Deoxyadenosyl radical

5'-Deoxyadenosyl radical

Structure of the deoxyadenosyl radical
Names
IUPAC name
(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-methyloxolane-3,4-diol
Identifiers
3D model (JSmol)
Properties
C10H13N5O3
Molar mass 251.25 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

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]

References

  1. ↑ Jennifer Bridwell-Rabb, Tsehai A. J. Grell, Catherine L. Drennan (2018). "A Rich Man, Poor Man Story of S-Adenosylmethionine and Cobalamin Revisited". Annual Review of Biochemistry. 87: 555–84. doi:10.1146/annurev-biochem-062917-012500.
  2. ↑ Broderick, J. B.; Duffus, B. R.; Duschene, K. S.; Shepard, E. M., (2014). "Radical S-Adenosylmethionine Enzymes". Chemical Reviews. 114: 4229–4317. doi:10.1021/cr4004709.
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