M9756

Methylcobalamin

vitamin B₁₂ analog

• Synonym(s): Methyl cobalamine
• Empirical Formula (Hill Notation): C₆₃H₉₁CoN₁₃O₁₄P
• CAS Number: 13422-55-4
• Molecular Weight: 1344.38
• EC Number: 236-535-3
• MDL number: MFCD00082483
• UNSPSC Code: 12352205
• eCl@ss: 34058004
• PubChem Substance ID: 329818096
• NACRES: NA.79

Properties

• biological source: synthetic (organic)
• Assay: ≥97%
• form: powder
• technique(s): HPLC: suitable
• color: red to very dark red
• storage temp.: −20°C
• SMILES string: C[Co+]N1C2=C(C)C3=NC(=CC4=NC([C@@H](CCC(N)=O)C4(C)C)=C(C)C5=N[C@H]([C@H](CC(N)=O)[C@@]5(C)CCC(=O)NCC(C)OP([O-])(=O)O[C@H]6[C@@H](O)[C@H](O[C@@H]6CO)n7cnc8cc(C)c(C)cc78)[C@@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@H](CCC(N)=O)[C@]3(C)CC(N)=O
• InChI: 1S/C62H90N13O14P.CH3.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;;/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);1H3;/q;;+2/p-2/t31?,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
• InChI key: JEWJRMKHSMTXPP-WYVZQNDMSA-L

Description

General description

Methylcobalamin (MeCbl) is an analog of vitamin B₁₂ (cobalamin). It differs from cobalamin by containing a methyl group. The physiologically active form of vitamin B₁₂ include methylcobalamin and adenosylcobalamin.

Application

Methylcobalamin has been used for the preparation of standard solution to serum vitamin B₁₂ in automated competitive protein binding (CPB) assays.

Biochem/physiol Actions

Methylcobalamin (MeCbl) is a coenzyme for methionine synthase. Methionine synthase is an enzyme, that is involved in the conversion of homocysteine to methionine in the methylation cycle. It plays a role in nervous disorder improvement, carpal tunnel syndrome and bell′s palsy.

Vitamin B₁₂ analog that is a less effective inhibitor of nitric oxide synthase (NOS) than other corrins/cobalamin derivatives.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable