Literature DB >> 30716271

Oligosaccharide Synthesis and Translational Innovation.

Larissa Krasnova1, Chi-Huey Wong1,2.   

Abstract

The translation of biological glycosylation in humans to the clinical applications involves systematic studies using homogeneous samples of oligosaccharides and glycoconjugates, which could be accessed by chemical, enzymatic or other biological methods. However, the structural complexity and wide-range variations of glycans and their conjugates represent a major challenge in the synthesis of this class of biomolecules. To help navigate within many methods of oligosaccharide synthesis, this Perspective offers a critical assessment of the most promising synthetic strategies with an eye on the therapeutically relevant targets.

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Year:  2019        PMID: 30716271      PMCID: PMC6538563          DOI: 10.1021/jacs.8b11005

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  270 in total

Review 1.  Effect of N-linked glycosylation on glycopeptide and glycoprotein structure.

Authors:  B Imperiali; S E O'Connor
Journal:  Curr Opin Chem Biol       Date:  1999-12       Impact factor: 8.822

Review 2.  Glycoproteins: glycan presentation and protein-fold stability.

Authors:  M R Wormald; R A Dwek
Journal:  Structure       Date:  1999-07-15       Impact factor: 5.006

Review 3.  Semisynthesis of proteins by expressed protein ligation.

Authors:  Tom W Muir
Journal:  Annu Rev Biochem       Date:  2003-02-27       Impact factor: 23.643

4.  Efficient intramolecular beta-mannoside formation using m-xylylene and isophthaloyl derivatives as rigid spacers.

Authors:  Adel A-H Abdel-Rahman; El Sayed H El Ashry; Richard R Schmidt
Journal:  Carbohydr Res       Date:  2002-02-11       Impact factor: 2.104

5.  Automated solid-phase synthesis of oligosaccharides.

Authors:  O J Plante; E R Palmacci; P H Seeberger
Journal:  Science       Date:  2001-02-01       Impact factor: 47.728

Review 6.  Intracellular functions of N-linked glycans.

Authors:  A Helenius; M Aebi
Journal:  Science       Date:  2001-03-23       Impact factor: 47.728

7.  A novel disaccharide substrate having 1,2-oxazoline moiety for detection of transglycosylating activity of endoglycosidases.

Authors:  M Fujita; S Shoda; K Haneda; T Inazu; K Takegawa; K Yamamoto
Journal:  Biochim Biophys Acta       Date:  2001-09-03

8.  Statistical analysis of the protein environment of N-glycosylation sites: implications for occupancy, structure, and folding.

Authors:  Andrei-J Petrescu; Adina-L Milac; Stefana M Petrescu; Raymond A Dwek; Mark R Wormald
Journal:  Glycobiology       Date:  2003-09-26       Impact factor: 4.313

9.  Rapid chemoenzymatic synthesis of monodisperse hyaluronan oligosaccharides with immobilized enzyme reactors.

Authors:  Paul L DeAngelis; Leonard C Oatman; Daniel F Gay
Journal:  J Biol Chem       Date:  2003-07-02       Impact factor: 5.157

Review 10.  Beta-glucuronidase-mediated drug release.

Authors:  Michelle de Graaf; Epie Boven; Hans W Scheeren; Hidde J Haisma; Herbert M Pinedo
Journal:  Curr Pharm Des       Date:  2002       Impact factor: 3.116

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  17 in total

1.  Studies of Catalyst-Controlled Regioselective Acetalization and Its Application to Single-Pot Synthesis of Differentially Protected Saccharides.

Authors:  Sibin Wang; Oleksii Zhelavskyi; Jeonghyo Lee; Alonso J Argüelles; Yaroslav Ya Khomutnyk; Enoch Mensah; Hao Guo; Rami Hourani; Paul M Zimmerman; Pavel Nagorny
Journal:  J Am Chem Soc       Date:  2021-10-27       Impact factor: 15.419

2.  Halogen-bond-assisted radical activation of glycosyl donors enables mild and stereoconvergent 1,2-cis-glycosylation.

Authors:  Chen Zhang; Hao Zuo; Ga Young Lee; Yike Zou; Qiu-Di Dang; K N Houk; Dawen Niu
Journal:  Nat Chem       Date:  2022-04-11       Impact factor: 24.274

3.  Fluoride Migration Catalysis Enables Simple, Stereoselective, and Iterative Glycosylation.

Authors:  Girish C Sati; Joshua L Martin; Yishu Xu; Tanmay Malakar; Paul M Zimmerman; John Montgomery
Journal:  J Am Chem Soc       Date:  2020-04-01       Impact factor: 15.419

4.  Photo-cleavable purification/protection handle assisted synthesis of giant modified proteins with tandem repeats.

Authors:  Xueyi Liu; Jiazhi Liu; Zhichao Wu; Liangbiao Chen; Siyao Wang; Ping Wang
Journal:  Chem Sci       Date:  2019-08-12       Impact factor: 9.825

5.  Side Chain Conformation Restriction in the Catalysis of Glycosidic Bond Formation by Leloir Glycosyltransferases, Glycoside Phosphorylases, and Transglycosidases.

Authors:  Jonathan C K Quirke; David Crich
Journal:  ACS Catal       Date:  2021-04-13       Impact factor: 13.084

6.  Synthetic Carbohydrate Chemistry and Translational Medicine.

Authors:  Sachin S Shivatare; Chi-Huey Wong
Journal:  J Org Chem       Date:  2020-10-30       Impact factor: 4.354

7.  Combined Effect of Anti-SSEA4 and Anti-Globo H Antibodies on Breast Cancer Cells.

Authors:  Ruey-Herng Lee; Yu-Jen Wang; Ting-Yen Lai; Tsui-Ling Hsu; Po-Kai Chuang; Han-Chung Wu; Chi-Huey Wong
Journal:  ACS Chem Biol       Date:  2021-08-09       Impact factor: 4.634

Review 8.  Cell-Free Synthetic Glycobiology: Designing and Engineering Glycomolecules Outside of Living Cells.

Authors:  Thapakorn Jaroentomeechai; May N Taw; Mingji Li; Alicia Aquino; Ninad Agashe; Sean Chung; Michael C Jewett; Matthew P DeLisa
Journal:  Front Chem       Date:  2020-07-29       Impact factor: 5.221

Review 9.  Glycan structures and their interactions with proteins. A NMR view.

Authors:  Ana Gimeno; Pablo Valverde; Ana Ardá; Jesús Jiménez-Barbero
Journal:  Curr Opin Struct Biol       Date:  2019-12-10       Impact factor: 6.809

10.  Leloir glycosyltransferases enabled to flow synthesis: Continuous production of the natural C-glycoside nothofagin.

Authors:  Hui Liu; Bernd Nidetzky
Journal:  Biotechnol Bioeng       Date:  2021-08-16       Impact factor: 4.395

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