Literature DB >> 27924345

Chemoenzymatic synthesis of para-nitrophenol (pNP)-tagged α2-8-sialosides and high-throughput substrate specificity studies of α2-8-sialidases.

Nova Tasnima1, Hai Yu1, Yanhong Li1, Abhishek Santra1, Xi Chen1.   

Abstract

para-Nitrophenol (pNP)-tagged α2-8-linked sialosides containing different sialic acid forms were chemoenzymatically synthesized using an efficient one-pot three-enzyme α2-8-sialylation system. The resulting compounds allowed high-throughput substrate specificity studies of the α2-8-sialidase activity of a recombinant human cytosolic sialidase hNEU2 and various bacterial sialidases. The sialoside substrate profiles obtained can be used to guide the selection of suitable sialidases for sialylglycan analysis and for cell and tissue surface glycan modification. They can also be used to guide sialidase inhibitor design.

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Year:  2016        PMID： 27924345      PMCID： PMC5173422          DOI： 10.1039/c6ob02240e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  38 in total

1.  Chemoenzymatic synthesis of sialosides containing C7-modified sialic acids and their application in sialidase substrate specificity studies.

Authors:  Zahra Khedri; Yanhong Li; Saddam Muthana; Musleh M Muthana; Ching-Wen Hsiao; Hai Yu; Xi Chen
Journal:  Carbohydr Res       Date:  2014-03-06       Impact factor: 2.104

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.  A small-molecule modulator of poly-alpha 2,8-sialic acid expression on cultured neurons and tumor cells.

Authors:  L K Mahal; N W Charter; K Angata; M Fukuda; D E Koshland; C R Bertozzi
Journal:  Science       Date:  2001-10-12       Impact factor: 47.728

4.  Isolation of a novel glycoprotein from the eggs of rainbow trout: occurrence of disialosyl groups on all carbohydrate chains.

Authors:  S Inoue; M Iwasaki
Journal:  Biochem Biophys Res Commun       Date:  1978-08-14       Impact factor: 3.575

5.  A rapid and sensitive assay for neuraminidase: application to cultured fibroblasts.

Authors:  A Frisch; E F Neufeld
Journal:  Anal Biochem       Date:  1979-05       Impact factor: 3.365

6.  Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids.

Authors:  Hongzhi Cao; Yanhong Li; Kam Lau; Saddam Muthana; Hai Yu; Jiansong Cheng; Harshal A Chokhawala; Go Sugiarto; Lei Zhang; Xi Chen
Journal:  Org Biomol Chem       Date:  2009-10-26       Impact factor: 3.876

7.  Trans-sialidase activity of Photobacterium damsela alpha2,6-sialyltransferase and its application in the synthesis of sialosides.

Authors:  Jiansong Cheng; Shengshu Huang; Hai Yu; Yanhong Li; Kam Lau; Xi Chen
Journal:  Glycobiology       Date:  2009-10-30       Impact factor: 4.313

Review 8.  Small-scale enzymatic digestion of glycoproteins and proteoglycans for analysis of oligosaccharides by LC-MS and FACE gel electrophoresis.

Authors:  Ruby P Estrella; John M Whitelock; Rebecca H Roubin; Nicolle H Packer; Niclas G Karlsson
Journal:  Methods Mol Biol       Date:  2009

9.  Combinatorial chemoenzymatic synthesis and high-throughput screening of sialosides.

Authors:  Harshal A Chokhawala; Shengshu Huang; Kam Lau; Hai Yu; Jiansong Cheng; Vireak Thon; Nancy Hurtado-Ziola; Juan A Guerrero; Ajit Varki; Xi Chen
Journal:  ACS Chem Biol       Date:  2008-08-27       Impact factor: 5.100

10.  The specificity of viral and bacterial sialidases for alpha(2-3)- and alpha(2-6)-linked sialic acids in glycoproteins.

Authors:  A P Corfield; H Higa; J C Paulson; R Schauer
Journal:  Biochim Biophys Acta       Date:  1983-04-28
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  12 in total

1.  A substrate tagging and two-step enzymatic reaction strategy for large-scale synthesis of 2,7-anhydro-sialic acid.

Authors:  Wanqing Li; Tamashree Ghosh; Yuanyuan Bai; Abhishek Santra; An Xiao; Xi Chen
Journal:  Carbohydr Res       Date:  2019-05-16       Impact factor: 2.104

Review 2.  Oligosaccharide Synthesis and Translational Innovation.

Authors:  Larissa Krasnova; Chi-Huey Wong
Journal:  J Am Chem Soc       Date:  2019-02-18       Impact factor: 15.419

3.  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

4.  9-Azido-9-deoxy-2,3-difluorosialic Acid as a Subnanomolar Inhibitor against Bacterial Sialidases.

Authors:  Wanqing Li; Abhishek Santra; Hai Yu; Teri J Slack; Musleh M Muthana; Dashuang Shi; Yang Liu; Xi Chen
Journal:  J Org Chem       Date:  2019-05-24       Impact factor: 4.354

5.  α2-6-Neosialidase: A Sialyltransferase Mutant as a Sialyl Linkage-Specific Sialidase.

Authors:  John B McArthur; Hai Yu; Nova Tasnima; Christie M Lee; Andrew J Fisher; Xi Chen
Journal:  ACS Chem Biol       Date:  2018-03-28       Impact factor: 5.100

6.  Chemoenzymatic synthesis of Neu5Ac9NAc-containing α2-3- and α2-6-linked sialosides and their use for sialidase substrate specificity studies.

Authors:  Wanqing Li; An Xiao; Yanhong Li; Hai Yu; Xi Chen
Journal:  Carbohydr Res       Date:  2017-09-18       Impact factor: 2.104

7.  Triazole-linked transition state analogs as selective inhibitors against V. cholerae sialidase.

Authors:  Teri J Slack; Wanqing Li; Dashuang Shi; John B McArthur; Gengxiang Zhao; Yanhong Li; An Xiao; Zahra Khedri; Hai Yu; Yang Liu; Xi Chen
Journal:  Bioorg Med Chem       Date:  2018-10-27       Impact factor: 3.641

8.  A Diazido Mannose Analogue as a Chemoenzymatic Synthon for Synthesizing Di-N-acetyllegionaminic Acid-Containing Glycosides.

Authors:  Abhishek Santra; An Xiao; Hai Yu; Wanqing Li; Yanhong Li; Linh Ngo; John B McArthur; Xi Chen
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-14       Impact factor: 15.336

9.  Streptococcus pneumoniae Sialidase SpNanB-Catalyzed One-Pot Multienzyme (OPME) Synthesis of 2,7-Anhydro-Sialic Acids as Selective Sialidase Inhibitors.

Authors:  An Xiao; Teri J Slack; Yanhong Li; Dashuang Shi; Hai Yu; Wanqing Li; Yang Liu; Xi Chen
Journal:  J Org Chem       Date:  2018-08-23       Impact factor: 4.354

10.  Sialidase-catalyzed one-pot multienzyme (OPME) synthesis of sialidase transition-state analogue inhibitors.

Authors:  An Xiao; Yanhong Li; Xixuan Li; Abhishek Santra; Hai Yu; Wanqing Li; Xi Chen
Journal:  ACS Catal       Date:  2017-11-21       Impact factor: 13.084
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