3-Deoxy-D-manno-oct-2-ulosonic acid

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3-Deoxy-D-manno-oct-2-ulosonic acid
3-Deoxy-D-manno-oct-2-ulosonic acid linear.png
Names
IUPAC name
(4R,5R,6R,7R)-4,5,6,7,8-pentahydroxy-2-oxooctanoic acid
Other names
2-Oxo-3-deoxy-D-mannooctonic acid
2-Keto-3-Deoxy-D-manno-octonate
2-Keto-3-deoxy-D-mannooctanoic acid
3-Deoxy-D-manno-2-octulosonic acid
3-Deoxy-D-manno-octulosonic acid
Identifiers
10149-14-1 linear form N
3D model (Jmol) Interactive image
Interactive image
Abbreviations D-KDO; KDO; dOclA
ChEBI CHEBI:32817 YesY
ChemSpider 106511 YesY
PubChem 445569
Properties
C8H14O8
Molar mass 238.19 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

3-Deoxy-D-manno-oct-2-ulosonic acid or KDO is an ulosonic acid of a 2-ketooctose which is used by bacteria in the synthesis of lipopolysaccharides.[1] The D-manno prefix indicates that four chiral centers have the same configuration as D-mannose.

The cyclization of 3-deoxy-D-manno-oct-2-ulosonic acid to the α-anomer. The chiral centers are indicated by asterisks.

References[edit]

  1. ^ Ghalambor, Mohammad Ali; Levine, Edward M.; Heath, Edward C. (1966). "The biosynthesis of cell wall lipopolysaccharide in Escherichia coli. III. The isolation and characterization of 3-deoxyoctulosonic acid". Journal of Biological Chemistry. 241 (13): 3207–15. PMID 4287911.