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Abequose

From Wikipedia, the free encyclopedia
Abequose
Names
IUPAC name
(2R,4R,5R)-2,4,5-Trihydroxyhexanal
Other names
3,6-Dideoxy-D-xylo-hexose
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
KEGG
UNII
  • InChI=1S/C6H12O4/c1-4(8)6(10)2-5(9)3-7/h3-6,8-10H,2H2,1H3/t4-,5-,6-/m1/s1
    Key: GNTQICZXQYZQNE-HSUXUTPPSA-N
  • pyranose: InChI=1S/C6H12O4/c1-3-4(7)2-5(8)6(9)10-3/h3-9H,2H2,1H3/t3-,4-,5-,6?/m1/s1
    Key: KYPWIZMAJMNPMJ-JDJSBBGDSA-N
  • C[C@H]([C@@H](C[C@H](C=O)O)O)O
  • pyranose: C[C@@H]1[C@@H](C[C@H](C(O1)O)O)O
Properties
C6H12O4
Molar mass 148.158 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Abequose is a hexose and a 3,6-dideoxysugar. It is a constituent of the in O-specific chains in lipopolysaccharides that occur in certain serotypes of Salmonella[1][2] and Citrobacter bacteria.[3] It is the enantiomer of colitose.

References

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  1. ^ "Abequose". Oxford Reference. Retrieved May 24, 2022.
  2. ^ Osborn, M. J.; Weiner, I. M. (1968). "Biosynthesis of a Bacterial Lipopolysaccharide". Journal of Biological Chemistry. 243 (10): 2631–2639. doi:10.1016/S0021-9258(18)93419-8.
  3. ^ Katzenellenbogen, Ewa; Kocharova, Nina A.; Toukach, Philip V.; Górska, Sabina; Korzeniowska-Kowal, Agnieszka; Bogulska, Maria; Gamian, Andrzej; Knirel, Yuriy A. (2009). "Structure of an abequose-containing O-polysaccharide from Citrobacter freundii O22 strain PCM 1555". Carbohydrate Research. 344 (13): 1724–1728. doi:10.1016/j.carres.2009.06.005. PMID 19576576.
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