Synthesis of D- and L-Selenomethionine Double-Labeled with Deuterium and Selenium-82
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- Matsukawa Takehisa
- Juntendo University School of Medicine
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- Hasegawa Hiroshi
- School of Pharmacy, Tokyo University of Pharmacy and Life Sciences
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- Shinohara Yoshihiko
- School of Pharmacy, Tokyo University of Pharmacy and Life Sciences
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- Kobayashi Jun
- Juntendo University School of Medicine
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- Shinohara Atsuko
- Juntendo University School of Medicine Research Institute for Cultural Science, Seisen University
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- Chiba Momoko
- Juntendo University School of Medicine
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- Ichida Kimiyoshi
- School of Pharmacy, Tokyo University of Pharmacy and Life Sciences
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- Yokoyama Kazuhito
- Juntendo University School of Medicine
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Abstract
The synthesis of D- and L-selenomethionine labeled with 82Se and three deuteriums at Se-methyl group (D- and L-[2H3, 82Se]selenomethionine) was described. D- And L-[2H3, 82Se]selenomethionine were prepared by condensation of (R)- and (S)-2-amino-4-bromobutylic acid with lithium [2H3, 82Se]methaneselenolate, which was prepared from metal 82Se and [2H3]methyl iodide. The optical purities of D- and L-[2H3, 82Se]selenomethionine were determined by HPLC with a chiral stationary phase column and were found more than 99% ee. The chemical ionization mass spectra showed that the molecular related ion for N-isobutyloxycarbonyl ethyl ester derivatives of [2H3, 82Se]selenomethionine did not overlap with the m/z values known from that of non-labeled selenomethionine.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 58 (12), 1658-1660, 2010
The Pharmaceutical Society of Japan
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Details
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- CRID
- 1390282679149079040
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- NII Article ID
- 130000405700
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- NII Book ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 10894977
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed