Deoxyadenosyl radical

A deoxyadenosyl radical is a free radical that is structurally related to adenosine by removal of a 5′-hydroxy group from adenosine. This radical occurs in nature as a reactive intermediate. It is generated by radical SAM enzymes and by some varieties of vitamin B12. The deoxyadenosyl radical abstracts hydrogen atoms from substrates, causing rearrangements and other post transcriptional modifications required for biosynthesis.

5′-Deoxyadenosyl radical

Structure of the deoxyadenosyl radical
Names
IUPAC name
5′-Deoxyadenosin-5′-yl
Systematic IUPAC name
[(2R,3R,4S,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl
Identifiers
3D model (JSmol)
  • InChI=1S/C10H12N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
    Key: FMJPFPZKXLRBOJ-KQYNXXCUSA-N
  • [CH2]C1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)O
Properties
C10H12N5O3
Molar mass 250.238 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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