Literature DB >> 19740656

Parallel chemoenzymatic synthesis of sialosides containing a C5-diversified sialic acid.

Hongzhi Cao1, Saddam Muthana, Yanhong Li, Jiansong Cheng, Xi Chen.   

Abstract

A convenient chemoenzymatic strategy for synthesizing sialosides containing a C5-diversified sialic acid was developed. The alpha2,3- and alpha2,6-linked sialosides containing a 5-azido neuraminic acid synthesized by a highly efficient one-pot three-enzyme approach were converted to C5''-amino sialosides, which were used as common intermediates for chemical parallel synthesis to quickly generate a series of sialosides containing various sialic acid forms.

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Year:  2009        PMID: 19740656      PMCID: PMC2753693          DOI: 10.1016/j.bmcl.2009.08.078

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  32 in total

1.  Recent advances in o-sialylation.

Authors:  G J Boons; A V Demchenko
Journal:  Chem Rev       Date:  2000-12-13       Impact factor: 60.622

2.  A multifunctional Pasteurella multocida sialyltransferase: a powerful tool for the synthesis of sialoside libraries.

Authors:  Hai Yu; Harshal Chokhawala; Rebekah Karpel; Hui Yu; Bingyuan Wu; Jianbo Zhang; Yingxin Zhang; Qiang Jia; Xi Chen
Journal:  J Am Chem Soc       Date:  2005-12-21       Impact factor: 15.419

3.  Synthesis and immunological properties of N-modified GM3 antigens as therapeutic cancer vaccines.

Authors:  Yanbin Pan; Peter Chefalo; Nancy Nagy; Clifford Harding; Zhongwu Guo
Journal:  J Med Chem       Date:  2005-02-10       Impact factor: 7.446

4.  Carbohydrate post-glycosylational modifications.

Authors:  Hai Yu; Xi Chen
Journal:  Org Biomol Chem       Date:  2007-02-06       Impact factor: 3.876

5.  Chemoenzymatic synthesis of a new class of macrocyclic oligosaccharides.

Authors:  Saddam Muthana; Hai Yu; Hongzhi Cao; Jiansong Cheng; Xi Chen
Journal:  J Org Chem       Date:  2009-04-17       Impact factor: 4.354

Review 6.  C-5 modifications in N-acetyl-neuraminic acid: scope and limitations.

Authors:  Cristina De Meo; Uvege Priyadarshani
Journal:  Carbohydr Res       Date:  2008-04-10       Impact factor: 2.104

7.  Accessibility of N-acyl-D-mannosamines to N-acetyl-D-neuraminic acid aldolase.

Authors:  Yanbin Pan; Tiffany Ayani; Janos Nadas; Shouming Wen; Zhongwu Guo
Journal:  Carbohydr Res       Date:  2004-08-23       Impact factor: 2.104

Review 8.  Synthesis and medical applications of oligosaccharides.

Authors:  Peter H Seeberger; Daniel B Werz
Journal:  Nature       Date:  2007-04-26       Impact factor: 49.962

9.  Stereoselective iterative one-pot synthesis of N-glycolylneuraminic acid-containing oligosaccharides.

Authors:  David Crich; Baolin Wu
Journal:  Org Lett       Date:  2008-08-21       Impact factor: 6.005

Review 10.  Glycan microarray technologies: tools to survey host specificity of influenza viruses.

Authors:  James Stevens; Ola Blixt; James C Paulson; Ian A Wilson
Journal:  Nat Rev Microbiol       Date:  2006-10-02       Impact factor: 60.633

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  4 in total

1.  Highly efficient chemoenzymatic synthesis of beta1-4-linked galactosides with promiscuous bacterial beta1-4-galactosyltransferases.

Authors:  Kam Lau; Vireak Thon; Hai Yu; Li Ding; Yi Chen; Musleh M Muthana; Denton Wong; Ronald Huang; Xi Chen
Journal:  Chem Commun (Camb)       Date:  2010-07-12       Impact factor: 6.222

2.  Converting Pasteurella multocidaα2-3-sialyltransferase 1 (PmST1) to a regioselective α2-6-sialyltransferase by saturation mutagenesis and regioselective screening.

Authors:  John B McArthur; Hai Yu; Jie Zeng; Xi Chen
Journal:  Org Biomol Chem       Date:  2017-01-30       Impact factor: 3.876

3.  Cross-comparison of protein recognition of sialic acid diversity on two novel sialoglycan microarrays.

Authors:  Vered Padler-Karavani; Xuezheng Song; Hai Yu; Nancy Hurtado-Ziola; Shengshu Huang; Saddam Muthana; Harshal A Chokhawala; Jiansong Cheng; Andrea Verhagen; Martijn A Langereis; Ralf Kleene; Melitta Schachner; Raoul J de Groot; Yi Lasanajak; Haruo Matsuda; Richard Schwab; Xi Chen; David F Smith; Richard D Cummings; Ajit Varki
Journal:  J Biol Chem       Date:  2012-05-01       Impact factor: 5.157

Review 4.  Sialic acid metabolism and sialyltransferases: natural functions and applications.

Authors:  Yanhong Li; Xi Chen
Journal:  Appl Microbiol Biotechnol       Date:  2012-04-13       Impact factor: 4.813

  4 in total

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