A Novel Open-Chain Nononic Acid Linked by an Ether Bond to Glucose as a Polysaccharide Constituent

A novel sugar constituent was isolated from the heteropolysaccharide excreted by Streptococcus thermophilus 8 S when grown in skimmed milk. The structure and absolute configuration were determined by means of chemical analysis, mass spectrometry, NMR spectroscopy, along with molecular dynamics simul...

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Veröffentlicht in:Chemistry : a European journal 2002-10, Vol.8 (19), p.4498-4505
Hauptverfasser: Faber, Elisabeth J., van Kuik, J. Albert, Halkes, Koen M., Kamerling, Johannis P., Vliegenthart, Johannes F. G.
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Sprache:eng
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Zusammenfassung:A novel sugar constituent was isolated from the heteropolysaccharide excreted by Streptococcus thermophilus 8 S when grown in skimmed milk. The structure and absolute configuration were determined by means of chemical analysis, mass spectrometry, NMR spectroscopy, along with molecular dynamics simulations, and was shown to be 6‐O‐(3′,9′‐dideoxy‐D‐threo‐D‐altro‐nononic acid‐2′‐yl)‐D‐glucopyranose. A novel open‐chain nononic acid linked through an ether bond to a glucose residue was isolated from the exopolysaccharide produced by Streptococcus thermophilus 8 S. The structure and absolute configuration were determined by means of chemical analysis, mass spectrometry, NMR spectroscopy, along with molecular dynamics simulations. It was shown to be 6‐O‐(3′,9′‐dideoxy‐D‐threo‐D‐altro‐nononic acid‐2′‐yl)‐D‐glucopyranose (see picture).
ISSN:0947-6539
1521-3765
DOI:10.1002/1521-3765(20021004)8:19<4498::AID-CHEM4498>3.0.CO;2-0