(C(C)=C5N[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]5CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)C(C)(C)[C@@H]3CCC(N)=O

InChI

1S/C48H73N11O8.2CN.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;2*1-2;/h19,23,26-29,43,59-60H,10-18,20-22H2,1-9H3,(H2,49,61)(H2,50,62)(H2,51,63)(H2,52,64)(H2,53,65)(H2,54,66)(H,55,67);;;/b30-19-,39-24-,40-25-;;;/t23-,26+,27+,28+,29-,43?,45+,46-,47-,48-;;;/m0.../s1

InChI key

NJATWHPHZUGTHR-GXEWULDJSA-N

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相关类别

一般描述

二氰基钴啉醇酰胺也称为因子b，是辅酶B12的前体。它具有咕啉环结构，钴（Co）原子的六个配位点中有四个是吡咯氮原子。

应用

二氰基钴啉醇酰胺已被用于维生素B12结合蛋白（BtuF）的结晶。它还被用于BtuCD-BtuF相互作用的脱稳。
用于测定内因子制剂中的非内因子（R蛋白）。

生化/生理作用

二氰基钴啉醇酰胺（Cbi）可用作可溶性鸟苷酸环化酶（sGC）辅助激活因子，并以N末端调节区为靶点。该作用类似于佛司可林对腺苷酸环化酶的作用。二氰基钴啉醇酰胺可提高大鼠细胞内环单磷酸鸟苷（cGMP）的水平，并在大鼠中表现出血管舒张活性。它可与多种钴胺素一起用于HIV-1整合酶和一氧化氮合酶抑制的研究。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

危险分类

Acute Tox. 4 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Koustav Ganguly et al.
Particle and fibre toxicology, 14(1), 19-19 (2017-06-24)
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Listeria monocytogenes causes listeriosis, a foodborne disease that poses serious risks to fetuses, newborns and immunocompromised adults. This intracellular bacterial pathogen proliferates in the host cytosol and exploits the host actin polymerization machinery to spread from cell-to-cell and disseminate in
Ajitanuj Rattan et al.
PLoS pathogens, 13(3), e1006248-e1006248 (2017-03-17)
The pandemic influenza A(H1N1) 2009 virus caused significant morbidity and mortality worldwide thus necessitating the need to understand the host factors that influence its control. Previously, the complement system has been shown to provide protection during the seasonal influenza virus
Conformational change of a tryptophan residue in BtuF facilitates binding and transport of cobinamide by the vitamin B12 transporter BtuCD-F
Mireku SA, et al.
Scientific reports, 7, 41575-41575 (2017)
The Different Effects of Substrates and Nucleotides on the Complex Formation of ABC Transporters
Fiorentino F, et al.
Structure, 27(4), 651-659 (2019)
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