L-Deoxyribose

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	18546-37-7
3D model (Jmol)	Interactive image hemiacetal: Interactive image
ChemSpider	5362530 8031184 hemiacetal
ECHA InfoCard	100.131.283
PubChem	6994527 9855484 hemiacetal
InChI InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1 Key: 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/s1 Key: ASJSAQIRZKANQN-UHNVWZDZBB hemiacetal: InChI=1/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m1/s1 Key: PDWIQYODPROSQH-OVEKKEMJBQ hemiacetal: InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m1/s1 Key: PDWIQYODPROSQH-OVEKKEMJSA-N
SMILES O=CC[C@@H](O)[C@@H](O)CO hemiacetal: OC[C@@H]1OC(O)C[C@H]1O
Properties
Chemical formula	C5H10O4
Molar mass	134.13 g·mol^−1
Appearance	White solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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.^[1] It has been used in chemical research, e.g. in the synthesis of mirror-image DNA.^[2]

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