Literature DB >> 31128780

Chemical biology of glycoproteins: From chemical synthesis to biological impact.

Yaohao Li1, Amy H Tran2, Samuel J Danishefsky3, Zhongping Tan4.   

Abstract

Recent advances have demonstrated the feasibility and robustness of chemical synthesis for the production of homogeneously glycosylated protein forms (glycoforms). By taking advantage of the unmatchable flexibility and precision provided by chemical synthesis, the quantitative effects of glycosylation were obtained using chemical glycobiology approaches. These findings greatly advanced our fundamental knowledge of glycosylation. More importantly, analysis of these findings has led to the development of glycoengineering guidelines for rationally improving the properties of peptides and proteins. In this chapter, we present the key experimental steps for chemical biology studies of protein glycosylation, with the aim of facilitating and promoting research in this important but significantly underexplored area of biology.
© 2019 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Chemical glycobiology; Chemical synthesis; Glycoengineering; Glycoproteins; NCL/MFD

Mesh:

Substances:

Year:  2019        PMID: 31128780      PMCID: PMC6595224          DOI: 10.1016/bs.mie.2019.02.030

Source DB:  PubMed          Journal:  Methods Enzymol        ISSN: 0076-6879            Impact factor:   1.600


  35 in total

1.  Free-radical-based, specific desulfurization of cysteine: a powerful advance in the synthesis of polypeptides and glycopolypeptides.

Authors:  Qian Wan; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

2.  Application of the logic of cysteine-free native chemical ligation to the synthesis of Human Parathyroid Hormone (hPTH).

Authors:  Shiying Shang; Zhongping Tan; Samuel J Danishefsky
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-28       Impact factor: 11.205

3.  Chemically Precise Glycoengineering Improves Human Insulin.

Authors:  Xiaoyang Guan; Patrick K Chaffey; Xiuli Wei; Daniel R Gulbranson; Yuan Ruan; Xinfeng Wang; Yaohao Li; Yan Ouyang; Liqun Chen; Chen Zeng; Theo N Koelsch; Amy H Tran; Wei Liang; Jingshi Shen; Zhongping Tan
Journal:  ACS Chem Biol       Date:  2017-12-01       Impact factor: 5.100

4.  At last: erythropoietin as a single glycoform.

Authors:  Ping Wang; Suwei Dong; John A Brailsford; Karthik Iyer; Steven D Townsend; Qiang Zhang; Ronald C Hendrickson; JaeHung Shieh; Malcolm A S Moore; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-25       Impact factor: 15.336

5.  An advance in proline ligation.

Authors:  Shiying Shang; Zhongping Tan; Suwei Dong; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2011-06-23       Impact factor: 15.419

Review 6.  Total synthesis of glycosylated proteins.

Authors:  Alberto Fernández-Tejada; John Brailsford; Qiang Zhang; Jae-Hung Shieh; Malcolm A S Moore; Samuel J Danishefsky
Journal:  Top Curr Chem       Date:  2015

7.  Convergent total synthesis of a tumour-associated mucin motif.

Authors:  D Sames; X T Chen; S J Danishefsky
Journal:  Nature       Date:  1997-10-09       Impact factor: 49.962

Review 8.  Glycosylation of Cellulases: Engineering Better Enzymes for Biofuels.

Authors:  Eric R Greene; Michael E Himmel; Gregg T Beckham; Zhongping Tan
Journal:  Adv Carbohydr Chem Biochem       Date:  2015-10-24       Impact factor: 12.200

9.  Specificity of O-glycosylation in enhancing the stability and cellulose binding affinity of Family 1 carbohydrate-binding modules.

Authors:  Liqun Chen; Matthew R Drake; Michael G Resch; Eric R Greene; Michael E Himmel; Patrick K Chaffey; Gregg T Beckham; Zhongping Tan
Journal:  Proc Natl Acad Sci U S A       Date:  2014-05-12       Impact factor: 11.205

10.  Solving the convergence problem in the synthesis of triantennary N-glycan relevant to prostate-specific membrane antigen (PSMA).

Authors:  Maciej A Walczak; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2012-09-21       Impact factor: 15.419

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  9 in total

1.  Assessment of genetically modified oilseed rape 73496 for food and feed uses, under Regulation (EC) No 1829/2003 (application EFSA-GMO-NL-2012-109).

Authors:  Hanspeter Naegeli; Jean-Louis Bresson; Tamas Dalmay; Ian Crawford Dewhurst; Michelle M Epstein; Leslie George Firbank; Philippe Guerche; Jan Hejatko; Francisco Javier Moreno; Ewen Mullins; Fabien Nogué; Nils Rostoks; Jose Juan Sánchez Serrano; Giovanni Savoini; Eve Veromann; Fabio Veronesi; Michele Ardizzone; Yann Devos; Silvia Federici; Antonio Fernandez Dumont; Andrea Gennaro; Jose Ángel Gómez Ruiz; Franco Maria Neri; Nikoletta Papadopoulou; Konstantinos Paraskevopoulos; Anna Lanzoni
Journal:  EFSA J       Date:  2021-06-17

2.  The Saccharomyces cerevisiae Ncw2 protein works on the chitin/β-glucan organisation of the cell wall.

Authors:  Maise Gomes Queiroz; Carolina Elsztein; Sabine Strahl; Marcos Antonio de Morais Junior
Journal:  Antonie Van Leeuwenhoek       Date:  2021-05-04       Impact factor: 2.271

3.  Peptidyl ω-Asp Selenoesters Enable Efficient Synthesis of N-Linked Glycopeptides.

Authors:  Jing-Jing Du; Lian Zhang; Xiao-Fei Gao; Hui Sun; Jun Guo
Journal:  Front Chem       Date:  2020-05-05       Impact factor: 5.221

Review 4.  Recent Advances in the Chemical Biology of N-Glycans.

