Literature DB >> 29096185

Improved isolation and characterization procedure of sialylglycopeptide from egg yolk powder.

Lin Liu1, Anthony R Prudden1, Gerlof P Bosman2, Geert-Jan Boons3.   

Abstract

Sialylglycopeptide (SGP) is a complex bi-antennary N-glycan bearing a short peptide fragment that can be isolated from the yolk of hen eggs. This natural product has gained popularity as a starting material for the semi-synthesis of N-glycans. We have found that current isolation methods provide a glycopeptide contaminated with several related structures, one being a glycopeptide having a hexose directly attached to peptide backbone, most like through the hydroxyl containing side chain of the threonine moiety. Furthermore, current methods employ fresh egg yolks that need to be lyophilized and involve several tedious purification steps. Herein, we report a convenient method for the isolation of gram quantities of homogeneous SGP from commercially available egg yolk powder using solid/liquid extraction and HILIC-HPLC purification.
Copyright © 2017 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Egg yolk powder; HILIC-HPLC; Isolation; N-glycan; Sialylglycopeptide

Mesh:

Substances:

Year:  2017        PMID: 29096185      PMCID: PMC5705003          DOI: 10.1016/j.carres.2017.10.001

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


  14 in total

1.  Occurence of a sialylglycopeptide and free sialylglycans in hen's egg yolk.

Authors:  A Seko; M Koketsu; M Nishizono; Y Enoki; H R Ibrahim; L R Juneja; M Kim; T Yamamoto
Journal:  Biochim Biophys Acta       Date:  1997-04-17

2.  Solid-phase synthesis of sialylglycopeptides through selective esterification of the sialic acid residues of an Asn-linked complex-type sialyloligosaccharide.

Authors:  Naoki Yamamoto; Yoshiko Ohmori; Tohru Sakakibara; Ken Sasaki; Lekh Raj Juneja; Yasuhiro Kajihara
Journal:  Angew Chem Int Ed Engl       Date:  2003-06-06       Impact factor: 15.336

3.  An unambiguous assignment method by 2D selective-TOCSY-HSQC and selective-TOCSY-DQFCOSY and structural analysis by selective-TOCSY-NOESY experiments of a biantennary undecasaccharide.

Authors:  Hajime Sato; Yasuhiro Kajihara
Journal:  Carbohydr Res       Date:  2005-02-28       Impact factor: 2.104

4.  Preparation of lipide extracts from brain tissue.

Authors:  J FOLCH; I ASCOLI; M LEES; J A MEATH; N LeBARON
Journal:  J Biol Chem       Date:  1951-08       Impact factor: 5.157

5.  A simplified procedure for gram-scale production of sialylglycopeptide (SGP) from egg yolks and subsequent semi-synthesis of Man3GlcNAc oxazoline.

Authors:  Bingyang Sun; Wenzheng Bao; Xiaobo Tian; Mingjing Li; Hong Liu; Jinhua Dong; Wei Huang
Journal:  Carbohydr Res       Date:  2014-07-27       Impact factor: 2.104

6.  Chemoenzymatic glycoengineering of intact IgG antibodies for gain of functions.

Authors:  Wei Huang; John Giddens; Shu-Quan Fan; Christian Toonstra; Lai-Xi Wang
Journal:  J Am Chem Soc       Date:  2012-07-16       Impact factor: 15.419

7.  Recent H3N2 Viruses Have Evolved Specificity for Extended, Branched Human-type Receptors, Conferring Potential for Increased Avidity.

Authors:  Wenjie Peng; Robert P de Vries; Oliver C Grant; Andrew J Thompson; Ryan McBride; Buyankhishig Tsogtbaatar; Peter S Lee; Nahid Razi; Ian A Wilson; Robert J Woods; James C Paulson
Journal:  Cell Host Microbe       Date:  2016-12-22       Impact factor: 21.023

8.  Simple and rapid extraction method of total egg lipids for determining organochlorine pesticides in the egg.

Authors:  N Furusawa; A Ozaki; M Nakamura; Y Morita; K Okazaki
Journal:  J Chromatogr A       Date:  1999-01-15       Impact factor: 4.759

9.  Chemoenzymatic synthesis and lectin array characterization of a class of N-glycan clusters.

Authors:  Wei Huang; Denong Wang; Masao Yamada; Lai-Xi Wang
Journal:  J Am Chem Soc       Date:  2009-12-16       Impact factor: 15.419

10.  Synthesis of biologically active N- and O-linked glycans with multisialylated poly-N-acetyllactosamine extensions using P. damsela α2-6 sialyltransferase.

