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L-Deoxyribose

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l-Deoxyribose
Names
IUPAC name (3R,4S)-3,4,5-Trihydroxypentanal
Other names 2-Deoxy-l-erythro-pentose; 2-Deoxy-l-ribose; l-2-Deoxyribose
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.131.283 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1Key: ASJSAQIRZKANQN-UHNVWZDZSA-N
  • InChI=1/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1Key: ASJSAQIRZKANQN-UHNVWZDZBB
  • hemiacetal: InChI=1/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m1/s1Key: PDWIQYODPROSQH-OVEKKEMJBQ
  • hemiacetal: InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m1/s1Key: PDWIQYODPROSQH-OVEKKEMJSA-N
SMILES
  • O=CC(O)(O)CO
  • hemiacetal: OC1OC(O)C1O
Properties
Chemical formula C5H10O4
Molar mass 134.131 g·mol
Appearance White solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

l-Deoxyribose is an organic compound with formula C5H10O4. It is a synthetic monosaccharide, a stereoisomer (mirror image) of the natural compound d-deoxyribose.

l-Deoxyribose can be synthesized from d-galactose. It has been used in chemical research, e.g. in the synthesis of mirror-image DNA.

References

  1. , SHI Zhen-Dan, YANG Bing-Hui, and WU Yu-Lin (2002), A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides. Tetrahedron, volume 58, issue 16, pp. 3287–3296
  2. Hidehito Urata, Emiko Ogura, Keiko Shinohara, Yoshiaki Ueda and Masao Akagi (1992), Synthesis and properties of mirror-image DNA. Nucleic Acids Research, volume 20 issue 13, pp. 3325–3332


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