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Deoxyadenosine

Deoxyadenosine
Skeletal formula of deoxyadenosine
Space-filling model of the deoxyadenosine molecule
Names
IUPAC name
(2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Other names
2′-Deoxyadenosine; α-Deoxyadenosine; dA
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.262 Edit this at Wikidata
MeSH 2'-deoxyadenosine
UNII
  • InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1 checkY
    Key: OLXZPDWKRNYJJZ-RRKCRQDMSA-N checkY
  • InChI=1/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1
    Key: OLXZPDWKRNYJJZ-RRKCRQDMBK
  • n2c1c(ncnc1n(c2)[C@@H]3O[C@@H]([C@@H](O)C3)CO)N
Properties
C10H13N5O3
Molar mass 251.24192
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Deoxyadenosine (symbol dA or dAdo) is a deoxyribonucleoside. It is a derivative of the nucleoside adenosine, differing from the latter by the replacement of a hydroxyl group (-OH) by hydrogen (-H) at the 2′ position of its ribose sugar moiety. Deoxyadenosine is the DNA nucleoside A, which pairs with deoxythymidine (T) in double-stranded DNA.

In absence of adenosine deaminase (ADA) it accumulates in T lymphocytes and kills these cells resulting in a genetic disorder known as adenosine deaminase severe combined immunodeficiency disease (ADA-SCID).[1]

See also

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References

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  1. ^ Griffiths, Anthony J. F.; Wessler, Susan R.; Carroll, Sean B.; Doebly, John (2012). Introduction to Genetic Analysis (10th ed.). New York: W . H. Freeman and Company. ISBN 978-1-4641-0661-3.



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