Authors:  Corwin M Nycholat; Wenjie Peng; Ryan McBride; Aristotelis Antonopoulos; Robert P de Vries; Zinaida Polonskaya; M G Finn; Anne Dell; Stuart M Haslam; James C Paulson
Journal:  J Am Chem Soc       Date:  2013-11-26       Impact factor: 15.419

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  18 in total

1.  Top-Down Chemoenzymatic Approach to Synthesizing Diverse High-Mannose N-Glycans and Related Neoglycoproteins for Carbohydrate Microarray Analysis.

Authors:  Christian Toonstra; Lisa Wu; Chao Li; Denong Wang; Lai-Xi Wang
Journal:  Bioconjug Chem       Date:  2018-05-22       Impact factor: 4.774

2.  Desalting Paper Spay Mass Spectrometry (DPS-MS) for Rapid Detection of Glycans and Glycoconjugates.

Authors:  Kai-Yuan Chiu; Qi Wang; Harsha P Gunawardena; Michael Held; Ahmed Faik; Hao Chen
Journal:  Int J Mass Spectrom       Date:  2021-08-28       Impact factor: 1.986

3.  Site-selective sulfation of N-glycans by human GlcNAc-6-O-sulfotransferase 1 (CHST2) and chemoenzymatic synthesis of sulfated antibody glycoforms.

Authors:  Kun Huang; Chao Li; Guanghui Zong; Sunaina Kiran Prabhu; Digantkumar G Chapla; Kelley W Moremen; Lai-Xi Wang
Journal:  Bioorg Chem       Date:  2022-08-01       Impact factor: 5.307

4.  Synthesis and Immunological Study of N-Glycan-Bacteriophage Qβ Conjugates Reveal Dominant Antibody Responses to the Conserved Chitobiose Core.

Authors:  Thomas C Donahue; Guanghui Zong; Nicholas A O'Brien; Chong Ou; Jeffrey C Gildersleeve; Lai-Xi Wang
Journal:  Bioconjug Chem       Date:  2022-06-10       Impact factor: 6.069

5.  FUT8-Directed Core Fucosylation of N-glycans Is Regulated by the Glycan Structure and Protein Environment.

Authors:  Ana García-García; Sonia Serna; Zhang Yang; Ignacio Delso; Víctor Taleb; Thomas Hicks; Raik Artschwager; Sergey Y Vakhrushev; Henrik Clausen; Jesús Angulo; Francisco Corzana; Niels C Reichardt; Ramon Hurtado-Guerrero
Journal:  ACS Catal       Date:  2021-07-08       Impact factor: 13.700

6.  Cell surface glycan engineering reveals that matriglycan alone can recapitulate dystroglycan binding and function.

Authors:  M Osman Sheikh; Chantelle J Capicciotti; Lin Liu; Jeremy Praissman; Dahai Ding; Daniel G Mead; Melinda A Brindley; Tobias Willer; Kevin P Campbell; Kelley W Moremen; Lance Wells; Geert-Jan Boons
Journal:  Nat Commun       Date:  2022-06-24       Impact factor: 17.694

7.  On-tissue amidation of sialic acid with aniline for sensitive imaging of sialylated N-glycans from FFPE tissue sections via MALDI mass spectrometry.

Authors:  Hua Zhang; Xudong Shi; Yuan Liu; Bin Wang; Meng Xu; Nathan V Welham; Lingjun Li
Journal:  Anal Bioanal Chem       Date:  2022-01-24       Impact factor: 4.478

Review 8.  Chemoenzymatic Methods for the Synthesis of Glycoproteins.

Authors:  Chao Li; Lai-Xi Wang
Journal:  Chem Rev       Date:  2018-08-24       Impact factor: 60.622

9.  Characterizing human α-1,6-fucosyltransferase (FUT8) substrate specificity and structural similarities with related fucosyltransferases.

Authors:  Bhargavi M Boruah; Renuka Kadirvelraj; Lin Liu; Annapoorani Ramiah; Chao Li; Guanghui Zong; Gerlof P Bosman; Jeong-Yeh Yang; Lai-Xi Wang; Geert-Jan Boons; Zachary A Wood; Kelley W Moremen
Journal:  J Biol Chem       Date:  2020-10-01       Impact factor: 5.157

Review 10.  Enzymatic Synthesis of Glycans and Glycoconjugates.

Authors:  Thomas Rexer; Dominic Laaf; Johannes Gottschalk; Hannes Frohnmeyer; Erdmann Rapp; Lothar Elling
Journal:  Adv Biochem Eng Biotechnol       Date:  2021       Impact factor: 2.635

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