Chemistry:L-Streptose

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l-Streptose
Streptose.svg
Names
IUPAC name
5-Deoxy-3-C-formyl-α-l-lyxofuranose
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C6H10O5
Molar mass 162.141 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
Tracking categories (test):

l-Streptose is a branched monosaccharide similar to apiose in structure. l-Streptose is one of the sugars in streptomycin, an aminoglycoside antibiotic that has toxic effects in the kidney and other side effects.

l-Streptose has been prepared from a carbohydrate derivative.[1] The protected monosaccharide was reacted with an organolithium sulfur compound and then catalytically hydrolyzed to produce l-streptose.

References

  1. Block E. "Organic Chemistry: Reactions of Organosulfur Compounds", vol. 37, page 71.