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Literature DB >> 20574591

Chemoenzymatic synthesis of glycosylphosphatidylinositol-anchored glycopeptides.

Abstract

MUC1 glycopeptide was efficiently coupled to glycosylphosphatidylinositol (GPI) derivatives by sortase A (SrtA), verifying that SrtA can accept sterically hindered glycopeptide as substrate for ligation with GPIs. This work has established a practical method for the chemoenzymatic synthesis of GPI-linked glycopeptides.

Entities: Chemical Disease Gene Species

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Year: 2010 PMID： 20574591 PMCID： PMC3166627 DOI： 10.1039/c0cc00828a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

16 in total

1. Chemical synthesis of a skeleton structure of sperm CD52-A GPI-anchored glycopeptide.

Authors: Ning Shao; Jie Xue; Zhongwu Guo
Journal: Angew Chem Int Ed Engl Date: 2004-03-12 Impact factor: 15.336

2. Synthesis of biologically active peptide nucleic acid-peptide conjugates by sortase-mediated ligation.

Authors: Stephan Pritz; Yvonne Wolf; Oliver Kraetke; Jana Klose; Michael Bienert; Michael Beyermann
Journal: J Org Chem Date: 2007-04-14 Impact factor: 4.354

Review 3. Sortases and the art of anchoring proteins to the envelopes of gram-positive bacteria.

Authors: Luciano A Marraffini; Andrea C Dedent; Olaf Schneewind
Journal: Microbiol Mol Biol Rev Date: 2006-03 Impact factor: 11.056

4. Peptide-sugar ligation catalyzed by transpeptidase sortase: a facile approach to neoglycoconjugate synthesis.

Authors: Sharmishtha Samantaray; Uttara Marathe; Sayani Dasgupta; Vinay K Nandicoori; Rajendra P Roy
Journal: J Am Chem Soc Date: 2008-01-30 Impact factor: 15.419

5. Semisynthesis of a glycosylphosphatidylinositol-anchored prion protein.

Authors: Christian F W Becker; Xinyu Liu; Diana Olschewski; Riccardo Castelli; Ralf Seidel; Peter H Seeberger
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

6. Synthesis of protein mimics with nonlinear backbone topology by a combined recombinant, enzymatic, and chemical synthesis strategy.

Authors: Stephan Pritz; Oliver Kraetke; Annerose Klose; Jana Klose; Sven Rothemund; Klaus Fechner; Michael Bienert; Michael Beyermann
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

7. Sortase A as a novel molecular "stapler" for sequence-specific protein conjugation.

Authors: Ranganath Parthasarathy; Shyamsundar Subramanian; Eric T Boder
Journal: Bioconjug Chem Date: 2007-02-16 Impact factor: 4.774

Review 8. Structure, biosynthesis, and function of glycosylphosphatidylinositols.

Authors: J R Thomas; R A Dwek; T W Rademacher
Journal: Biochemistry Date: 1990-06-12 Impact factor: 3.162

9. Synthetic analogues of glycosylphosphatidylinositol-anchored proteins and their behavior in supported lipid bilayers.

Authors: Margot G Paulick; Amber R Wise; Martin B Forstner; Jay T Groves; Carolyn R Bertozzi
Journal: J Am Chem Soc Date: 2007-08-23 Impact factor: 15.419

10. Sortase-mediated protein ligation: a new method for protein engineering.

Authors: Hongyuan Mao; Scott A Hart; Amy Schink; Brian A Pollok
Journal: J Am Chem Soc Date: 2004-03-10 Impact factor: 15.419

12 in total

1. Synthetic Studies of Glycosylphosphatidylinositol (GPI) Anchors and GPI-Anchored Peptides, Glycopeptides, and Proteins.

Authors: Zhongwu Guo
Journal: Curr Org Synth Date: 2013-06-01 Impact factor: 1.975

Review 2. Recent progress in synthetic and biological studies of GPI anchors and GPI-anchored proteins.

Authors: Shichong Yu; Zhongwu Guo; Charlie Johnson; Guofeng Gu; Qiuye Wu
Journal: Curr Opin Chem Biol Date: 2013-10-12 Impact factor: 8.822

3. Sortase A-catalyzed peptide cyclization for the synthesis of macrocyclic peptides and glycopeptides.

Authors: Zhimeng Wu; Xueqing Guo; Zhongwu Guo
Journal: Chem Commun (Camb) Date: 2011-07-08 Impact factor: 6.222

Review 4. Chemical synthesis of glycosylphosphatidylinositol anchors.

Authors: Benjamin M Swarts; Zhongwu Guo
Journal: Adv Carbohydr Chem Biochem Date: 2012 Impact factor: 12.200

Review 5. Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: an update for 2009-2010.

Authors: David J Harvey
Journal: Mass Spectrom Rev Date: 2014-05-26 Impact factor: 10.946

6. Sortase-Mediated Transpeptidation for Site-Specific Modification of Peptides, Glycopeptides, and Proteins.

Authors: Zhimeng Wu; Zhongwu Guo
Journal: J Carbohydr Chem Date: 2012-01-19 Impact factor: 1.667

7. Chemical Synthesis of GPI Glycan-Peptide Conjugates by Traceless Staudinger Ligation.

Authors: Sanyong Zhu; Zhongwu Guo
Journal: Org Lett Date: 2017-05-25 Impact factor: 6.005

8. Chemoenzymatic synthesis of the human CD52 and CD24 antigen analogues.

Authors: Zhimeng Wu; Xueqing Guo; Guofeng Gu; Zhongwu Guo
Journal: Org Lett Date: 2013-10-22 Impact factor: 6.005

9. Proteolytic Origin of the Soluble Human IL-6R In Vivo and a Decisive Role of N-Glycosylation.

Authors: Steffen Riethmueller; Prasath Somasundaram; Johanna C Ehlers; Chien-Wen Hung; Charlotte M Flynn; Juliane Lokau; Maria Agthe; Stefan Düsterhöft; Yijue Zhu; Joachim Grötzinger; Inken Lorenzen; Tomas Koudelka; Kosuke Yamamoto; Ute Pickhinke; Rielana Wichert; Christoph Becker-Pauly; Marisa Rädisch; Alexander Albrecht; Markus Hessefort; Dominik Stahnke; Carlo Unverzagt; Stefan Rose-John; Andreas Tholey; Christoph Garbers
Journal: PLoS Biol Date: 2017-01-06 Impact factor: 8.029

10. Semisynthesis of Functional Glycosylphosphatidylinositol-Anchored Proteins.

Authors: Renée F Roller; Ankita Malik; Maria A Carillo; Monika Garg; Antonella Rella; Marie-Kristin Raulf; Bernd Lepenies; Peter H Seeberger; Daniel Varón Silva
Journal: Angew Chem Int Ed Engl Date: 2020-05-18 Impact factor: 15.336