Biosynthesis of firefly luciferin in adult lantern: decarboxylation of L-cysteine is a key step for benzothiazole ring formation in firefly luciferin synthesis.
Biosynthesis of firefly luciferin in adult lantern: decarboxylation of L-cysteine is a key step for benzothiazole ring formation in firefly luciferin synthesis.
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成人灯笼中萤火虫荧光素的生物合成：L-半半胱氨酸的脱羧是萤火虫荧光素合成中苯甲唑环形成的关键步骤。
DOI：
10.1371/journal.pone.0084023
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发表时间：
2013
期刊：
影响因子：
3.7
通讯作者：
Inouye S
中科院分区：
文献类型：
--
作者：
Oba Y;Yoshida N;Kanie S;Ojika M;Inouye S
萤火虫和甲虫的生物发光是由生物发光酶-生物发光素反应产生的。研究了萤火虫荧光素酶的发光特性和蛋白质结构，并将其cDNA用于各种检测系统。1963年，萤火虫荧光素的化学结构被鉴定为β-形式，并且对萤火虫荧光素的生物合成的研究在20世纪70年代早期开始。利用14 C标记化合物进行了掺入实验，并提出半胱氨酸和苯醌/氢醌是萤火虫荧光素的生物合成组分。然而，30多年来，关于萤火虫幼虫的生物合成成分一直没有明确的结论。通过将稳定同位素标记的化合物，包括α-[U-13 C3]-半胱氨酸，α-[1- 13 C]-半胱氨酸，α-[3- 13 C]-半胱氨酸，1，4-[D 6]-氢醌和p-[2，3，5，6-D]-苯醌注射到活的日本萤火虫Luciola lateralis的成年灯笼中进行掺入研究。从灯笼中提取萤火虫荧光素后，用LC/ESI-TOF-MS鉴定了萤火虫荧光素中稳定同位素标记化合物的掺入，并通过萤火虫荧光素的质谱裂解确定了萤火虫荧光素中稳定同位素原子的位置。我们第一次证明了β-和β-萤火虫胆固醇是在成年萤火虫的灯笼中由两个β-半胱氨酸分子与对苯醌/1，4-氢醌生物合成的，伴随着β-半胱氨酸的脱羧。
Bioluminescence in fireflies and click beetles is produced by a luciferase-luciferin reaction. The luminescence property and protein structure of firefly luciferase have been investigated, and its cDNA has been used for various assay systems. The chemical structure of firefly luciferin was identified as the ᴅ-form in 1963 and studies on the biosynthesis of firefly luciferin began early in the 1970’s. Incorporation experiments using 14C-labeled compounds were performed, and cysteine and benzoquinone/hydroquinone were proposed to be biosynthetic component for firefly luciferin. However, there have been no clear conclusions regarding the biosynthetic components of firefly luciferin over 30 years. Incorporation studies were performed by injecting stable isotope-labeled compounds, including ʟ-[U-13C3]-cysteine, ʟ-[1-13C]-cysteine, ʟ-[3-13C]-cysteine, 1,4-[D6]-hydroquinone, and p-[2,3,5,6-D]-benzoquinone, into the adult lantern of the living Japanese firefly Luciola lateralis. After extracting firefly luciferin from the lantern, the incorporation of stable isotope-labeled compounds into firefly luciferin was identified by LC/ESI-TOF-MS. The positions of the stable isotope atoms in firefly luciferin were determined by the mass fragmentation of firefly luciferin. We demonstrated for the first time that ᴅ- and ʟ-firefly luciferins are biosynthesized in the lantern of the adult firefly from two ʟ-cysteine molecules with p-benzoquinone/1,4-hydroquinone, accompanied by the decarboxylation of ʟ-cysteine.
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影响因子：
2.1
作者：
Kato, S;Oba, Y;Inouye, S
通讯作者：
Inouye, S
影响因子：
4.1
作者：
Lembert, N
通讯作者：
Lembert, N
DOI：
10.1016/j.bbrc.2009.10.028
发表时间：
2009-12-18
影响因子：
3.1
作者：
Oba, Yuichi;Kato, Shin-ichi;Inouye, Satoshi
通讯作者：
Inouye, Satoshi
DOI：
10.1016/0305-0491(88)90126-5
发表时间：
1988-01-01
影响因子：
2.2
作者：
COLEPICOLO, P;PAGNI, D;BECHARA, EJH
通讯作者：
BECHARA, EJH
影响因子：
7.3
作者：
Derikvand, Fatemeh;Bigi, Franca;Sartori, Giovanni
通讯作者：
Sartori, Giovanni