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Bioscience, Biotechnology, and Biochemistry Volume 70, 2006 - Issue 6
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Original Articles

Stereoselective Incorporation of Isoleucine into Cypridina Luciferin in Cypridina hilgendorfii (Vargula hilgendorfii)

Shin-ichi KATOGraduate School of Bioagricultural Sciences, Nagoya University
,
Yuichi OBAGraduate School of Bioagricultural Sciences, Nagoya University
,
Makoto OJIKAGraduate School of Bioagricultural Sciences, Nagoya University
&
Satoshi INOUYEYokohama Research Center, Chisso Co.
Pages 1528-1532 | Received 06 Feb 2006, Accepted 27 Mar 2006, Published online: 22 May 2014

  • 1) Harvey, E. N., Studies on bioluminescence. IV. The chemistry of light production in a Japanese ostracod crustacean, Cypridina hilgendorfii, Müller. Am. J. Physiol., 42, 318–341 (1917).
  • 2) Shimomura, O., Goto, T., and Hirata, Y., Crystalline Cypridina luciferin. Bull. Chem. Soc. Jpn., 30, 929–933 (1957).
  • 3) Kishi, Y., Goto, T., Hirata, Y., Shimomura, O., and Johnson, F. H., Cypridina bioluminescence. I. Structure of Cypridina luciferin. Tetrahedron Lett., 7, 3427–3436 (1966).
  • 4) Kishi, Y., Goto, T., Inoue, S., Sugiura, S., and Kishimoto, H., Cypridina bioluminescence. III. Total synthesis of Cypridina luciferin. Tetrahedron Lett., 7, 3445–3450 (1966).
  • 5) Oba, Y., Kato, S., Ojika, M., and Inouye, S., Biosynthesis of luciferin in the sea firefly, Cypridina hilgendorfii: L-tryptophan is a component in Cypridina luciferin. Tetrahedron Lett., 43, 2389–2392 (2002).
  • 6) Kato, S., Oba, Y., Ojika, M., and Inouye, S., Identification of the biosynthetic units of Cypridina luciferin in Cypridina (Vargula) hilgendorfii by LC/ESI-TOF-MS. Tetrahedron, 60, 11427–11434 (2004).
  • 7) Kato, S., Oba, Y., Ojika, M., and Inouye, S., Biosynthesis of Cypridina luciferin from free amino acids in Cypridina (Vargula) hilgendorfii. In “Bioluminescence and Chemiluminescence: Progress and Perspectives,” eds. Tsuji, A., Matsumoto, M., Maeda, M., Kricka, L. J., and Stanley, P. E., World Scientific, Danvers, pp. 121–125 (2005).
  • 8) Toya, Y., Biosynthesis of Vargula hilgendorfii luciferin, arisen from L-arginine, L-tryptophan, and L-isoleucine. In “Bioluminescence and Chemiluminescence: Progress and Perspectives,” eds. Tsuji, A., Matsumoto, M., Maeda, M., Kricka, L. J., and Stanley, P. E., World Scientific, Danvers, pp. 129–132 (2005).
  • 9) Hasegawa, H., Arai, S., Shinohara, H., and Baba, S., Synthesis of (2S,3S)-2-amino-3-methylpent-4-ynoic acid, a precursor amino acid for the preparation of tritium- or deuterium-labeled peptide in the isoleucine residue. J. Chem. Soc., Perkin Trans. 1, 489–494 (1993).

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