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Merck

95200

Vitamin B12a hydrochloride

≥96% (UV), ≥96% (HPLC)

Sinónimos:

Hydroxocobalamin hydrochloride

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Fórmula empírica (notación de Hill):
C62H89CoN13O15P · HCl
Número CAS:
Peso molecular:
1382.82
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
261-772-4
MDL number:

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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

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Este artículo
H7126B35011324319
assay

≥96% (HPLC), ≥96% (UV)

assay

≥95%

assay

≥99%

assay

-

biological source

fermentation/recombinant

biological source

-

biological source

synthetic (organic)

biological source

-

form

powder or crystals

form

-

form

powder or crystals

form

-

solubility

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

solubility

-

solubility

water: 50 mg/mL, clear, colorless

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

−20°C

color

red to dark red

color

dark red to brown-red

color

-

color

-

Application

Vitamin B12a hydrochloride has been used as an antidote for cyanide poisoning.[1]

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[2]

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Cisplatin analogs confer protection against cyanide poisoning
Nath AK, et al.
Cell Chemical Biology, 24(5), 565-575 (2017)
S. Fukui et al.
Antibiotics, Vitamins and Hormones, 101-101 (1977)
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
Mamoru Yamanishi et al.
Trends in biochemical sciences, 30(6), 304-308 (2005-06-14)
Many organic cofactors are both rare and reactive. They are usually in low abundance, which poses problems for efficient collision-based targeting to dependent enzymes, whereas their reactivity is problematic for side reactions. Sequestration and escorted delivery presents one solution to
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

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