Literature DB >> 20020717

Advances in the biology and chemistry of sialic acids.

Xi Chen1, Ajit Varki.   

Abstract

Sialic acids are a subset of nonulosonic acids, which are nine-carbon alpha-keto aldonic acids. Natural existing sialic acid-containing structures are presented in different sialic acid forms, various sialyl linkages, and on diverse underlying glycans. They play important roles in biological, pathological, and immunological processes. Sialobiology has been a challenging and yet attractive research area. Recent advances in chemical and chemoenzymatic synthesis, as well as large-scale E. coli cell-based production, have provided a large library of sialoside standards and derivatives in amounts sufficient for structure-activity relationship studies. Sialoglycan microarrays provide an efficient platform for quick identification of preferred ligands for sialic acid-binding proteins. Future research on sialic acid will continue to be at the interface of chemistry and biology. Research efforts not only will lead to a better understanding of the biological and pathological importance of sialic acids and their diversity but also could lead to the development of therapeutics.

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Year:  2010        PMID: 20020717      PMCID: PMC2825284          DOI: 10.1021/cb900266r

Source DB:  PubMed          Journal:  ACS Chem Biol        ISSN: 1554-8929            Impact factor:   5.100


  126 in total

Review 1.  Synthesis of oligosaccharides by bacterial enzymes.

Authors:  K F Johnson
Journal:  Glycoconj J       Date:  1999-02       Impact factor: 2.916

2.  Recent advances in o-sialylation.

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

3.  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

4.  Haemophilus ducreyi produces a novel sialyltransferase. Identification of the sialyltransferase gene and construction of mutants deficient in the production of the sialic acid-containing glycoform of the lipooligosaccharide.

Authors:  J A Bozue; M V Tullius; J Wang; B W Gibson; R S Munson
Journal:  J Biol Chem       Date:  1999-02-12       Impact factor: 5.157

5.  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

6.  Cloning and expression of a marine bacterial beta-galactoside alpha2,6-sialyltransferase gene from Photobacterium damsela JT0160.

Authors:  T Yamamoto; M Nakashizuka; I Terada
Journal:  J Biochem       Date:  1998-01       Impact factor: 3.387

7.  Dehydrative sialylation with C2-hemiketal sialyl donors.

Authors:  Jannine M Haberman; David Y Gin
Journal:  Org Lett       Date:  2003-07-10       Impact factor: 6.005

8.  Crystal structure of Vibrionaceae Photobacterium sp. JT-ISH-224 alpha2,6-sialyltransferase in a ternary complex with donor product CMP and acceptor substrate lactose: catalytic mechanism and substrate recognition.

Authors:  Yoshimitsu Kakuta; Nozomu Okino; Hitomi Kajiwara; Masako Ichikawa; Yoshimitsu Takakura; Makoto Ito; Takeshi Yamamoto
Journal:  Glycobiology       Date:  2007-10-25       Impact factor: 4.313

9.  Single amino acid substitutions in influenza haemagglutinin change receptor binding specificity.

Authors:  G N Rogers; J C Paulson; R S Daniels; J J Skehel; I A Wilson; D C Wiley
Journal:  Nature       Date:  1983 Jul 7-13       Impact factor: 49.962

10.  Molecular mimicry of host sialylated glycans allows a bacterial pathogen to engage neutrophil Siglec-9 and dampen the innate immune response.

Authors:  Aaron F Carlin; Satoshi Uchiyama; Yung-Chi Chang; Amanda L Lewis; Victor Nizet; Ajit Varki
Journal:  Blood       Date:  2009-02-04       Impact factor: 22.113

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  143 in total

1.  Specific inactivation of two immunomodulatory SIGLEC genes during human evolution.

Authors:  Xiaoxia Wang; Nivedita Mitra; Ismael Secundino; Kalyan Banda; Pedro Cruz; Vered Padler-Karavani; Andrea Verhagen; Chris Reid; Martina Lari; Ermanno Rizzi; Carlotta Balsamo; Giorgio Corti; Gianluca De Bellis; Laura Longo; William Beggs; David Caramelli; Sarah A Tishkoff; Toshiyuki Hayakawa; Eric D Green; James C Mullikin; Victor Nizet; Jack Bui; Ajit Varki
Journal:  Proc Natl Acad Sci U S A       Date:  2012-06-04       Impact factor: 11.205

2.  PmST2: a novel Pasteurella multocida glycolipid α2-3-sialyltransferase.

Authors:  Vireak Thon; Kam Lau; Hai Yu; Bao K Tran; Xi Chen
Journal:  Glycobiology       Date:  2011-04-21       Impact factor: 4.313

3.  Cloning and characterization of a viral α2-3-sialyltransferase (vST3Gal-I) for the synthesis of sialyl Lewisx.

Authors:  Go Sugiarto; Kam Lau; Hai Yu; Stephanie Vuong; Vireak Thon; Yanhong Li; Shengshu Huang; Xi Chen
Journal:  Glycobiology       Date:  2010-10-26       Impact factor: 4.313

4.  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

5.  Fluorescent labeling agents change binding profiles of glycan-binding proteins.

Authors:  Yiyan Fei; Yung-Shin Sun; Yanhong Li; Kam Lau; Hai Yu; Harshal A Chokhawala; Shengshu Huang; James P Landry; Xi Chen; Xiangdong Zhu
Journal:  Mol Biosyst       Date:  2011-10-18

6.  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

7.  Sialic acid transport contributes to pneumococcal colonization.

Authors:  Carolyn Marion; Amanda M Burnaugh; Shireen A Woodiga; Samantha J King
Journal:  Infect Immun       Date:  2010-12-28       Impact factor: 3.441

8.  Oxidative deamination of amino sugars: recent advances.

Authors:  Vikram A Sarpe; David Crich
Journal:  Carbohydr Chem       Date:  2001-03-06

9.  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

10.  Canine and feline parvoviruses preferentially recognize the non-human cell surface sialic acid N-glycolylneuraminic acid.

Authors:  Jonas Löfling; Sangbom Michael Lyi; Colin R Parrish; Ajit Varki
Journal:  Virology       Date:  2013-03-14       Impact factor: 3.616

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