Literature DB >> 28653834

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

Justine N deGruyter1, Lara R Malins1, Phil S Baran1.   

Abstract

Advances in bioconjugation and native protein modification are appearing at a blistering pace, making it increasingly time consuming for practitioners to identify the best chemical method for modifying a specific amino acid residue in a complex setting. The purpose of tn class="Chemical">his perspective is to provide an informative, graphically rich manual highlighting significant advances in the field over the past decade. This guide will help triage candidate methods for peptide alteration and will serve as a starting point for those seeking to solve long-standing challenges.

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Year:  2017        PMID: 28653834      PMCID: PMC5792174          DOI: 10.1021/acs.biochem.7b00536

Source DB:  PubMed          Journal:  Biochemistry        ISSN: 0006-2960            Impact factor:   3.162


  98 in total

Review 1.  Physical and Chemical Stability of Antibody Drug Conjugates: Current Status.

Authors:  Philip L Ross; Janet L Wolfe
Journal:  J Pharm Sci       Date:  2016-02       Impact factor: 3.534

2.  Decarboxylative borylation.

Authors:  Chao Li; Jie Wang; Lisa M Barton; Shan Yu; Maoqun Tian; David S Peters; Manoj Kumar; Antony W Yu; Kristen A Johnson; Arnab K Chatterjee; Ming Yan; Phil S Baran
Journal:  Science       Date:  2017-04-13       Impact factor: 47.728

3.  Postsynthetic modification of peptides: chemoselective C-arylation of tryptophan residues.

Authors:  Javier Ruiz-Rodríguez; Fernando Albericio; Rodolfo Lavilla
Journal:  Chemistry       Date:  2010-01-25       Impact factor: 5.236

4.  One-step site-specific modification of native proteins with 2-pyridinecarboxyaldehydes.

Authors:  James I MacDonald; Henrik K Munch; Troy Moore; Matthew B Francis
Journal:  Nat Chem Biol       Date:  2015-03-30       Impact factor: 15.040

5.  Reversible chemoselective tagging and functionalization of methionine containing peptides.

Authors:  Jessica R Kramer; Timothy J Deming
Journal:  Chem Commun (Camb)       Date:  2013-06-07       Impact factor: 6.222

Review 6.  Peptide stapling techniques based on different macrocyclisation chemistries.

Authors:  Yu Heng Lau; Peterson de Andrade; Yuteng Wu; David R Spring
Journal:  Chem Soc Rev       Date:  2014-09-08       Impact factor: 54.564

7.  Selective irreversible chemical tagging of cysteine with 3-arylpropiolonitriles.

Authors:  Oleksandr Koniev; Geoffray Leriche; Marc Nothisen; Jean-Serge Remy; Jean-Marc Strub; Christine Schaeffer-Reiss; Alain Van Dorsselaer; Rachid Baati; Alain Wagner
Journal:  Bioconjug Chem       Date:  2014-01-16       Impact factor: 4.774

8.  Traceless and Chemoselective Amine Bioconjugation via Phthalimidine Formation in Native Protein Modification.

Authors:  Chun Ling Tung; Clarence T T Wong; Eva Yi Man Fung; Xuechen Li
Journal:  Org Lett       Date:  2016-05-18       Impact factor: 6.005

9.  Tyrosine bioconjugation through aqueous ene-type reactions: a click-like reaction for tyrosine.

Authors:  Hitoshi Ban; Julia Gavrilyuk; Carlos F Barbas
Journal:  J Am Chem Soc       Date:  2010-02-10       Impact factor: 15.419

10.  N-terminal modification of proteins with o-aminophenols.

Authors:  Allie C Obermeyer; John B Jarman; Matthew B Francis
Journal:  J Am Chem Soc       Date:  2014-06-25       Impact factor: 15.419

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  82 in total

Review 1.  Arylation Chemistry for Bioconjugation.

Authors:  Chi Zhang; Ekaterina V Vinogradova; Alexander M Spokoyny; Stephen L Buchwald; Bradley L Pentelute
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-15       Impact factor: 15.336

2.  A Physical Organic Approach to Tuning Reagents for Selective and Stable Methionine Bioconjugation.

Authors:  Alec H Christian; Shang Jia; Wendy Cao; Patricia Zhang; Arismel Tena Meza; Matthew S Sigman; Christopher J Chang; F Dean Toste
Journal:  J Am Chem Soc       Date:  2019-07-30       Impact factor: 15.419

3.  Organometallic Gold(III) Reagents for Cysteine Arylation.

Authors:  Marco S Messina; Julia M Stauber; Mary A Waddington; Arnold L Rheingold; Heather D Maynard; Alexander M Spokoyny
Journal:  J Am Chem Soc       Date:  2018-05-30       Impact factor: 15.419

4.  Protein-Protein Cross-Coupling via Palladium-Protein Oxidative Addition Complexes from Cysteine Residues.

Authors:  Heemal H Dhanjee; Azin Saebi; Ivan Buslov; Alexander R Loftis; Stephen L Buchwald; Bradley L Pentelute
Journal:  J Am Chem Soc       Date:  2020-05-11       Impact factor: 15.419

5.  Palladium-Catalyzed Suzuki-Miyaura Reactions of Aspartic Acid Derived Phenyl Esters.

Authors:  Amira H Dardir; Nilay Hazari; Scott J Miller; Christopher R Shugrue
Journal:  Org Lett       Date:  2019-07-10       Impact factor: 6.005

6.  Chemoenzymatic o-Quinone Methide Formation.

Authors:  Tyler J Doyon; Jonathan C Perkins; Summer A Baker Dockrey; Evan O Romero; Kevin C Skinner; Paul M Zimmerman; Alison R H Narayan
Journal:  J Am Chem Soc       Date:  2019-12-16       Impact factor: 15.419

Review 7.  The Taxonomy of Covalent Inhibitors.

Authors:  Alfred Tuley; Walter Fast
Journal:  Biochemistry       Date:  2018-04-30       Impact factor: 3.162

Review 8.  Dehydroamino acids: chemical multi-tools for late-stage diversification.

Authors:  Jonathan W Bogart; Albert A Bowers
Journal:  Org Biomol Chem       Date:  2019-04-10       Impact factor: 3.876

9.  Three-Component Protein Modification Using Mercaptobenzaldehyde Derivatives.

Authors:  Yuanwei Dai; Jiaping Weng; Justin George; Huan Chen; Qishan Lin; Jun Wang; Maksim Royzen; Qiang Zhang
Journal:  Org Lett       Date:  2019-05-06       Impact factor: 6.005

10.  Preparation of Biomolecule-Polymer Conjugates by Grafting-From Using ATRP, RAFT, or ROMP.

Authors:  Marco S Messina; Kathryn M M Messina; Arvind Bhattacharya; Hayden R Montgomery; Heather D Maynard
Journal:  Prog Polym Sci       Date:  2019-11-18       Impact factor: 29.190

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