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

(Redirected from Ketodeoxyoctulosonic acid)

3-Deoxy-d-*manno*-oct-2-ulosonic acid
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
CAS Number	10149-14-1 (linear form)
3D model (JSmol)	Interactive image Interactive image
Abbreviations	D-KDO; KDO; dOclA
ChEBI	CHEBI:32817
ChemSpider	106511
PubChem CID	445569
UNII	ZWK96OG89F (linear form)
CompTox Dashboard (EPA)	DTXSID501265068
InChI InChI=1S/C8H14O8/c9-2-5(12)7(14)6(13)3(10)1-4(11)8(15)16/h3,5-7,9-10,12-14H,1-2H2,(H,15,16)/t3-,5-,6-,7-/m1/s1Key: KYQCXUMVJGMDNG-SHUUEZRQSA-N InChI=1/C8H14O8/c9-2-5(12)7(14)6(13)3(10)1-4(11)8(15)16/h3,5-7,9-10,12-14H,1-2H2,(H,15,16)/t3-,5-,6-,7-/m1/s1Key: KYQCXUMVJGMDNG-SHUUEZRQBC
SMILES O(((CC(C(O)=O)=O)O)O)(O)CO O=C(O)C(=O)C(O)(O)(O)(O)CO
Properties
Chemical formula	C₈H₁₄O₈
Molar mass	238.192 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

3-Deoxy-d-manno-oct-2-ulosonic acid (ketodeoxyoctonic acid; KDO; IUPAC symbol Kdo) is an ulosonic acid of a 2-ketooctose which is used by bacteria in the synthesis of lipopolysaccharides. The d-manno prefix indicates that the four chiral centers have the same configuration as d-mannose.

References

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. doi:10.1016/S0021-9258(18)96516-6. PMID 4287911.

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