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Merck
CN
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文件

M9756

Sigma-Aldrich

甲钴胺

vitamin B12 analog

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别名:
Methyl cobalamine
经验公式（希尔记法）:
C63H91CoN13O14P
CAS号:
13422-55-4
分子量:
1344.38
EC 号:
236-535-3
MDL编号:
MFCD00082483
UNSPSC代码:
12352205
eCl@ss:
34058004
PubChem化学物质编号:
329818096
NACRES:
NA.79

生物来源

synthetic (organic)

质量水平

100

检测方案

≥97%

形式

powder

技术

HPLC: suitable

颜色

red to very dark red

储存温度

−20°C

SMILES字符串

C[Co+]N1C2=C(C)C3=NC(=CC4=NC([C@@H](CCC(N)=O)C4(C)C)=C(C)C5=N[C@H]([C@H](CC(N)=O)[C@@]5(C)CCC(=O)NCC(C)OP([O-])(=O)O[C@H]6[C@@H](O)[C@H](O[C@@H]6CO)n7cnc8cc(C)c(C)cc78)[C@@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@H](CCC(N)=O)[C@]3(C)CC(N)=O

InChI

1S/C62H90N13O14P.CH3.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;;/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);1H3;/q;;+2/p-2/t31?,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

InChI key

JEWJRMKHSMTXPP-WYVZQNDMSA-L

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相关类别

一般描述

甲基钴胺素(MeCbl)是维生素B12 （钴胺素）的类似物。它与钴胺素的不同之处在于含有一个甲基。生理活性形式的维生素B12含有甲基钴胺素和腺苷钴胺素。

应用

在自动竞争蛋白结合（CPB）测定中，甲钴胺已被用于制备血清维生素B12的标准溶液。

生化/生理作用

甲基钴胺素(MeCbl)是蛋氨酸合酶的辅酶。在甲基化循环中，蛋氨酸合酶参与高半胱氨酸到蛋氨酸的转化。它具有改善神经系统疾病、腕管综合症和bell′s麻痹的作用。
相较于其他咕啉/钴胺素衍生物来说，维生素B12 类似物是一种效力较低的一氧化氮合酶（NOS）抑制剂。

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Neeraj Kumar et al.
Inorganic chemistry, 52(4), 1762-1771 (2013-01-31)
The electronic and structural properties of the one-electron-oxidized form of methylcobalamin (MeCbl) cofactor have been investigated using density functional theory (DFT) and CASSCF/MC-XQDPT2 calculations. We applied two types of functionals (hybrid and GGA) which produced quite different results in terms
Hyoung-Il Kim et al.
Annals of surgical oncology, 18(13), 3711-3717 (2011-05-11)
Vitamin B12 deficiency is a common long-term sequelae after total gastrectomy. Intramuscular injection of vitamin B12 is the only known treatment. We investigated the efficacy and safety of oral vitamin B12 replacement for gastric cancer patients with vitamin B12 deficiency
Methylcobalamin increases Erk1/2 and Akt activities through the methylation cycle and promotes nerve regeneration in a rat sciatic nerve injury model
Okada K, et al.
Experimental Neurology, 222(2), 191-203 (2010)
Ming Zhang et al.
Neural plasticity, 2013, 424651-424651 (2014-01-24)
Methylcobalamin (MeCbl), the activated form of vitamin B12, has been used to treat some nutritional diseases and other diseases in clinic, such as Alzheimer's disease and rheumatoid arthritis. As an auxiliary agent, it exerts neuronal protection by promoting regeneration of
Hajime Hirao
The journal of physical chemistry. A, 115(33), 9308-9313 (2011-08-03)
Controversy remains regarding the suitable density functionals for the calculation of vitamin B(12) systems that contain cobalt. To identify the optimum functionals, geometry optimization calculations were performed on a full-size model of methylcobalamin (MeCbl) using the B3LYP, B3LYP-D, BP86, and
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