Advances in Chemical Protein Modification

被引:969
作者
Boutureira, Omar [1 ]
Bernardes, Goncalo J. L. [2 ,3 ]
机构
[1] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain
[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
[3] Univ Lisbon, Fac Med, Inst Med Mol, P-1649028 Lisbon, Portugal
基金
英国工程与自然科学研究理事会;
关键词
SITE-SPECIFIC CONJUGATION; SELECTIVE CYSTEINE MODIFICATION; AZIDE-ALKYNE CYCLOADDITION; DIRECTED TOSYL CHEMISTRY; PICTET-SPENGLER LIGATION; THIOL-ENE REACTION; CLICK CHEMISTRY; PHOTOCLICK-CHEMISTRY; CROSS-METATHESIS; MEDIATED PROTEIN;
D O I
10.1021/cr500399p
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Protein chemical modification is a problem-solving technique in research and technology. Modifications also occur in natural deteriorations. Generally these modifications are with the most reactive side chains and are predominantly oxidations, reductions, and nucleophilic and electrophilic substitutions. Deteriorations include peptide bond scissions, racemizations, β-eliminations, and formation of products by the reaction of proteins with added chemicals. Proteins are modified intentionally for structure-function relationship studies or for development of new and improved products. Although appearing quite varied, the techniques used in pharmacological, food and feed, or other industrial areas differ more operationally than from major differences in the levels of chemical sophistication that are used.
引用
收藏
页码:2174 / 2195
页数:22
相关论文
共 288 条
[1]
Allenamides as Orthogonal Handles for Selective Modification of Cysteine in Peptides and Proteins [J].
Abbas, Ata ;
Xing, Bengang ;
Loh, Teck-Peng .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (29) :7491-7494
[2]
Deciphering the structure-immunogenicity relationship of anti-Candida glycoconjugate vaccines [J].
Adamo, Roberto ;
Hu, Qi-Ying ;
Torosantucci, Antonella ;
Crotti, Stefano ;
Brogioni, Giulia ;
Allan, Martin ;
Chiani, Paola ;
Bromuro, Carla ;
Quinn, Douglas ;
Tontini, Marta ;
Berti, Francesco .
CHEMICAL SCIENCE, 2014, 5 (11) :4302-4311
[3]
Synthetically defined glycoprotein vaccines: current status and future directions [J].
Adamo, Roberto ;
Nilo, Alberto ;
Castagner, Bastien ;
Boutureira, Omar ;
Berti, Francesco ;
Bernardes, Gonalo J. L. .
CHEMICAL SCIENCE, 2013, 4 (08) :2995-3008
[4]
Hydrazino-Pictet-Spengler Ligation as a Biocompatible Method for the Generation of Stable Protein Conjugates [J].
Agarwal, Paresh ;
Kudirka, Romas ;
Albers, Aaron E. ;
Barfield, Robyn M. ;
de Hart, Gregory W. ;
Drake, Penelope M. ;
Jones, Lesley C. ;
Rabuka, David .
BIOCONJUGATE CHEMISTRY, 2013, 24 (06) :846-851
[5]
A Pictet-Spengler ligation for protein chemical modification [J].
Agarwal, Paresh ;
van der Weijden, Joep ;
Sletten, Ellen M. ;
Rabuka, David ;
Bertozzi, Carolyn R. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2013, 110 (01) :46-51
[6]
A Traceless Staudinger Reagent To Deliver Diazirines [J].
Ahad, Ali M. ;
Jensen, Stephanie M. ;
Jewett, John C. .
ORGANIC LETTERS, 2013, 15 (19) :5060-5063
[7]
Genetically Encoded Alkenes in Yeast [J].
Ai, Hui-wang ;
Shen, Weijun ;
Brustad, Eric ;
Schultz, Peter G. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (05) :935-937
[8]
Chemical Macrocyclization of Peptides Fused to Antibody Fc Fragments [J].
Angelini, Alessandro ;
Diderich, Philippe ;
Morales-Sanfrutos, Julia ;
Thurnheer, Sarah ;
Hacker, David ;
Menin, Laure ;
Heinis, Christian .
BIOCONJUGATE CHEMISTRY, 2012, 23 (09) :1856-1863
[9]
Post-translational modification of genetically encoded polypeptide libraries [J].
Angelini, Alessandro ;
Heinis, Christian .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2011, 15 (03) :355-361
[10]
Selective tryptophan modification with rhodium carbenoids in aqueous solution [J].
Antos, JM ;
Francis, MB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) :10256-10257