Apiose

Last updated
Apiose
Chemical structure of apiose D-Apiose structure.svg
Chemical structure of apiose
Names
IUPAC name
2,3,4-Trihydroxy-3-(hydroxymethyl)butanal
Other names
  • D-Apiose
    3-C-(Hydroxymethyl)-D-glycerotetrose
  • Apio-β-D-furanose
  • 3-C-(Hydroxymethyl)-glycero-tetrose
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4?,5+/m0/s1 Yes check.svgY
    Key: ASNHGEVAWNWCRQ-LJJLCWGRSA-N Yes check.svgY
  • InChI=1/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4?,5+/m0/s1
    Key: ASNHGEVAWNWCRQ-LJJLCWGRBE
  • O[C@]1(CO)COC(O)[C@@H]1O
Properties
C5H10O5
Molar mass 150.130 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Apiose is a branched-chain sugar found as residues in galacturonans-type pectins; that occurs in parsley and many other plants. Apiose is a component of cell wall polysaccharides. [1]

Apiose 1-reductase uses D-apiitol and NAD+ to produce apiitol-apiose, NADH, and H+.

Flavone apiosyltransferase uses UDP-apiose and 5,7,4'-trihydroxyflavone 7-O-β-D-glucoside to produce UDP, 5,7,4'-trihydroxyflavone (apigenin), and 7-O-β-D-apiosyl-(1->2)-β-apiitol-glucoside.

References

  1. ↑ Pičmanová, Martina; Møller, Birger Lindberg (2016). "Apiose: One of nature's witty games". Glycobiology. 26 (5): 430–442. doi: 10.1093/glycob/cww012 . PMID   26848180.

Wiktionary-logo-en-v2.svg The dictionary definition of apiose at Wiktionary

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