title: Robust light emission from cyclic alkylaminoluciferin substrates for firefly luciferase.
abstract: Firefly luciferase utilizes the chemical energy of ATP and oxygen to convert its substrate, D-luciferin, into an excited-state oxyluciferin molecule. Relaxation of this molecule to the ground state is responsible for the yellow-green light emission. Synthetic cyclic alkylaminoluciferins that allow robust red-shifted light emission with the modified luciferase Ultra-Glo are described. Overall light emission is higher than that of acyclic alkylaminoluciferins, aminoluciferin, and the native substrate D-luciferin.
authors.affiliation: Department of Biochemistry and Molecular Pharmacology, University of Massachusetts Medical School, 364 Plantation Street, Worcester, Massachusetts 01605, USA.
authors.forename: Gadarla Randheer
authors.initials: GR
authors.lastname: Reddy
authors.forename: Walter C
authors.initials: WC
authors.lastname: Thompson
authors.forename: Stephen C
authors.initials: SC
authors.lastname: Miller
mesh_terms: D000255:Adenosine Triphosphate / Q000737:chemistry; D000818:Animals; D052160:Benzothiazoles / Q000737:chemistry; D048888:Fireflies / Q000201:enzymology*; D049454:Firefly Luciferin / Q000138:chemical synthesis / Q000737:chemistry*; D008027:Light; D049409:Luciferases, Firefly / Q000737:chemistry / Q000378:metabolism*; D049408:Luminescent Agents / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D052160:Benzothiazoles; C532924:D-luciferin; D049408:Luminescent Agents; D049454:Firefly Luciferin; D000255:Adenosine Triphosphate; D049409:Luciferases, Firefly; D010100:Oxygen