Abequose

Abequose
Names
	IUPAC name (2R,4R,5R)-2,4,5-Trihydroxyhexanal
	Other names 3,6-Dideoxy-D-xylo-hexose
Identifiers
CAS Number	56816-60-5 ; pyranose: 644-48-4 ;
3D model (JSmol)	Interactive image ; pyranose: Interactive image ;
ChEBI	CHEBI:27778 ;
ChemSpider	4573722 ; pyranose: 141071 ;
DrugBank	DB02590 ;
KEGG	pyranose: C06471 ;
PubChem CID	5460035 ; pyranose: 160540 ;
UNII	ZP07RTT4BN ;
	InChI 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;
	SMILES 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
Chemical formula	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). Infobox references

Last updated February 22, 2025

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

↑ "Abequose". Oxford Reference. Retrieved May 24, 2022.
↑ 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 .
↑ 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.

External links

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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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[2]

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Names

IUPAC name (2R,4R,5R)-2,4,5-Trihydroxyhexanal
Other names 3,6-Dideoxy-D-xylo-hexose
Identifiers
CAS Number	56816-60-5 pyranose: 644-48-4
3D model (JSmol)	Interactive image pyranose: Interactive image
ChEBI	CHEBI:27778
ChemSpider	4573722 pyranose: 141071
DrugBank	DB02590
KEGG	pyranose: C06471
PubChem CID	5460035 pyranose: 160540
UNII	ZP07RTT4BN
InChI 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
SMILES 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
Chemical formula	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). Infobox references