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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

synthetic ((organic))

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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This Item
47869V-019BP466
Vitamin B12 BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥98%

Sigma-Aldrich

V6629

Vitamin B12

Cyanocobalamin (B12) analytical standard

Supelco

47869

Cyanocobalamin (B12)

Cyanocobalamin British Pharmacopoeia (BP) Assay Standard

BP466

Cyanocobalamin

assay

≥98%

assay

-

assay

-

assay

-

form

powder

form

-

form

liquid

form

solid

technique(s)

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

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

gas chromatography (GC): suitable, liquid chromatography (LC): suitable

technique(s)

gas chromatography (GC): suitable, liquid chromatography (LC): suitable

color

red to brown

color

-

color

-

color

light red

solubility

water: soluble 50 mg/mL, dark red

solubility

-

solubility

-

solubility

-

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.

Application

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

Biochem/physiol Actions

Vitamin B12 is metabolized to its active form, methylcobalamin. Hindered vitamin B12 uptake is observed in pernicious anemia. Vitamin B12 is essential for erythroblast development. Pregnancy reduces the levels of vitamin B12. Aging reduces vitamin B12 absorption. It works as a coenzyme in fat, carbohydrate and protein metabolism. 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

Certificates of Analysis (COA)

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SAFC

5.24950

Vitamin B12 (cyanocobalamin)

Selenium toxicosis assessment (in vivo and in vitro) and the protective role of vitamin B12 in male quail (Coturnix coturnix)
Gad MA and El-Twab SMA
Environmental Toxicology and Pharmacology, 27(1), 7-16 (2009)
miRNA-204 drives cardiomyocyte proliferation via targeting Jarid2
Liang D, et al.
International Journal of Cardiology, 201, 38-48 (2015)
Vitamins, minerals and trace elements
Drugs During Pregnancy and Lactation (2015)
Vitamins for chronic disease prevention in adults: clinical applications
Fletcher RH and Fairfield KM
JAMA : The Journal of the American Medical Association, 287(23), 3127-3129 (2002)
Effects of B Vitamins in Patients With Multiple Sclerosis
Nutrition and Lifestyle in Neurological Autoimmune Diseases, 261-265 (2017)

Articles

Vitamin B12, Cobalamin, in Cell Culture

Importance and uses of Vitamin B12 in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell cultures

Folic Acid and Tetrahydrofolates in Cell Culture

Importance and uses of folic acid in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures. Folic acid and its reduced derivative(s), such as folinic acid, are an essential water soluble vitamins added to virtually all cell culture media.

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