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V900445

Sigma-Aldrich

Vitamin B12

Vetec, reagent grade, ≥98%

Synonym(s):

α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin

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About This Item

Empirical Formula (Hill Notation):
C63H88CoN14O14P
CAS Number:
Molecular Weight:
1355.37
Beilstein/REAXYS Number:
4122889
EC Number:
UNSPSC Code:
12352205
PubChem Substance ID:

grade

reagent grade

product line

Vetec

assay

≥98%

form

powder

technique(s)

HPLC: suitable

color

red to brown

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

Vitamin B12 is a water-soluble vitamin present in dietary sources including milk products, eggs, fish and meat. Vitamin B12, also called as cyanocobalamin, binds to protein transcobalamins. Structurally vitamin B12 has two pyrrole rings. The two forms comprise methylcobalamin or 5-deoxyadenosyl cobalamin, which are bioavailable.

Biochem/physiol Actions

Vitamin B12 plays a key role in DNA synthesis and methylation proteins. The intrinsic factor is essential for its circulation and reabsorption. Vitamin B12 coordinates with folic acid in the synthesis of red blood cells as well as in maintaining iron levels. It is essential for cellular energy production and serves as a cofactor for L-methyl malonyl-CoA mutase and methionine synthase. Vitamin B12 deficiency leads to pernicious anemia, megaloblastic anemia and neural tube defects.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1


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’.

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Vitamin B12 in health and disease
O Leary F and Samman S
Nutrients, 2(3), 299-316 (2010)
Vitamin B12-A brief overview.
Goyal V
International archives of integrated medicine, 5(3), 30-35 (2015)
The metabolic processes of folic acid and Vitamin B12 deficiency
Mahmood L
Journal of Health Research and Reviews, 1(1), 5-5 (2014)
Johan Frederik Berg Arendt et al.
Journal of the National Cancer Institute, 105(23), 1799-1805 (2013-11-20)
A substantial proportion of patients referred for plasma vitamin B12 (cobalamin [Cbl]) measurement present with high Cbl levels, which have been reported in patients with different cancer types. However, the cancer risk among patients with newly diagnosed high Cbl levels
Bert-Ram Sah et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(1), 43-49 (2013-12-18)
Targeting cancer cells with vitamin B12 (cobalamin) is hampered by unwanted physiologic tissue uptake mediated by transcobalamin. Adhering to good manufacturing practice, we have developed a new (99m)Tc-cobalamin derivative ((99m)Tc(CO)3-[(4-amido-butyl)-pyridin-2-yl-methyl-amino-acetato] cobalamin, (99m)Tc-PAMA-cobalamin). The derivative shows no binding to transcobalamin but

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