Adenosylcobalamin

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Adenosylcobalamin
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Oral
ATC code
Legal status
Legal status
Identifiers
  • Coα-[α-(5,6-dimethylbenzimidazolyl)]-Coβ-
    (5'-deoxy-5'-adenosyl)cobamide
ECHA InfoCard
100.034.192 Edit this at Wikidata
Chemical and physical data
FormulaC72H100CoN18O17P
Molar mass1579.608 g·mol−1
  • InChI=1S/C62H90N13O14P.C10H12N5O3.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;1-4-6(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);/q;;+2/p-2/t31?,34?,35?,36?,37?,41-,52-,53-,56?,57+,59?,60?,61?,62?;4-,6-,7-,10-;/m11./s1 checkY
  • Key:ZIHHMGTYZOSFRC-CXGXMSGESA-L checkY
 ☒NcheckY (what is this?)  (verify)

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

Schematic diagram of the propionate metabolic pathway. Adenosylcobalamin is required as a coenzyme by the methylmalonyl-CoA mutase in order to convert L-methylmalonyl-CoA into succinyl-CoA, otherwise methylmalonic acid accumulates.

Adenosylcobalamin participates as a cofactor in radical-mediated 1,2-carbon skeleton rearrangements. These processes require the formation of the

coenzyme is methylmalonyl-CoA mutase
(MCM).

Further experimentation has also determined adenosylcobalamin's role in regulating expression of some bacterial genes. By binding to CarH,[clarification needed] AdoCbl can modulate carotenoid genes, which confer warm colors onto various plants. Carotenoid transcription is activated by sunlight, due to the response from AdoCbl.[3] There are other photoreceptors across different bacterial communities, aside from CarH, that also have reactive capability when bound to AdoCbl. For instance, AerR is another factor that uses AdoCbl to give off purple pigmentation. Additional examination of adenosylcobalamin-bound enzymes and the development of this cofactor over time may prove to hold regulatory function of DNA and RNA.[4]

See also

References

  1. PMID 22516318
    .
  2. OCLC 212131311
    .
  3. S2CID 89044509
    .
  4. S2CID 90441731
    .
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