- Biosynthesis of luciferin in the sea firefly, Cypridina hilgendorfii: L-tryptophan is a component in Cypridina luciferin
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Feeding experiment to the marine ostracod crustacean, Cypridina (Vargula) hilgendorfii, using L-tryptophan labeled with deuterium at indole ring revealed that the labeled L-tryptophan was incorporated into Cypridina luciferin as a component and the animals were able to synthesize the luciferin in a de novo synthetic pathway.
- Oba, Yuichi,Kato, Shin-Ichi,Ojika, Makoto,Inouye, Satoshi
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- The biosynthesis of the mould metabolites roquefortine and aszonalenin from L-[2,4,5,6,7-2H5]tryptophan
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L-[2,4,5,6,7-2H5]Tryptophan was incorporated into roquefortine 2 by Penicillium roqueforti and aszonalenin 3 by Aspergillus zonatus with retention in each case of five deuterium atoms; the 5a-hydrogen of both metabolites is derived from the 2-hydrogen of tryptophan.
- Bhat,Harrison,Lamont
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- Hydrogen/deuterium exchange of cross-linkable α-amino acid derivatives in deuterated triflic acid
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In this paper we report here a hydrogen/deuterium exchange (H/D exchange) of cross-linkable α-amino acid derivatives with deuterated trifluoromethanesulfonic acid (TfOD). H/D exchange with TfOD was easily applied to o-catechol containing phenylalanine (DOPA) within an hour. A partial H/D exchange was observed for trifluoromethyldiazirinyl (TFMD) phenylalanine derivatives. N-Acetyl-protected natural aromatic α-amino acids (Tyr and Trp) were more effective in H/D exchange than unprotected ones. The N-acetylated TFMD phenylalanine derivative afforded slightly higher H/D exchange than unprotected derivatives. An effective post-deuteration method for cross-linkable α-amino acid derivatives will be useful for the analysis of biological functions of bioactive peptides and proteins by mass spectrometry.
- Wang, Lei,Murai, Yuta,Yoshida, Takuma,Okamoto, Masashi,Masuda, Katsuyoshi,Sakihama, Yasuko,Hashidoko, Yasuyuki,Hatanaka, Yasumaru,Hashimoto, Makoto
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p. 1129 - 1134
(2015/07/20)
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- METHOD FOR DEUTERATION OR TRITIATION OF HETEROCYCLIC RING
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The present invention relates to a method for deuteration of a heterocyclic ring, which comprises subjecting a compound having a heterocyclic ring to sealed refluxing state in a deuterated solvent in the presence of an activated catalyst selected form a palladium catalyst, a platinum catalyst, a rhodium catalyst, a ruthenium catalyst, a nickel catalyst and a cobalt catalyst. In accordance with a method of the present invention, a hydrogen atom belonging to a heterocyclic ring of a compound having a heterocyclic ring can be very efficiently deuterated because temperature of deuteration reaction can be maintained at higher than boiling point of the solvent. Further, a method for deuteration of the present invention can be applied widely to deuteration of various compounds having a heterocyclic ring which are liable to decomposition under supercritical conditions or acidic conditions, leading to industrial and efficient deuteration of a compound having a heterocyclic ring.
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(2008/06/13)
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