Literature DB >> 27463261

A traceless photocleavable linker for the automated glycan assembly of carbohydrates with free reducing ends.

M Wilsdorf1, D Schmidt2, M P Bartetzko2, P Dallabernardina2, F Schuhmacher2, P H Seeberger2, F Pfrengle2.   

Abstract

We report a traceless photocleavable linker for the automated glycan assembly of carbohydrates with free reducing ends. The reductive-labile functionality in the linker tolerates all commonly used reagents and protocols for automated glycan assembly, as demonstrated with the successful preparation of nine plant cell wall-related oligosaccharides, and is cleaved by hydrogenolysis.

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Year:  2016        PMID： 27463261     DOI： 10.1039/c6cc04954k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  7 in total

Review 1.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

Review 2.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

3.  Analyzing the Substrate Specificity of a Class of Long-Horned-Beetle-Derived Xylanases by Using Synthetic Arabinoxylan Oligo- and Polysaccharides.

Authors:  Yannick Pauchet; Colin Ruprecht; Fabian Pfrengle
Journal:  Chembiochem       Date:  2020-01-21       Impact factor: 3.164

4.  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

5.  Automated Glycan Assembly: A Perspective.

Authors:  Mónica Guberman; Peter H Seeberger
Journal:  J Am Chem Soc       Date:  2019-03-28       Impact factor: 15.419

6.  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

7.  Synthetic Carbohydrate Chemistry and Translational Medicine.

Authors:  Sachin S Shivatare; Chi-Huey Wong
Journal:  J Org Chem       Date:  2020-10-30       Impact factor: 4.354
  7 in total

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