Deoxyribose

Deoxyribose, or more precisely 2-deoxyribose, is a monosaccharide with idealized formula H−(C=O)−(CH2)−(CHOH)3−H. Its name indicates that it is a deoxy sugar, meaning that it is derived from the sugar ribose by loss of a hydroxy group. Discovered in 1929 by Phoebus Levene, deoxyribose is most notable for its presence in DNA. Since the pentose sugars arabinose and ribose only differ by the stereochemistry at C2′, 2-deoxyribose and 2-deoxyarabinose are equivalent, although the latter term is rarely used because ribose, not arabinose, is the precursor to deoxyribose.

This article is about the naturally occurring d-form of deoxyribose. For the l-form, see L-deoxyribose.
d-deoxyribose
Names
IUPAC name
2-deoxy-d-ribose
Other names
2-deoxy-d-erythro-pentose
thyminose
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
EC Number
  • 208-573-0
PubChem CID
UNII
  • InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1 Y
    Key: ASJSAQIRZKANQN-CRCLSJGQSA-N Y
  • InChI=1/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1
    Key: ASJSAQIRZKANQN-CRCLSJGQBK
SMILES
  • C(C=O)[C@@H]([C@@H](CO)O)O
Properties
C5H10O4
Molar mass 134.131 g·mol−1
Appearance White solid
Melting point 91 °C (196 °F; 364 K)
Very soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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