MilliporeSigma
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V6629

Sigma-Aldrich

Vitamin B12

BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥98%

Synonym(s):
α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin
Empirical Formula (Hill Notation):
C63H88CoN14O14P
CAS Number:
Molecular Weight:
1355.37
Beilstein:
4122889
EC Number:
eCl@ss:
34058004
PubChem Substance ID:
NACRES:
NA.75

biological source

microbial

Quality Level

product line

BioReagent

assay

≥98%

form

powder

mol wt

Mw 1355.37 g/mol

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable
cell culture | plant: suitable

color

red to brown

pH

6

solubility

water: soluble 50 mg/mL, dark red

storage temp.

2-8°C

SMILES string

C/C(C1=N[C@]([C@]([C@H](CC(N)=O)[C@@]/2(C)CCC(NC[C@@H](OP([O-])(O[C@H]3[C@@H](O)[C@@H](N4C=[N]5C6=C4C=C(C)C(C)=C6)O[C@@H]3CO)=O)C)=O)([H])N([Co+]5C#N)C2=C(C)/C([C@@H](CCC(N)=O)C/7(C)C)=NC7=C/8)(C)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O)=C9N=C8[C@@H](CCC(N)=O)[C@

InChI

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

InChI key

RMRCNWBMXRMIRW-QJRSUKKJSA-L

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General description

Cyanocobalamin (B12) is a water soluble vitamin, commonly called as cobalamins. Dairy products, meat and eggs are the major sources of this vitamin.[10]

Application

Vitamin B12 has been used:
  • as a component of Erdschreiber′s medium
[23]
  • as a supplement of Dulbecco′s modified Eagle′s medium used for the isolation of ventricular myocytes from neonatal and adult rats
  • [16]
  • orally administered to male quails to study its role in reducing the negative effects of sodium selenite intoxication, in vivo
  • [14]

    Packaging

    100, 250 mg in glass bottle
    1, 5 g in glass bottle

    Biochem/physiol Actions

    Vitamin B12 is metabolized to its active form, methylcobalamin.[14] Hindered vitamin B12 uptake is observed in pernicious anemia.[11] Vitamin B12 is essential for erythroblast development. Pregnancy reduces the levels of vitamin B12.[12] Aging reduces vitamin B12 absorption.[13] It works as a coenzyme in fat, carbohydrate and protein metabolism.[14] It is required for growth, genetic stability and survival of cells in vitro. Functions to support one-carbon metabolism. Present in many classical and serum-free formulations.

    Storage Class Code

    11 - Combustible Solids

    WGK

    WGK 1

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves

    Certificate of Analysis

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    Certificate of Origin

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