Stereoselective Incorporation of Isoleucine into Cypridina Luciferin in Cypridina hilgendorfii (Vargula hilgendorfii)
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The emission of light in the marine ostracod <I>Cypridina hilgendorfii</I> (presently <I>Vargula hilgendorfii</I>) is produced by the Cypridina luciferin-luciferase reaction in the presence of molecular oxygen. Cypridina luciferin has an asymmetric carbon derived from isoleucine, and the absolute configuration is identical to the C-3 position in <small>L</small>-isoleucine or <small>D</small>-alloisoleucine. To determine the stereoselective incorporation of the isoleucine isomers (<small>L</small>-isoleucine, <small>D</small>-isoleucine, <small>L</small>-alloisoleucine, and <small>D</small>-alloisoleucine), we synthesized four <SUP>2</SUP>H-labeled isoleucine isomers and examined their incorporation into Cypridina luciferin by feeding experiments. Judging by these results, <small>L</small>-isoleucine is predominantly incorporated into Cypridina luciferin. This suggests that the isoleucine unit of Cypridina luciferin is derived from <small>L</small>-isoleucine, but not from <small>D</small>-alloisoleucine.
- Agricultural and Biological Chemistry
Agricultural and Biological Chemistry 70(6), 1528-1532, 2006-06-23
Japan Society for Bioscience, Biotechnology, and Agrochemistry