14917-55-6Relevant articles and documents
Structural studies of O-specific polysaccharide chains of the lipopolysaccharide from Yersinia enterocolitica serovar O:10
Gorshkova, Raisa P.,Isakov, Vladimir V.,Kalmykova, Elena N.,Ovodov, Yury S.
, p. 249 - 256 (1995)
Lipopolysaccharide (LPS) was isolated from Yersinia enterocolitica serovars O:10 and O:10 KL and the structural pattern of O-specific sugar chains elucidated.The rhamman and L-xylulose (L-threo-pent-2-ulose) as constituents of the O-specific polysaccharide were obtained by autohydrolysis of the LPS.The rhamman was shown to be a linear, α-(1->3)-linked polysaccharide in the D configuration.L-Xylulose was purified using paper chromatography on a preparative scale and its structure was confirmed by 13C NMR spectroscopy.Using sugar and methylation analysis and 13C NMR s pectroscopy of the LPS and the rhamman, the structural features of the disaccharide repeating unit of the Y. enterocolitica O:10 O-specific polysaccharide were elucidated as:-3)-(1-> Keywords: Yersinia enterocolitica; Lipopolysaccharide; O-Specific polysaccharide; D-Rhamman; L-Xylulose (L-threo-Pent-2-ulose)
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Evtushenko,Ovodov
, (1976)
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Identification of uric acid gluconucleoside-ascaroside conjugates in caenorhabditis elegans by combining synthesis and MicroED
Curtis, Brian J.,Kim, Lee Joon,Wrobel, Chester J.J.,Eagan, James M.,Smith, Rubin A.,Burch, Jessica E.,Le, Henry H.,Artyukhin, Alexander B.,Nelson, Hosea M.,Schroeder, Frank C.
supporting information, p. 6724 - 6728 (2020/09/15)
Few nucleoside-derived natural products have been identified from animals, despite the ubiquity of nucleosides in living organisms. Here, we use a combination of synthesis and the emerging electron microscopy technique microcrystal electron diffraction to determine the structures of several N3-(β-glucopyranosyl)uric acid derivatives in Caenorhabditis elegans. These noncanonical gluconucleosides further integrate an ascaroside moiety, for which we present a shortened synthetic route. The production of a phosphorylated gluconucleoside is influenced by evolutionarily conserved insulin signaling.
Synthesis of β-(1→2)-Linked 6-Deoxy- l -altropyranose Oligosaccharides via Gold(I)-Catalyzed Glycosylation of an ortho-Hexynylbenzoate Donor
Shen, Zhengnan,Mobarak, Hani,Li, Wei,Widmalm, G?ran,Yu, Biao
, p. 3062 - 3071 (2017/03/23)
The β-(1→2)-linked 6-deoxy-l-altropyranose di- to pentasaccharides 2-5, relevant to the O-antigen of the infectious Yersinia enterocolitica O:3, were synthesized for the first time. The challenging 1,2-cis-altropyranosyl linkage was assembled effectively via glycosylation with 2-O-benzyl-3,4-di-O-benzoyl-6-deoxy-l-altropyranosyl ortho-hexynylbenzoate (7) under the catalysis of PPh3AuNTf2. NMR and molecular modeling studies showed that the pentasaccharide (5) adopted a left-handed helical conformation.