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Methylcobalamin
Systematic (IUPAC) name
carbanide; cobalt(3+);

[5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-

(hydroxymethyl)oxolan-3-yl]

1-[3-[(4Z,9Z,14Z)-2,13,18-tris(2-amino-2-oxoethyl)

-7,12,17-tris(3-amino-3-oxopropyl)

-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro

-1H-corrin-21-id-3-yl]propanoylamino]

propan-2-yl phosphate

Identifiers
CAS number 13422-55-4
ATC code B03BA05
PubChem 6436232
Chemical data
Formula C63H91CoN13O14P 
Mol. mass 1344.40 g/mol
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes oral,subliungal,injection.

Methylcobalamin is a cobalamin (MeCbl or MeB12) used in the treatment of peripheral neuropathy, diabetic neuropathy etc. It is a form of vitamin B12 and differs from cyanocobalamin in that the cyanide is replaced by a methyl group.[1]

This vitamer is one of two active coenzymes used by B12-dependent enzymes in the body, and is specifically the B12 form used by 5-methyltetrahydrofolate-homocysteine methyltransferase (MTR), also known as methionine synthase. Methylcobalamin is notable for being one of the few examples in nature of a bona fide organometallic bond.

It is produced preferentially by some species of bacteria. If these come into contact with heavy metals in the environment, these may become methylated forms of the metal which, in the case of methylmercury, is highly toxic.[2]

Methylcobalamin has been studied in conjunction with sleep-wake rhythm disorders, where it appears to yield benefits, but at a low or inconsistent level.[3]

It is used in treating diseases of vitamin B12 deficiency (such as pernicious anemia), or diseases of effective B12 deficiency, such as vitamin B12 metabolic pathway pathologies.

One study suggests that once absorbed, methylcobalamin may be retained in the body better than cyanocobalamin.[4]

See also

References

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