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Merck
CN

95200

羟钴胺 盐酸盐

≥96% (UV), ≥96% (HPLC)

别名:

维生素 B 12a

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关于此项目

经验公式（希尔记法）:
C62H89CoN13O15P · HCl
化学文摘社编号:
59461-30-2
分子量:
1382.82
NACRES:
NA.79
PubChem Substance ID:
57653658
UNSPSC Code:
12352205
EC Number:
261-772-4
MDL number:
MFCD00167463

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产品名称

羟钴胺 盐酸盐, ≥96% (UV), ≥96% (HPLC)

InChI key

KEHNCSYXYMMUCO-BXSGNKEGSA-K

InChI

1S/C62H90N13O14P.ClH.Co.H2O/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);1H;;1H2/q;;+3;/p-3/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;;/m1.../s1

SMILES string

Cl.C[C@H](CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@H]2N([Co+]O)C1=C(C)C3=NC(=CC4=NC(=C(C)C5=N[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)OP([O-])(=O)O[C@H]6[C@@H](O)[C@H](O[C@@H]6CO)n7cnc8cc(C)c(C)cc78

biological source

fermentation/recombinant

assay

≥96% (HPLC)
≥96% (UV)

form

powder or crystals

loss

≤12% loss on drying, 20 °C (HV)

color

red to dark red

solubility

methanol: 10 mg/mL at 20 °C, clear, dark red

storage temp.

2-8°C

Quality Level

100

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相关类别

Application

Vitamin B12a hydrochloride has been used as an antidote for cyanide poisoning.

Biochem/physiol Actions

Vitamin B12 (cobalamin) refers to a group of chemically-related cobalt containing molecules involved in cell processes such as DNA synthesis, fatty acid synthesis, energy production and regulation. The physiologically active forms of vitamin B12 include methylcobalamin and adenosylcobalamin, whereas hydroxocobalamin (vitamin B12a, OHCbl) and cyanocobalamin (CNCbl) are storage and delivery forms. Bacteria-derived hydroxocobalamin (OHCbl) and CNCbl are converted in humans to useful coenzyme forms to support metabolic processes such as mitochondrial methylmalonylcoenzyme A mutase conversion of methylmalonic acid (MMA) to succinate to link lipid and carbohydrate metabolism, and activation of methionine synthase, the rate limiting step in the synthesis of methionine.

Other Notes

Review

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCG0505
BCCB8959
BCBS8996V
BCBG7459V
BCBF6889V

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S. Fukui et al.
Antibiotics, Vitamins and Hormones, 101-101 (1977)
Cisplatin analogs confer protection against cyanide poisoning
Nath AK, et al.
Cell Chemical Biology, 24(5), 565-575 (2017)
R Pace et al.
Clinical toxicology (Philadelphia, Pa.), 52(7), 647-650 (2014-08-05)
Pre-hospital administration of hydroxocobalamin (B12a) is used for empiric treatment of cyanide poisoning because cyanide poisoning is difficult to identify and requires immediate treatment. B12a interferes with the accuracy of several blood laboratory tests. This study aimed to explore how
Jasmin Federizon et al.
Pharmaceutics, 13(1) (2021-01-21)
Cobalt porphyrin phospholipid (CoPoP) can incorporate within bilayers to enable non-covalent surface-display of antigens on liposomes by mixing with proteins bearing a polyhistidine tag (his-tag); however, the mechanisms for how this occurs are poorly understood. These were investigated using the
Markos Koutmos et al.
The Journal of biological chemistry, 286(34), 29780-29787 (2011-06-24)
An early step in the intracellular processing of vitamin B(12) involves CblC, which exhibits dual reactivity, catalyzing the reductive decyanation of cyanocobalamin (vitamin B(12)), and the dealkylation of alkylcobalamins (e.g. methylcobalamin; MeCbl). Insights into how the CblC scaffold supports this
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