Adenosylcobalamin

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Adenosylcobalamin
AdoCbl-ColorCoded.png
Cobamamide 3D sticks.png
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration
Oral
ATC code
Legal status
Legal status
Identifiers
CAS Number
  • 13870-90-1 ☑Y
PubChem CID
  • 5459907
ChemSpider
  • 16736117 ☑Y
KEGG
  • D00042 ☑Y
ChEBI
  • CHEBI:18408 ☒N
ECHA InfoCard 100.034.192
Chemical and physical data
Formula C72H100CoN18O17P
Molar mass 1579.58 g/mol g·mol−1
 ☒N☑Y (what is this?)   (verify)

Adenosylcobalamin (AdoCbl), also known as coenzyme B12, cobamamide, and dibencozide, is, along with methylcobalamin (MeCbl), one of the active forms of vitamin B12.[1]

Adenosylcobalamin participates as a cofactor in radical-mediated 1,2-carbon skeleton rearrangements. These processes require the formation of the deoxyadenosyl radical through homolytic dissociation of the carbon-cobalt bond. This bond is exceptionally weak, with an bond dissociation energy of 31 kcal/mol, which is further lowered in the chemical environment of an enzyme active site.[2] An enzyme that uses adenosylcobalamin as a cofactor is methylmalonyl-CoA mutase (MCM).

References

  1. ^ Marsh EN, Meléndez GD (November 2012). "Adenosylcobalamin enzymes: theory and experiment begin to converge". Biochimica et Biophysica Acta. 1824 (11): 1154–64. doi:10.1016/j.bbapap.2012.03.012. PMC 3580769. PMID 22516318.
  2. ^ Vitamin B12 and B12-proteins : lectures presented at the 4th European Symposium on Vitamin B12 and B12-Proteins. Kräutler, Bernhard., Arigoni, Duilio., Golding, Bernard T., Wiley InterScience (Online service). Weinheim: Wiley-VCH. 1998. ISBN 9783527612192. OCLC 212131311.

External links

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