Literature DB >> 11259052

A new phenoxyacetate-based linker system for the solid-phase synthesis of oligosaccharides.

X Wu1, M Grathwohl, R R Schmidt.   

Abstract

[structure: see text]. A novel linker system has been designed, and its first application to solid-phase oligosaccharide synthesis is described. The use of the highly reactive o-nitro-phenoxyacetate linker allows a fast and quantitative cleavage using mild basic conditions. This method combined with the trichloroacetimidate glycosylation exhibits highly promising results as demonstrated for the synthesis of tetrasaccharide 1 (n = 3) containing glucose beta(1 --> 4) and beta(1 --> 6) linkages.

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Year:  2001        PMID: 11259052     DOI: 10.1021/ol007062e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Exploring privileged structures: the combinatorial synthesis of cyclic peptides.

Authors:  Douglas A Horton; Gregory T Bourne; Mark L Smythe
Journal:  J Comput Aided Mol Des       Date:  2002 May-Jun       Impact factor: 3.686

Review 2.  Exploring privileged structures: the combinatorial synthesis of cyclic peptides.

Authors:  Douglas A Horton; Gregory T Bourne; Mark L Smythe
Journal:  Mol Divers       Date:  2002       Impact factor: 2.943

3.  Traceless Photolabile Linker Expedites the Chemical Synthesis of Complex Oligosaccharides by Automated Glycan Assembly.

Authors:  Kim Le Mai Hoang; Alonso Pardo-Vargas; Yuntao Zhu; Yang Yu; Mirco Loria; Martina Delbianco; Peter H Seeberger
Journal:  J Am Chem Soc       Date:  2019-05-24       Impact factor: 15.419

4.  Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker.

Authors:  Abhishek Vartak; Sandeep Thanna; Kyle Meyer; Miranda Dermanelian; Steven J Sucheck
Journal:  RSC Adv       Date:  2018-12-12       Impact factor: 4.036

  4 in total

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