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Nonenzymatic synthesis of anomerically pure, mannosyl-based molecular probes for scramblase identification studies.
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-07-20 , DOI: 10.3762/bjoc.16.145
Giovanni Picca 1 , Markus Probst 1 , Simon M Langenegger 1 , Oleg Khorev 1 , Peter Bütikofer 2 , Anant K Menon 3 , Robert Häner 1
Affiliation  

The chemical synthesis of molecular probes to identify and study membrane proteins involved in the biological pathway of protein glycosylation is described. Two short-chain glycolipid analogs that mimic the naturally occurring substrate mannosyl phosphoryl dolichol exhibit either photoreactive and clickable properties or allow the use of a fluorescence readout. Both probes consist of a hydrophilic mannose headgroup that is linked to a citronellol derivative via a phosphodiester bridge. Moreover, a novel phosphoramidite chemistry-based method offers a straightforward approach for the non-enzymatic incorporation of the saccharide moiety in an anomerically pure form.

中文翻译:

异源纯,基于甘露糖基的分子探针的非酶法合成,用于乱码酶鉴定研究。

描述和鉴定涉及蛋白质糖基化生物途径的膜蛋白的分子探针的化学合成。模仿天然底物甘露糖基磷酸基二元醇的两种短链糖脂类似物具有光反应性和可点击性,或者允许使用荧光读数。两种探针均由亲水性甘露糖头基组成,后者通过磷酸二酯桥与香茅醇衍生物连接。此外,新颖的基于亚磷酰胺化学的方法为非酶结合以纯净形式的糖部分提供了直接的方法。
更新日期:2020-07-20
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