L -streptosis

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Structural formula
Structural formula of L-streptosis
General
Surname L -streptosis
other names
  • (2 R , 3 R ) -2,3-dihydroxy-2 - [(1 S ) -1-hydroxyethyl] butanedial ( IUPAC )
  • 5-deoxy-3- C- formyl- L -lyxose
Molecular formula C 6 H 10 O 5
External identifiers / databases
CAS number 13008-73-6
PubChem 5460942
ChemSpider 4574348
Wikidata Q25323841
properties
Molar mass 162.141 g mol −1
Physical state

firmly

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

L -streptose is a monosaccharide from streptomycetes and part of the antibiotic streptomycin .

properties

The structure of L- streptosis is similar to apiose . Strictly speaking , L -streptose is not a carbohydrate due to its molecular formula . It has two aldehyde groups . The biosynthesis in Streptomycetes takes place from glucose . L -streptose can be produced synthetically using protective groups from other monosaccharides.

literature

  • J. Distler, K. Mansouri, G. Mayer, M. Stockmann, W. Piepersberg: Streptomycin biosynthesis and its regulation in Streptomycetes. In: Genes. Volume 115, Numbers 1-2, June 1992, pp. 105-111, PMID 1377151 .
  • H. Paulsen, V. Sinnwell, P. Stadler: Synthesis of branched carbohydrates with aldehyde side-chains. Simple synthesis of L-streptose and D-hamamelose. In: Angewandte Chemie. Volume 11, number 2, February 1972, p. 149, doi : 10.1002 / anie.197201491 , PMID 4625337 .

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. J. Bruton, WH Horner: Biosynthesis of streptomycin. 3. Origin of the carbon atoms of streptose. In: Journal of Biological Chemistry . Volume 241, Number 13, July 1966, pp. 3142-3146, PMID 4287909 .