All Photos(5)

Documents

V6629

Vitamin B₁₂

Name: Vitamin B<SUB>12</SUB>
Brand: SIGMA

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

Sign Into View Organizational & Contract Pricing

All Photos(5)

About This Item

Empirical Formula (Hill Notation):

C₆₃H₈₈CoN₁₄O₁₄P

CAS Number:

68-19-9

Molecular Weight:

1355.37

Beilstein:

4122889

EC Number:

200-680-0

UNSPSC Code:

12352205

eCl@ss:

34058004

PubChem Substance ID:

24900763

NACRES:

NA.75

biological source

synthetic ((organic))

Quality Level

200

product line

BioReagent

Assay

≥98%

form

powder

mol wt

M_w 1355.37 g/mol

technique(s)

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

color

red to brown

pH

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Plant Culture Media

Vitamins

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
as a supplement in DMEM/ medium 199 (M199) medium for differentiation of human myoblasts.

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.

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Toward Ameliorating Insulin Resistance: Targeting a Novel PAK1 Signaling Pathway Required for Skeletal Muscle Mitochondrial Function

Balakrishnan R, et al.

Antioxidants, 12(9), 1658-1658 (2023)

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)

Effect of nutrients on growth and lipid accumulation in the green algae Dunaliella tertiolecta

Chen M, et al.

Bioresource Technology, 102(2), 1649-1655 (2011)

Vitamins, minerals and trace elements

Drugs During Pregnancy and Lactation (2015)

View All Related Papers

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

Explore folic acid importance in serum-free eukaryotic cell cultures, including CHO cells, and its role in media supplementation.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service