Identification of the biosynthetic units of Cypridina luciferin in Cypridina (Vargula) hilgendorfii by LC/ESI-TOF-MS

被引:25
作者
Kato, S
Oba, Y
Ojika, M
Inouye, S
机构
[1] Chisso Co, Yokohama Res Ctr, Kanazawa Ku, Yokohama, Kanagawa 2368605, Japan
[2] Nagoya Univ, Grad Sch Bioagr Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
基金
日本学术振兴会;
关键词
bioluminescence; stable isotope; imidazopyrazinone; luciferase; biosynthesis;
D O I
10.1016/j.tet.2004.09.080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In a luminous ostracod Cypridina (Vargula) hilgendorfii, Cypridina luciferin with an imidazopyrazinone structure (3,7-dihydroimidazopyrazin-3-one) is utilized for the luminescence reaction. To identify the biosynthetic units of Cypridina luciferin, the stable isotope labeled compounds were examined by feeding experiments with living Cypridina specimens. The incorporation of the labeled compounds into Cypridina luciferin was identified by the method of LC/ESI-TOF-MS analyses and these results suggested that L-tryptophan, L-arginine and L-isoleucine are structural units of Cypridina luciferin. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:11427 / 11434
页数:8
相关论文
共 41 条
[11]   IMAGING OF LUCIFERASE SECRETION FROM TRANSFORMED CHINESE-HAMSTER OVARY CELLS [J].
INOUYE, S ;
OHMIYA, Y ;
TOYA, Y ;
TSUJI, FI .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (20) :9584-9587
[12]   CRYSTALLINE LUCIFERIN FROM A LUMINESCENT FISH, PARAPRIACANTHUS BERYCIFORMES [J].
JOHNSON, FH ;
SHIMOMURA, O ;
HANEDA, Y ;
SUGIYAMA, N ;
SAIGA, Y .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1961, 47 (04) :486-&
[13]   INTERPHYLUM LUCIFERIN-LUCIFERASE REACTION [J].
JOHNSON, FH ;
HANEDA, Y ;
SIE, EHC .
SCIENCE, 1960, 132 (3424) :422-423
[14]  
KISHI Y, 1966, TETRAHEDRON LETT, V7, P3427
[15]  
KISHI Y, 1966, TETRAHEDRON LETT, V7, P3445
[16]   L-TRYPTOPHAN ALPHA-KETOISOCAPROATE AMINOTRANSFERASE FROM PSEUDOMONAS SP [J].
KOIDE, Y ;
HONMA, M ;
SHIMOMURA, T .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1980, 44 (09) :2013-2019
[17]   DETERMINATION OF D-AMINO ACIDS .2. USE OF A BIFUNCTIONAL REAGENT, 1,5-DIFLUORO-2,4-DINITROBENZENE [J].
MARFEY, P .
CARLSBERG RESEARCH COMMUNICATIONS, 1984, 49 (06) :591-596
[18]   CHEMICAL MECHANISMS IN BIOLUMINESCENCE [J].
MCCAPRA, F .
ACCOUNTS OF CHEMICAL RESEARCH, 1976, 9 (06) :201-208
[19]   THE CHEMISTRY OF BIOLUMINESCENCE [J].
MCCAPRA, F .
PROCEEDINGS OF THE ROYAL SOCIETY SERIES B-BIOLOGICAL SCIENCES, 1982, 215 (1200) :247-272
[20]  
MISENBOCK G, 1997, P NATL ACAD SCI USA, V94, P3402