Authors:  Asuka Shirakawa; Yoshiyuki Manabe; Koichi Fukase
Journal:  Molecules       Date:  2021-02-16       Impact factor: 4.411

5.  Assessment of genetically modified maize NK603 × T25 × DAS-40278-9 and subcombinations, for food and feed uses, under Regulation (EC) No 1829/2003 (application EFSA-GMO-NL-2019-164).

Authors:  Ewen Mullins; Jean-Louis Bresson; Tamas Dalmay; Ian Crawford Dewhurst; Michelle M Epstein; Leslie George Firbank; Philippe Guerche; Jan Hejatko; Hanspeter Naegeli; Francisco Javier Moreno; Fabien Nogué; Nils Rostoks; Jose Juan Sánchez Serrano; Giovanni Savoini; Eve Veromann; Fabio Veronesi; Michele Ardizzone; Giacomo De Sanctis; Antonio Fernandez Dumont; Silvia Federici; Andrea Gennaro; Jose Angel Gomez Ruiz; Dafni Maria Kagkli; Anna Lanzoni; Franco Maria Neri; Nikoletta Papadopoulou; Konstantinos Paraskevopoulos; Tommaso Raffaello
Journal:  EFSA J       Date:  2021-12-13

6.  Assessment of genetically modified maize DP4114 × MON 810 × MIR604 × NK603 and subcombinations, for food and feed uses, under Regulation (EC) No 1829/2003 (application EFSA-GMO-NL-2018-150).

Authors:  Ewen Mullins; Jean-Louis Bresson; Tamas Dalmay; Ian Crawford Dewhurst; Michelle M Epstein; Leslie George Firbank; Philippe Guerche; Jan Hejatko; Hanspeter Naegeli; Francisco Javier Moreno; Fabien Nogué; Nils Rostoks; Jose Juan Sánchez Serrano; Giovanni Savoini; Eve Veromann; Fabio Veronesi; Michele Ardizzone; Antonio Fernandez Dumont; Silvia Federici; Andrea Gennaro; Jose Ángel Gómez Ruiz; Tilemachos Goumperis; Dafni Maria Kagkli; Anna Lanzoni; Paolo Lenzi; Franco Maria Neri; Nikoletta Papadopoulou; Konstantinos Paraskevopoulos; Tommaso Raffaello; Franz Streissl; Giacomo De Sanctis
Journal:  EFSA J       Date:  2022-03-07

7.  Assessment of genetically modified maize MON 89034 × 1507 × MIR162 × NK603 × DAS-40278-9 for food and feed uses, under regulation (EC) No 1829/2003 (application EFSA-GMO-NL-2018-151).

Authors:  Ewen Mullins; Jean-Louis Bresson; Tamas Dalmay; Ian Crawford Dewhurst; Michelle M Epstein; Leslie George Firbank; Philippe Guerche; Jan Hejatko; Hanspeter Naegeli; Francisco Javier Moreno; Fabien Nogué; Nils Rostoks; Jose Juan Sánchez Serrano; Giovanni Savoini; Eve Veromann; Fabio Veronesi; Michele Ardizzone; Giacomo De Sanctis; Antonio Fernandez Dumont; Silvia Federici; Andrea Gennaro; Jose Angel Gomez Ruiz; Tilemachos Goumperis; Dafni Maria Kagkli; Anna Lanzoni; Paolo Lenzi; Aleksandra Lewandowska; Franco Maria Neri; Konstantinos Paraskevopoulos; Tommaso Raffaello; Franz Streissl
Journal:  EFSA J       Date:  2022-08-12

8.  Legionella pneumophila Infection of Human Macrophages Retains Golgi Structure but Reduces O-Glycans.

Authors:  Yanlin Fu; Vinitha Macwan; Rebecca Emily-Sue Heineman; Mauricio R Terebiznik; Rene E Harrison
Journal:  Pathogens       Date:  2022-08-12

9.  Assessment of genetically modified oilseed rape MON 94100 for food and feed uses, under regulation (EC) No 1829/2003 (application EFSA-GMO-NL-2020-169).

Authors:  Ewen Mullins; Jean-Louis Bresson; Tamas Dalmay; Ian Crawford Dewhurst; Michelle M Epstein; Leslie George Firbank; Philippe Guerche; Jan Hejatko; Francisco Javier Moreno; Hanspeter Naegeli; Fabien Nogué; Nils Rostoks; Jose Juan Sánchez Serrano; Giovanni Savoini; Eve Veromann; Fabio Veronesi; Michele Ardizzone; Giacomo De Sanctis; Silvia Federici; Antonio Fernandez Dumont; Andrea Gennaro; Jose Angel Gomez Ruiz; Tilemachos Goumperis; Anna Lanzoni; Paolo Lenzi; Franco Maria Neri; Nikoletta Papadopoulou; Tommaso Raffaello; Franz Streissl
Journal:  EFSA J       Date:  2022-07-22
  9 in total

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