Site-Selective Labeling of Native Proteins by a Multicomponent Approach.
Chemical functionalization of proteins is an indispensable tool. Yet, selective labeling of native proteins has been an arduous task. The limited success of chemical methods allows N-terminus protein labeling, but the examples with side-chain residues are rare. Herein, we surpass this challenge through a multicomponent transformation that operates under physiological conditions in the presence of a protein, aldehyde, acetylene, and Cu-ligand complex. The methodology results in the labeling of a single lysine residue in nine distinct proteins.
Organic and Bioconjugate Chemistry Laboratory (OBCL), Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal, 462 066, India.
Maheshwerreddy
M
Chilamari
Organic and Bioconjugate Chemistry Laboratory (OBCL), Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal, 462 066, India.
Landa
L
Purushottam
Organic and Bioconjugate Chemistry Laboratory (OBCL), Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal, 462 066, India.
Vishal
http://orcid.org/0000-0002-6078-3516
V
Rai
D000114:Acetylene / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D003300:Copper / Q000737:chemistry; D006801:Humans; D008024:Ligands; D008239:Lysine / Q000737:chemistry*; D008958:Models, Molecular; D009113:Muramidase / Q000737:chemistry; D011506:Proteins / Q000737:chemistry*; D012259:Ribonuclease, Pancreatic / Q000737:chemistry
D000447:Aldehydes; D008024:Ligands; D011506:Proteins; D003300:Copper; D012259:Ribonuclease, Pancreatic; D009113:Muramidase; D008239:Lysine; D000114:Acetylene
A3 coupling reaction; chemoselectivity; multicomponent reaction; protein modifications; site selectivity