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Synthesis of bradyrhizose, a unique inositol-fused monosaccharide relevant to a Nod-factor independent nitrogen fixation
Alternative Title非Nod因子依赖的固氮相关的肌醇并环单糖bradyrhizose的合成
Li W(李微)1; SILIPO ALBA1; MOLINARO ANTONIO1; Yu B(俞飚)1
2015
Source PublicationChem. Commun.
Volume51Issue:32Pages:6964-6967
AbstractThe symbiosis of Bradyrhizobium sp. BTAi1 with its host plant Aeschynomene indica relies on a Nod-factor independent mechanism, wherein the Bradyrhizobium O-antigen is regarded as a key factor. This O-antigen polysaccharide is composed of a unique C10 monosaccharide, namely bradyrhizose, which has a galactose-inositol trans-fused scaffold, via a homogeneous alpha-(1 -> 7)-linkage. Herein, we report the first synthesis of bradyrhizose. The scalable synthesis requires 26 steps in a high overall yield of 9%, with the inositol scaffold being constructed effectively via a Ferrier II rearrangement from a fully functionalized C2 and C4 branched pyranose derivative.
Subtype论文
Subject Area生命有机化学
DOI10.1039/c5cc00752f
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000352630600018
Citation statistics
Cited Times:15[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39500
Collection生命有机化学国家重点实验室
Corresponding AuthorMOLINARO ANTONIO; Yu B(俞飚)
Affiliation1.中科院上海有机化学研究所, 生命有机化学国家重点实验室
2.意大利那不勒斯费德里克二世大学
Recommended Citation
GB/T 7714
Li W,SILIPO ALBA,MOLINARO ANTONIO,et al. Synthesis of bradyrhizose, a unique inositol-fused monosaccharide relevant to a Nod-factor independent nitrogen fixation[J]. Chem. Commun.,2015,51(32):6964-6967.
APA 李微,SILIPO ALBA,MOLINARO ANTONIO,&俞飚.(2015).Synthesis of bradyrhizose, a unique inositol-fused monosaccharide relevant to a Nod-factor independent nitrogen fixation.Chem. Commun.,51(32),6964-6967.
MLA 李微,et al."Synthesis of bradyrhizose, a unique inositol-fused monosaccharide relevant to a Nod-factor independent nitrogen fixation".Chem. Commun. 51.32(2015):6964-6967.
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