Literature DB >> 27282129

Arginine side-chain modification that occurs during copper-catalysed azide-alkyne click reactions resembles an advanced glycation end product.

Anne C Conibear1, Karine Farbiarz, Rupert L Mayer, Maria Matveenko, Hanspeter Kählig, Christian F W Becker.   

Abstract

Dehydroascorbate is a by-product of copper-catalysed azide-alkyne click (CuAAC) reactions and also forms advanced glycation end products (AGEs) in tissues undergoing oxidative stress. Here we isolate and characterize an arginine-dehydroascorbate adduct formed during CuAAC reactions, investigate strategies for preventing its formation, and propose its biological relevance as an AGE.

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Year:  2016        PMID： 27282129     DOI： 10.1039/c6ob00932h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  5 in total

Review 1.  Residue-Specific Peptide Modification: A Chemist's Guide.

Authors:  Justine N deGruyter; Lara R Malins; Phil S Baran
Journal:  Biochemistry       Date:  2017-07-17       Impact factor: 3.162

2.  Multifunctional αvβ6 Integrin-Specific Peptide-Pt(IV) Conjugates for Cancer Cell Targeting.

Authors:  Anne C Conibear; Sonja Hager; Josef Mayr; Matthias H M Klose; Bernhard K Keppler; Christian R Kowol; Petra Heffeter; Christian F W Becker
Journal:  Bioconjug Chem       Date:  2017-08-10       Impact factor: 4.774

3.  Systematic Dual Targeting of Dendritic Cell C-Type Lectin Receptor DC-SIGN and TLR7 Using a Trifunctional Mannosylated Antigen.

Authors:  Rui-Jun Eveline Li; Tim P Hogervorst; Silvia Achilli; Sven C Bruijns; Tim Arnoldus; Corinne Vivès; Chung C Wong; Michel Thépaut; Nico J Meeuwenoord; Hans van den Elst; Herman S Overkleeft; Gijs A van der Marel; Dmitri V Filippov; Sandra J van Vliet; Franck Fieschi; Jeroen D C Codée; Yvette van Kooyk
Journal:  Front Chem       Date:  2019-10-04       Impact factor: 5.221

4.  Improving the aqueous solubility of HCV-E2 glycoprotein epitope mimics by cyclization using POLAR hinges.

Authors:  Theodorus J Meuleman; Vanessa M Cowton; Arvind H Patel; Rob M J Liskamp
Journal:  J Pept Sci       Date:  2020-01       Impact factor: 1.905

5.  Mannosylated hemagglutinin peptides bind cyanovirin-N independent of disulfide-bonds in complementary binding sites.

Authors:  Philipp E Schilling; Georg Kontaxis; Martin Dragosits; Robert H Schiestl; Christian F W Becker; Irene Maier
Journal:  RSC Adv       Date:  2020-03-17       Impact factor: 3.361
  5 in total

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