Literature DB >> 17637967

Efficient chemoenzymatic synthesis of biotinylated human serum albumin-sialoglycoside conjugates containing O-acetylated sialic acids.

Hai Yu1, Harshal A Chokhawala, Ajit Varki, Xi Chen.   

Abstract

Sialyl Tn (STn) and sialyl lactoside derivatives containing O-acetylated sialic acid residues have been chemoenzymatically synthesized using a one-pot three-enzyme system and conjugated to biotinylated human serum albumin (HSA) using an adipic acid para-nitrophenyl ester coupling reagent. This approach provides an efficient and general protocol for preparing carbohydrate-protein conjugates containing base-sensitive groups.

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Year:  2007        PMID： 17637967      PMCID： PMC2769491          DOI： 10.1039/b706507h

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


  39 in total

Review 1.  Chemical diversity in the sialic acids and related alpha-keto acids: an evolutionary perspective.

Authors:  Takashi Angata; Ajit Varki
Journal:  Chem Rev       Date:  2002-02       Impact factor: 60.622

Review 2.  Emerging themes in medicinal glycoscience.

Authors:  K M Koeller; C H Wong
Journal:  Nat Biotechnol       Date:  2000-08       Impact factor: 54.908

3.  Synthesis of bis-spermine dimers that are potent polyamine transport inhibitors.

Authors:  Gerard F Graminski; C Lance Carlson; Josh R Ziemer; Feng Cai; Nicolaas M J Vermeulen; Scott M Vanderwerf; Mark R Burns
Journal:  Bioorg Med Chem Lett       Date:  2002-01-07       Impact factor: 2.823

4.  Chemoenzymatic synthesis of sialylated glycopeptides derived from mucins and T-cell stimulating peptides.

Authors:  S K George; T Schwientek; B Holm; C A Reis; H Clausen; J Kihlberg
Journal:  J Am Chem Soc       Date:  2001-11-14       Impact factor: 15.419

5.  Conjugating oligosaccharides to proteins by squaric acid diester chemistry: rapid monitoring of the progress of conjugation, and recovery of the unused ligand.

Authors:  A Chernyak; A Karavanov; Y Ogawa; P Kovác
Journal:  Carbohydr Res       Date:  2001-02-28       Impact factor: 2.104

6.  Didecyl squarate--a practical amino-reactive cross-linking reagent for neoglycoconjugate synthesis.

Authors:  A Bergh; B G Magnusson; J Ohlsson; U Wellmar; U J Nilsson
Journal:  Glycoconj J       Date:  2001-08       Impact factor: 2.916

7.  Predictive factors for preoperative serum levels of sialy Lewis(x), sialyl Lewis(a) and sialyl Tn antigens in gastric cancer patients.

Authors:  Tohru Nakagoe; Terumitsu Sawai; Takashi Tsuji; Masa-Aki Jibiki; Atsushi Nanashima; Hiroyuki Yamaguchi; Toru Yasutake; Hiroyoshi Ayabe; Kokichi Arisawa; Hiroshi Ishikawa
Journal:  Anticancer Res       Date:  2002 Jan-Feb       Impact factor: 2.480

8.  Efficient chemoenzymatic synthesis of O-linked sialyl oligosaccharides.

Authors:  Ola Blixt; Kirk Allin; Laura Pereira; Arun Datta; James C Paulson
Journal:  J Am Chem Soc       Date:  2002-05-22       Impact factor: 15.419

9.  The ST6GalNAc-I sialyltransferase localizes throughout the Golgi and is responsible for the synthesis of the tumor-associated sialyl-Tn O-glycan in human breast cancer.

Authors:  Robert Sewell; Malin Bäckström; Martin Dalziel; Steven Gschmeissner; Hasse Karlsson; Thomas Noll; Jochem Gätgens; Henrik Clausen; Gunnar C Hansson; Joy Burchell; Joyce Taylor-Papadimitriou
Journal:  J Biol Chem       Date:  2005-11-30       Impact factor: 5.157

Review 10.  Achievements and challenges of sialic acid research.

Authors:  R Schauer
Journal:  Glycoconj J       Date:  2000 Jul-Sep       Impact factor: 2.916
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  16 in total

1.  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

2.  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

3.  Sequential two-step multienzyme synthesis of tumor-associated sialyl T-antigens and derivatives.

Authors:  Kam Lau; Hai Yu; Vireak Thon; Zahra Khedri; Meghan E Leon; Bao K Tran; Xi Chen
Journal:  Org Biomol Chem       Date:  2011-03-01       Impact factor: 3.876

Review 4.  Advances in the biology and chemistry of sialic acids.

Authors:  Xi Chen; Ajit Varki
Journal:  ACS Chem Biol       Date:  2010-02-19       Impact factor: 5.100

5.  Efficient chemoenzymatic synthesis of sialyl Tn-antigens and derivatives.

Authors:  Li Ding; Hai Yu; Kam Lau; Yanhong Li; Saddam Muthana; Junru Wang; Xi Chen
Journal:  Chem Commun (Camb)       Date:  2011-07-01       Impact factor: 6.222

6.  A Chemical Biology Solution to Problems with Studying Biologically Important but Unstable 9-O-Acetyl Sialic Acids.

Authors:  Zahra Khedri; An Xiao; Hai Yu; Corinna Susanne Landig; Wanqing Li; Sandra Diaz; Brian R Wasik; Colin R Parrish; Lee-Ping Wang; Ajit Varki; Xi Chen
Journal:  ACS Chem Biol       Date:  2016-12-12       Impact factor: 5.100

7.  Diversity in specificity, abundance, and composition of anti-Neu5Gc antibodies in normal humans: potential implications for disease.

Authors:  Vered Padler-Karavani; Hai Yu; Hongzhi Cao; Harshal Chokhawala; Felix Karp; Nissi Varki; Xi Chen; Ajit Varki
Journal:  Glycobiology       Date:  2008-07-31       Impact factor: 4.313

8.  Novel mechanism for the generation of human xeno-autoantibodies against the nonhuman sialic acid N-glycolylneuraminic acid.

Authors:  Rachel E Taylor; Christopher J Gregg; Vered Padler-Karavani; Darius Ghaderi; Hai Yu; Shengshu Huang; Ricardo U Sorensen; Xi Chen; Jaime Inostroza; Victor Nizet; Ajit Varki
Journal:  J Exp Med       Date:  2010-07-12       Impact factor: 14.307

9.  One-pot multienzyme synthesis of Lewis x and sialyl Lewis x antigens.

Authors:  Hai Yu; Kam Lau; Yanhong Li; Go Sugiarto; Xi Chen
Journal:  Curr Protoc Chem Biol       Date:  2012-09-01

10.  Sensitive and specific detection of the non-human sialic Acid N-glycolylneuraminic acid in human tissues and biotherapeutic products.

Authors:  Sandra L Diaz; Vered Padler-Karavani; Darius Ghaderi; Nancy Hurtado-Ziola; Hai Yu; Xi Chen; Els C M Brinkman-Van der Linden; Ajit Varki; Nissi M Varki
Journal:  PLoS One       Date:  2009-01-21       Impact factor: 3.240
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