CHEBI:59491 - 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid 4-phosphate

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid 4-phosphate ChEBI ID CHEBI:59491 ChEBI ASCII Name 3-deoxy-alpha-D-manno-oct-2-ulopyranosonic acid 4-phosphate Definition An aldooctose phosphate that is the 4-O-phosphono derivative of 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information ZINC000064633788 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C8H15O11P Net Charge 0 Average Mass 318.17190 Monoisotopic Mass 318.03520 InChI InChI=1S/C8H15O11P/c9-2-3(10)6-5(11)4(19-20(15,16)17)1-8(14,18-6)7(12)13/h3-6,9-11,14H,1-2H2,(H,12,13)(H2,15,16,17)/t3-,4-,5-,6-,8-/m1/s1 InChIKey BPGLVUORWCYWPW-HXUQBWEZSA-N SMILES [H][C@@]1(O[C@](O)(C[C@@H](OP(O)(O)=O)[C@H]1O)C(O)=O)[C@H](O)CO ChEBI Ontology Outgoing 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid 4-phosphate (CHEBI:59491) has functional parent 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid (CHEBI:43577) 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid 4-phosphate (CHEBI:59491) is a aldooctose phosphate (CHEBI:59490) IUPAC Name 3-deoxy-4-O-phosphono-α-D-manno-oct-2-ulopyranosonic acid Synonyms Sources 3-deoxy-4-O-phosphono-α-D-manno-oct-2-ulosonic acid ChEBI Kdo4P ChEBI Citation Rozalski A, Brade L, Kosma P, Moxon R, Kusumoto S, Brade H (1997) Characterization of monoclonal antibodies recognizing three distinct, phosphorylated carbohydrate epitopes in the lipopolysaccharide of the deep rough mutant I-69 Rd-/b+ of Haemophilus influenzae. Molecular microbiology 23, 569-577 [PubMed:9044290] [show Abstract] Monoclonal antibodies against the lipopolysaccharide (LPS) of the deep rough mutant I-69 Rd-/b+ of Haemophilus influenzae were obtained after immunization of mice with sheep erythrocytes which had been coated with de-O-acylated LPS. Characterization of antibodies was performed by enzyme immuno assay (EIA) using LPS or neoglycoconjugates containing partial structures of LPS as solid-phase antigens and by haemagglutination with sheep erythrocytes coated with de-O-acylated LPS. Binding data were confirmed by EIA inhibition experiments using deacylated LPS or synthetic partial structures thereof. Three antibodies were specific for 3-deoxy-D-manno-octulopyranosonic acid- (Kdo) 5-phosphate, one for Kdo-4-phosphate, and one required, in addition to a Kdo-phosphate, parts of the phosphorylated glucosamine backbone of lipid A. All antibodies also bound in (i) Western blots to bacterial whole-cell lysates or isolated LPS separated by SDS-PAGE, (ii) bacterial colony blots, and (iii) immunofluorescence with live bacteria. The latter result indicated that Kdo-4- and Kdo-5-phosphate are synthesized by the bacteria and are not the result of phosphate migration. Last Modified 25 October 2016