Combinatorial chemoenzymatic synthesis and high-throughput screening of sialosides.

ACS Chemical Biology
Harshal A ChokhawalaXi Chen

Abstract

Although the vital roles of structures containing sialic acid in biomolecular recognition are well documented, limited information is available on how sialic acid structural modifications, sialyl linkages, and the underlying glycan structures affect the binding or the activity of sialic acid-recognizing proteins and related downstream biological processes. A novel combinatorial chemoenzymatic method has been developed for the highly efficient synthesis of biotinylated sialosides containing different sialic acid structures and different underlying glycans in 96-well plates from biotinylated sialyltransferase acceptors and sialic acid precursors. By transferring the reaction mixtures to NeutrAvidin-coated plates and assaying for the yields of enzymatic reactions using lectins recognizing sialyltransferase acceptors but not the sialylated products, the biotinylated sialoside products can be directly used, without purification, for high-throughput screening to quickly identify the ligand specificity of sialic acid-binding proteins. For a proof-of-principle experiment, 72 biotinylated alpha2,6-linked sialosides were synthesized in 96-well plates from 4 biotinylated sialyltransferase acceptors and 18 sialic acid precursors using a on...Continue Reading

References

Oct 1, 1996·Proceedings of the National Academy of Sciences of the United States of America·M MrksichG M Whitesides
Jun 26, 2001·Glycoconjugate Journal·R Schauer
Dec 26, 2001·Chemical Reviews·G J Boons, A V Demchenko
Mar 22, 2002·Analytical Biochemistry·Els C M Brinkman-Van der LindenAjit Varki
Nov 26, 2004·Proceedings of the National Academy of Sciences of the United States of America·Ola BlixtJames C Paulson
Mar 4, 2005·Biological & Pharmaceutical Bulletin·Yasuo Suzuki
Dec 30, 2006·Chembiochem : a European Journal of Chemical Biology·Harshal A ChokhawalaXi Chen
Mar 24, 2007·Nature Reviews. Immunology·Paul R CrockerAjit Varki
Dec 11, 2007·Immunology·Jennifer A Walker, Kenneth G C Smith
May 3, 2008·Journal of the American Chemical Society·Ola BlixtJames C Paulson
Jun 4, 2008·Applied Microbiology and Biotechnology·Yanhong LiXi Chen

❮ Previous
Next ❯

Citations

Apr 25, 2012·Applied Microbiology and Biotechnology·Yanhong Li, Xi Chen
Apr 1, 2014·Carbohydrate Research·Ron AmonVered Padler-Karavani
Aug 16, 2011·Bioconjugate Chemistry·Michelle R BondJennifer J Kohler
Dec 22, 2009·ACS Chemical Biology·Xi Chen, Ajit Varki
Feb 18, 2010·Nature Chemistry·Thomas J BoltjeGeert-Jan Boons
Apr 20, 2011·Chemical Communications : Chem Comm·Chung-Yi Wu, Chi-Huey Wong
Oct 20, 2011·Molecular BioSystems·Yiyan FeiXiangdong Zhu
Jul 16, 2011·The Journal of Biological Chemistry·Xuezheng SongDavid F Smith
Apr 13, 2010·Annual Review of Biochemistry·Laura L Kiessling, Rebecca A Splain
Apr 8, 2011·Annual Review of Biochemistry·Cory D Rillahan, James C Paulson
Jul 28, 2013·Science·Laura L Kiessling, Matthew B Kraft
Nov 26, 2009·Expert Review of Proteomics·Chi-Hui Liang, Chung-Yi Wu
Jan 6, 2016·Journal of the American Chemical Society·Szymon Buda, David Crich
Oct 30, 2010·Current Opinion in Biotechnology·Roland Wohlgemuth
Mar 17, 2010·Current Opinion in Chemical Biology·Bernd LepeniesPeter H Seeberger
Jul 25, 2009·Current Opinion in Chemical Biology·Oyindasola Oyelaran, Jeffrey C Gildersleeve
Oct 30, 2015·Future Medicinal Chemistry·Julia Bauer, Helen M I Osborn
Dec 1, 2011·Angewandte Chemie·Che-Hsiung HsuChi-Huey Wong
Oct 6, 2012·Angewandte Chemie·Cory D RillahanJames C Paulson
Feb 6, 2010·Medicinal Research Reviews·Ashish A KulkarniSuri S Iyer
May 1, 2016·Carbohydrate Research·Janet E McCombsJennifer J Kohler
Jun 30, 2015·The Journal of Organic Chemistry·Mauro PascoluttiMark von Itzstein
Jul 14, 2016·Chemical Reviews·Marco MendeStefan Bräse
Jun 19, 2010·Journal of the American Chemical Society·Thomas J Morley, Stephen G Withers
Mar 31, 2015·Journal of Laboratory Automation·Yung-Shin Sun
May 3, 2012·The Journal of Biological Chemistry·Vered Padler-KaravaniAjit Varki
Sep 27, 2019·Frontiers in Immunology·Anoopjit Singh KoonerXi Chen
Jul 10, 2019·Glycobiology·Bettina JaneschWarren W Wakarchuk
Oct 2, 2019·Frontiers in Molecular Biosciences·Alyssa M McQuillanRichard D Cummings

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.