A biologically active form of vitamin B12
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Coenzyme B12 (hydrate)

Item No. 21571

Technical Information
Formal Name
co-(5'-deoxyadenosin-5'-yl)-cobinamide, f-(dihydrogen phosphate), inner salt, 3'-ester with (5,6-dimethyl-1-α-D-ribofuranosyl-1H-benzimidazole-κN3), hydrate
Synonyms
  • Adenosylcobalamin
  • AdoCbl
  • Cobamamide
  • Dibenzcozamide
  • LM-176
Molecular Formula
C72H100CoN18O17P • XH2O
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 0.5 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
262, 518 nm
SMILES
O[C@@H]1[C@H](O[C@@H](N2C3=NC=NC(N)=C3N=C2)[C@@H]1O)[CH2-][Co+3]456([N]7=CN([C@]8([H])[C@H](O)[C@H](O9)[C@@H](CO)O8)C%10=CC(C)=C(C)C=C7%10)[N]%11=C%12[C@@H](CCC(N)=O)[C@@](CC(N)=O)(C)[C@]%11(C)[C@]([C@H](CC(N)=O)[C@]%13(CCC(NC[C@@H](C)O[P]9([O-])=O)=O)C)([H])[N-]4C%13=C(C)C([C@@H](CCC(N)=O)C%14(C)C)=[N]5C%14=CC%15=[N]6C([C@](CC(N)=O)(C)[C@@H]%15CCC(N)=O)=C%12C.O
InChi Code
InChI=1S/C62H90N13O14P.C10H12N5O3.Co.H2O/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;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;;/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);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);;1H2/q;-1;+3;/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;4-,6-,7-,10-;;/m11../s1
InChi Key
VWMXFZKRFVWHDQ-ZMZCTOEWSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    Coenzyme B12 (adenosylcobalamin; AdoCbl) is a biologically active form of vitamin B12 (Item No. 18425). It belongs to the corrinoid group of compounds, which contain a corrin macrocycle, and is produced only by certain bacteria and archaea.1 It is a cofactor for various enzymes including mutases, eliminases, aminomutases, and a reductase.2 These enzymes catalyze reactions that generate free radicals through release of the adenosyl group, allowing usually unreactive molecules to become reactive. Only one of these enzymes, methylmalonyl CoA mutase, is found in mammals, therefore, the other enzymes must be taken in through the diet. Genetic mutations in enzymes that synthesize AdoCbl lead to AdoCbl deficiency and methylmalonic aciduria.3 Formulations containing AdoCbl are used to treat patients with this disorder.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Marsh, E.N.G., and Meléndez, G.D.R. Adenosylcobalamin enzymes: Theory and experiment begin to converge. Biochim. Biophys. Acta 1824(11), 1154-1164 (2012).

    3. Watkins, D.N., Rosenblatt, D.S., and Flower, B. Adenosylcobalamin deficiency. Inborn metabolic diseases: Diagnosis and treatment (2016).