Coelenterazine analogues emit red-shifted bioluminescence with NanoLuc

被引:0
|
作者
Shakhmin, Anton [1 ]
Hall, Mary P. [2 ]
Machleidt, Thomas [2 ]
Walker, Joel R. [1 ]
Wood, Keith V. [2 ]
Kirkland, Thomas A. [1 ]
机构
[1] Promega Biosci LLC, 277 Granada Dr, San Luis Obispo, CA 93401 USA
[2] Promega Corp, 2800 Woods Hollow Rd, Madison, WI 53711 USA
关键词
IMAGING IN-VIVO; RENILLA LUCIFERASE; SUBSTRATE; OPLOPHORUS; REPORTER; PROTEIN; BRET; CHEMILUMINESCENCE; LUMINESCENCE; SUBSTITUTION;
D O I
10.1039/c7ob01985hrsc.li/obc
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the synthesis and characterization of novel coelenterazine analogues that demonstrate a red-shift in their bioluminescent emission with NanoLuc luciferase. These coelenterazines can be tuned to shift the bioluminescent emission from blue light in the native system. In particular, direct attachment of an aryl moiety to the imidazopyrazinone core of furimazine at the C8 position provides a significant red-shift while maintaining reasonable light output. In addition, modification of the C6 aryl moiety provided additive red-shifts, and by combining the most promising modifications we report a coelenterazine with a maximum emission near 600 nm with NanoLuc. Finally, we show that this new bioluminescent system is capable of efficient BRET to far-red fluorophores. We anticipate these new principles of NanoLuc substrate design will impact applications that depend on shifting the colour of emission to the red, most notably in vivo bioluminescent imaging.
引用
收藏
页码:8559 / 8567
页数:9
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