Literature DB >> 19402694

Synthesis of hyaluronic acid oligomers using chemoselective and one-pot strategies.

Jasper Dinkelaar1, Henrik Gold, Herman S Overkleeft, Jeroen D C Codée, Gijsbert A van der Marel.   

Abstract

An efficient synthetic strategy toward a hyaluronic acid (HA) tri-, penta-, and heptamer having a glucosamine-reducing end is reported. The synthesis is based on a glucuronate ester thioglycoside and a trifluoro-N-phenylimidate glucosamine building block. The HA-fragments are synthesized using an S-phenyl GlcN-GluA building block through a combination of chemoselective and one-pot condensation strategies.

Entities:  

Mesh:

Substances:

Year:  2009        PMID: 19402694     DOI: 10.1021/jo9003713

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

1.  Chemical synthesis of a hyaluronic acid decasaccharide.

Authors:  Xiaowei Lu; Medha N Kamat; Lijun Huang; Xuefei Huang
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

2.  Design and syntheses of hyaluronan oligosaccharide conjugates as inhibitors of CD44-Hyaluronan binding.

Authors:  Xiaowei Lu; Xuefei Huang
Journal:  Glycoconj J       Date:  2015-05-22       Impact factor: 2.916

Review 3.  Synthetic Oligosaccharide Libraries and Microarray Technology: A Powerful Combination for the Success of Current Glycosaminoglycan Interactomics.

Authors:  Vitor H Pomin; Xu Wang
Journal:  ChemMedChem       Date:  2017-12-06       Impact factor: 3.466

4.  Regioselective Benzylation of 2-Deoxy-2-Aminosugars Using Crown Ethers: Application to a Shortened Synthesis of Hyaluronic Acid Oligomers.

Authors:  Chinmoy Mukherjee; Lin Liu; Nicola L B Pohl
Journal:  Adv Synth Catal       Date:  2014-07-07       Impact factor: 5.837

5.  In situ preactivation strategies for the expeditious synthesis of oligosaccharides: A review.

Authors:  Samantha K Bouhall; Steven J Sucheck
Journal:  J Carbohydr Chem       Date:  2014-01-01       Impact factor: 1.667

Review 6.  Chemical O-Glycosylations: An Overview.

Authors:  Rituparna Das; Balaram Mukhopadhyay
Journal:  ChemistryOpen       Date:  2016-08-17       Impact factor: 2.911

7.  Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation.

Authors:  Jyun-Siao Chen; Arumugam Sankar; Yi-Jyun Lin; Po-Hsun Huang; Chih-Hsiang Liao; Shen-Shen Wu; Hsin-Ru Wu; Shun-Yuan Luo
Journal:  RSC Adv       Date:  2019-10-21       Impact factor: 4.036

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.