Rapid diazotransfer for selective lysine labelling DOI Creative Commons
Susannah H. Calvert, Tomasz Pawlak, Gary Hessman

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(39), P. 7976 - 7981

Published: Jan. 1, 2024

A rapid method to install azides into amino acids, peptides, and proteins, allowing for selective modification of a single lysine.

Language: Английский

Electro-induced C-H/S-H Cross-Coupling for the Functionalization/Macrocyclization of Cysteine-Containing Peptides DOI
Meng Gao,

Fang Xiang,

Jia Deng

et al.

Published: April 7, 2025

Abstract The electrochemical platform that underpins the promising future of selective modifications peptides and proteins, however, is still rather underdeveloped. Here in, an electro-induced umpolung approach enables efficient functionalization/macrocyclization cysteine-containing reported. Notably, this method utilizes simple halogen source takes metal-mediated atom transfer as main pathway to enable in-situ polarity reversal, highlighting unique possibilities associated with activation methods. Under mild conditions, cysteine residue can be well-labelled high chemo-selectivity excellent conversion. This transformation tolerate a wide range valuable enamines, azoles, partners, also utilized macrocyclization tactic for cyclic peptide synthesis other areas.

Language: Английский

Citations

0
Triflic Acid-Mediated Chemoselective Indole C2-Heteroarylation of Peptide Tryptophan Residues by Triazine DOI
Jian Li, Qi-Long Hu,

Jia-Shu Liu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 9, 2024

Peptide modification provides opportunities to afford peptides with designed functions. Among the proteogenic amino acids, tryptophan represents an ideal and attractive target for peptide because of exclusive chemical reactivity its unique indole structure. Herein, we reported C2 position-selective transition-metal-free approach derivatives tryptophan-containing by triazine via triflic acid activation that incorporated functional group could act as orthogonal handle further bioconjugation inverse electron demand Diels–Alder reaction.

Language: Английский

Citations

1
Design and synthesis of an environment-sensitive 3-methyleneisoindolin-1-one fluorophore for labeling DNA-interacting proteins DOI

Mariko Aso,

C Ohta,

Yixuan Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(35), P. 7231 - 7239

Published: Jan. 1, 2024

A new environment-sensitive fluorophore, 6-dimethylamino 3-methyleneisoindolinone, and reactive oligodeoxynucleotides for turn-on fluorescent lysine modification of target protein were developed.

Language: Английский

Citations

0
Rapid diazotransfer for selective lysine labelling DOI Creative Commons
Susannah H. Calvert, Tomasz Pawlak, Gary Hessman

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(39), P. 7976 - 7981

Published: Jan. 1, 2024

A rapid method to install azides into amino acids, peptides, and proteins, allowing for selective modification of a single lysine.

Language: Английский

Citations

0