A corrinoid vitamin
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Vitamin B12

Item No. 18425

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6-dimethyl-1-(3-O-phosphono-α-D-ribofuranosyl)-1H-benzimidazole monoester with cobinamide cyanide, inner salt
CAS Number
68-19-9
Synonyms
  • Cobalamin
Molecular Formula
C63H88CoN14O14P
Formula Weight
1355.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 75 mg/mlEthanol: 10 mg/mlWater: 50 mg/ml
λmax
208, 278, 360, 548 nm
SMILES
C[C@@]12[N]([Co+3]34([N-]5[C@]2([H])[C@H](CC(N)=O)[C@@](C)(CCC(NC[C@@H](C)O[P]6([O-])=O)=O)C5=C(C)C([C@@H](CCC(N)=O)C7(C)C)=[N]3C7=CC8=[N]4C([C@](CC(N)=O)(C)[C@@H]8CCC(N)=O)=C9C)([N]%10=CN([C@]%11([H])[C@H](O)[C@H](O6)[C@@H](CO)O%11)C%12=CC(C)=C(C)C=C%10%12)[C]#N)=C9[C@@H](CCC(N)=O)[C@]1(C)CC(N)=O
InChi Code
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;;+3/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
InChi Key
SYZBZQWSWIJYAR-WZHZPDAFSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $38

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    1 g

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    5 g

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    10 g

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    Product Description

    Vitamin B12 is a water-soluble vitamin with roles in brain and nervous system functioning and blood formation through regulation of DNA synthesis, cellular metabolism, fatty acid metabolism, and amino acid metabolism.1 It belongs to the corrinoid group of compounds, which contain a corrin macrocycle, and is produced only by certain bacteria and archaea.2 Reference to vitamin B12 usually encompasses a group of cobalt-containing compounds (or cobalamins), which include cyanocobalamin, hydroxocobalamin, 5'-deoxyadenosylcobalamin (AdoB12), and methylcobalamin (MeB12). These forms serve as cofactors in isomerase-, methyltransferase-, and dehalogenase-catalyzed reactions.3 For example, methylmalonyl coenzyme A mutase acts on AdoB12 to convert methylmalonyl-CoA to succinyl-CoA, an important step before entry into the Kreb’s cycle. Additionally, methionine synthase uses MeB12 to transfer a methyl group from 5-methyltetrahydrofolate to homocysteine to generate tetrahydrofolate and methionine, which is important for DNA synthesis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Medicine, I.o. Vitamin B12. Dietary reference intakes for thiamin, riboflavin, niacin, vitamin B6, folate, vitamin B12, pantothenic acid, biotin, and choline 306-356 (1998).

    2. Moore, S.J., Lawrence, A.D., Biedendieck, R., et al. Elucidation of the anaerobic pathway for the corrin component of cobalamin (vitamin B12). Proc. Natl. Acad. Sci. USA 110(37), 14906-14911 (2015).

    3. Banerjee, R., and Ragsdale, S.W. The many faces of vitamin B12: Catalysis by cobalamin-dependent enzymes. Annu. Rev. Biochem. 72, 209-247 (2003).

    4. Ragsdale, S.W. Catalysis of methyl group transfers involving tetrahydrofolate and B12. Vitam. Horm. 79, 293-324 (2008).