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.^[1] The deoxyadenosyl radical abstracts hydrogen atoms from substrates, causing rearrangements and other post transcriptional modifications required for biosynthesis.^[2]

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)	Interactive image
PubChem CID	5459908
InChI 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
SMILES [CH2]C1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)O
Properties
Chemical formula	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