Literature DB >> 17950715

Synthesis of chondroitin sulfate E octasaccharide in a repeating region involving an acetamide auxiliary.

Jun-Ichi Tamura1, Yuka Nakada, Kayo Taniguchi, Manami Yamane.   

Abstract

Chondroitin sulfate E repeating octasaccharide was effectively synthesized in a stereocontrolled manner by adopting an acetamide-type disaccharide unit. In the tetrasaccharide synthesis we isolated a characteristic glycosyl imidate as a reactive intermediate. An acetamide auxiliary involves the glycosylation mechanism.

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Year:  2007        PMID： 17950715     DOI： 10.1016/j.carres.2007.09.009

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  8 in total

1.  Enzymatic Synthesis of Homogeneous Chondroitin Sulfate Oligosaccharides.

Authors:  Jine Li; Guowei Su; Jian Liu
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-17       Impact factor: 15.336

2.  Synthesis of Chondroitin Sulfate A Bearing Syndecan-1 Glycopeptide.

Authors:  Sherif Ramadan; Weizhun Yang; Zeren Zhang; Xuefei Huang
Journal:  Org Lett       Date:  2017-08-29       Impact factor: 6.005

3.  Chemoenzymatic Synthesis of Homogeneous Heparan Sulfate and Chondroitin Sulfate Chimeras.

Authors:  Eduardo Stancanelli; Wei Liu; Rylee Wander; Jine Li; Zhangjie Wang; Katelyn Arnold; Guowei Su; Adam Kanack; Truong Quang Pham; Vijayakanth Pagadala; Anand Padmanabhan; Yongmei Xu; Jian Liu
Journal:  ACS Chem Biol       Date:  2022-04-14       Impact factor: 4.634

4.  Novel proteoglycan glycotechnology: chemoenzymatic synthesis of chondroitin sulfate-containing molecules and its application.

Authors:  Masanori Yamaguchi; Keiichi Takagaki; Kaoru Kojima; Naohiro Hayashi; Fengchao Chen; Ikuko Kakizaki; Atsushi Kon; Masahiko Endo
Journal:  Glycoconj J       Date:  2009-07-09       Impact factor: 2.916

5.  Divergent Synthesis of Chondroitin Sulfate Disaccharides and Identification of Sulfate Motifs that Inhibit Triple Negative Breast Cancer.

Authors:  Zhong Wei Poh; Chin Heng Gan; Eric J Lee; Suxian Guo; George W Yip; Yulin Lam
Journal:  Sci Rep       Date:  2015-09-24       Impact factor: 4.379

6.  Chemical Synthesis and Anti-Inflammatory Activity of Bikunin Associated Chondroitin Sulfate 24-mer.

Authors:  Sherif Ramadan; Tianlu Li; Weizhun Yang; Jicheng Zhang; Zahra Rashidijahanabad; Zibin Tan; Narayanan Parameswaran; Xuefei Huang
Journal:  ACS Cent Sci       Date:  2020-06-01       Impact factor: 14.553

7.  Enzymatic Synthesis of Chondroitin Sulfate E to Attenuate Bacteria Lipopolysaccharide-Induced Organ Damage.

Authors:  Jine Li; Erica M Sparkenbaugh; Guowei Su; Fuming Zhang; Yongmei Xu; Ke Xia; Pen He; Sultan Baytas; Shannon Pechauer; Anand Padmanabhan; Robert J Linhardt; Rafal Pawlinski; Jian Liu
Journal:  ACS Cent Sci       Date:  2020-07-01       Impact factor: 14.553

8.  Synthesis of Azide-Modified Chondroitin Sulfate Precursors: Substrates for "Click"- Conjugation with Fluorescent Labels and Oligonucleotides.

Authors:  Satish Jadhav; Vijay Gulumkar; Prasannakumar Deshpande; Eleanor T Coffey; Harri Lönnberg; Pasi Virta
Journal:  Bioconjug Chem       Date:  2018-06-15       Impact factor: 4.774
  8 in total

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