Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

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• 作者：Ming-Liang Yuan ; Tian-Yu Jiang ; Lu-Pei Du ; Min-Yong Li ; ^{mli@sdu.edu.cn" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Bioluminescence imaging ; Coelenterazine derivatives ; Relative quantum yield ; Chemiluminescence ; Red-shifted
• 刊名：Chinese Chemical Letters
• 出版年：2016
• 出版时间：April 2016
• 年：2016
• 卷：27
• 期：4
• 页码：550-554
• 全文大小：1066 K

文摘

Replacement of the methylene group at the C-8 position with an extended electronic conjugation is a new promising method to develop red-shifted coelenterazine derivatives. In this paper, we have described an oxygen-containing coelenterazine derivative with a significant red-shifted (63 nm) bioluminescence signal maximum relative to coelenterazine 400a (DeepBlueC™, 1). In cell imaging, the sulfur-containing coelenterazine derivative displayed a significantly (1.77 ± 0.09; P ≤ 0.01) higher luminescence signal compared to coelenterazine 400a and the oxygen-containing coelenterazine derivative exhibited a slightly (0.74 ± 0.08; P ≤ 0.05) lower luminescence signal. It is beneficial to understand further the underlying mechanisms of bioluminescence.