title: Diazo Compounds: Versatile Tools for Chemical Biology.
abstract: Diazo groups have broad and tunable reactivity. That and other attributes endow diazo compounds with the potential to be valuable reagents for chemical biologists. The presence of diazo groups in natural products underscores their metabolic stability and anticipates their utility in a biological context. The chemoselectivity of diazo groups, even in the presence of azido groups, presents many opportunities. Already, diazo compounds have served as chemical probes and elicited novel modifications of proteins and nucleic acids. Here, we review advances that have facilitated the chemical synthesis of diazo compounds, and we highlight applications of diazo compounds in the detection and modification of biomolecules.
authors.affiliation: Department of Biochemistry, University of Wisconsin-Madison , 433 Babcock Drive, Madison, Wisconsin 53706, United States.
authors.forename: Kalie A
authors.initials: KA
authors.lastname: Mix
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Matthew R
authors.initials: MR
authors.lastname: Aronoff
authors.affiliation: Department of Biochemistry, University of Wisconsin-Madison , 433 Babcock Drive, Madison, Wisconsin 53706, United States.|Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Ronald T
authors.initials: RT
authors.lastname: Raines
mesh_terms: D000478:Alkylation; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D000818:Animals; D001671:Biochemistry / Q000379:methods; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry*; D061565:Cycloaddition Reaction / Q000379:methods; D003979:Diazonium Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D006801:Humans; D007202:Indicators and Reagents / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D009696:Nucleic Acids / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D001688:Biological Products; D003979:Diazonium Compounds; D007202:Indicators and Reagents; D009696:Nucleic Acids; D011506:Proteins