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

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...

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Bibliographic Details
Published in:Tetrahedron 2004-12, Vol.60 (50), p.11427-11434
Main Authors: Kato, Shin-ichi, Oba, Yuichi, Ojika, Makoto, Inouye, Satoshi
Format: Article
Language:English
Subjects:
Bioluminescence
Biosynthesis
Imidazopyrazinone
Luciferase
Stable isotope
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Summary: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. With the feeding experiment of stable isotope labeled compounds in a luminous ostracod Cypridina ( Vargula) hilgendorfii, l-tryptophan, l-arginine and l-isoleucine are identified as the structural units of Cypridina luciferin by LC/ESI-TOF-MS analysis.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2004.09.080