The cyclized compound, and, cyclic compound solution containing a light-emitting method
PROBLEM TO BE SOLVED: To provide a method of producing a cyclized compound, and a method of causing a solution containing the cyclized compound to emit light.SOLUTION: A method of producing a cyclized compound represented by the chemical formula (II) comprises bringing an acid into contact with a compound represented by the general formula (I). (In the formula, R, Rand Rare each independently H or a substituent that becomes H upon the contact with the acid, and Ris OH or a substituent that becomes OH upon the contact with the acid.)
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Paragraph 0036-0038
(2017/08/15)
Synthesis of Firefly Luciferin Analogues and Evaluation of the Luminescent Properties
Five new firefly luciferin (1) analogues were synthesized and their light emission properties were examined. Modifications of the thiazoline moiety in 1 were employed to produce analogues containing acyclic amino acid side chains (2–4) and heterocyclic rings derived from amino acids (5 and 6) linked to the benzothiazole moiety. Although methyl esters of all of the synthetic derivatives exhibited chemiluminescence activity, only carboluciferin (6), possessing a pyrroline-substituted benzothiazole structure, had bioluminescence (BL) activity (λmax=547 nm). Results of bioluminescence studies with AMP-carboluciferin (AMP=adenosine monophosphate) and AMP-firefly luciferin showed that the nature of the thiazoline mimicking moiety affected the adenylation step of the luciferin–luciferase reaction required for production of potent BL. In addition, BL of 6 in living mice differed from that of 1 in that its luminescence decay rate was slower.