Recent advances in the synthesis of C-terminally modified peptides
A go-to compilation of recent strategies to access C-terminally modified peptides contextualized by a discussion of the major synthetic challenges that have historically hampered progress in this area.
Chemical methods for modification of proteins
The field of protein bioconjugation draws attention from stakeholders in chemistry, biology, and medicine. This review provides an overview of the present status, challenges, and opportunities for organic chemists.
A 2-formylphenylboronic acid (2FPBA)-maleimide crosslinker: a versatile platform for Cys-peptide–hydrazine conjugation and interplay
A heterobifunctional 2-formylphenylboronic acid (2-FPBA)–maleimide crosslinker is explored for the conjugation and interplay between hydrazines, thiols and cysteine peptides.
Clickable gold-nanoparticles as generic probe precursors for facile photoaffinity labeling application
Clickable photoreactive gold nanoparticles have been developed to facilitate one-step preparation of photoaffinity probes for bioactive small molecules and their application to target protein analysis.
Red-shifted backbone N–H photocaging agents
A 3-nitrodibenzofuran cure provides blue-shifted reactivity in vinylogous photocleavage processes.
Communication
Efficient and selective antibody modification with functionalised divinyltriazines
We have developed a highly efficient disulfide rebridging strategy for the modification of antibodies with substituted divinyltriazine linkers.
Disulphide-mediated site-directed modification of proteins
Site-directed addition of a single thiols handle to proteins by means of temporary disulphide rebridging of solvent exposed disulphides is obtained with a new labelling reagent.
Site-selective modification of proteins using cucurbit[7]uril as supramolecular protection for N-terminal aromatic amino acids
Supramolecular protection of N-terminal aromatic amino acids through complexation with cucurbit[7]uril can enable site-selective protein modification of unfavored motifs.
Communication
Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation
A genetically incorporated ThrK unnatural amino acid can undergo rapid periodate oxidation to reveal a reactive internal α-oxo aldehyde.
A laccase-catalysed tyrosine click reaction
The tyrosine click reaction of peptides/proteins with the tyrosine modification reagent, N-methyl luminol, was catalysed by a laccase in the presence of molecular oxygen (O2) at 37 °C.
Secondary modification of oxidatively-modified proline N-termini for the construction of complex bioconjugates
A sequential oxidative coupling and oxime or hydrazone ligation method allows construction of bifunctional N-terminal bioconjugates.
Selective modification of sulfamidate-containing peptides
Hybrid peptides whose N-terminal residues are activated in the form of α-methylisoserine cyclic sulfamidates exhibit rich reactivity as electrophiles, allowing site- and stereoselective modifications at different backbone and side chain positions.
Development of oxetane modified building blocks for peptide synthesis
The synthesis and use of oxetane modified dipeptide building blocks in solution and solid-phase peptide synthesis (SPPS) is reported.
Paper
General dual functionalisation of biomacromolecules via a cysteine bridging strategy
A general method that facilitates the modular dual functionalisation of a range of peptides and proteins is reported.
Mutational biosynthesis to generate novel analogs of nosiheptide featuring a fluorinated indolic acid moiety
The target product 6′-fluoro-nosiheptide (6′-F-NOS), along with 6′-fluoro-nosiheptide intermediate (NOS 6′-F-NOSint), was obtained by mutational biosynthesis via 6′-fluoro-MIA feeding into mutant NosL.
Design, synthesis and structure of a frustrated benzoxaborole and its applications in the complexation of amines, amino acids, and protein modification
Design and synthesis of arylboronic acid 2, the first example of a permanently open “frustrated” benzoxaborole, is described along with an exploration of its application in the complexation of amines and amino acids, and protein modification.
Paper
Site-selective protein modification via disulfide rebridging for fast tetrazine/trans-cyclooctene bioconjugation
Site-selective incorporation of a reactive tetrazine tag into therapeutically relevant peptides and proteins via disulfide rebridging allows fast preparation of stable bioconjugates “on-demand”.
About this collection
The chemical modification of proteins is an important and ever growing field. This collection, guest edited by Professors Annemieke Madder (Ghent University, Belgium), Gonçalo Bernardes (University of Cambridge, UK), and Hiroyuki Nakamura (Tokyo institute of Technology, Japan) showcases the latest advances in Methodology Development for Protein Modifications. The collection scope covers but is not limited to all aspects of new synthetic methods towards protein modification and their application.
New articles will be added to the collection upon publication. Please return to this page frequently to see the collection grow.