Development of a luminescence-controllable firefly luciferin analogue using selective enzymatic cyclization

作者：Ioka Shuji; Saitoh Tsuyoshi; Maki Shojiro A; Imoto Masaya; Nishiyama Shigeru^*

来源：Tetrahedron, 2016, 72(47): 7505-7508.

DOI：10.1016/j.tet.2016.09.069

• Firefly luciferin derivative
• Bioluminescence
• Organic synthesis
• Enzyme detection
• Firefly luciferase

In this study, a new firefly luciferin analog that can switch firefly bioluminescence (BL) activity from 'off to 'on' state was designed and synthesized. BL inactive N-Ac-gamma-glutamate luciferin 3 contains an acyclic precursor of the thiazoline moiety. Enzymatic treatment of 3 with aminoacylase resulted in a smooth removal of the acyl protecting group and concomitant cyclization to provide BL active carboluciferin 2.

• 出版日期2016-11-24