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Synthesis of deuterium-labeled derivatives of dimethylallyl diphosphate.

Authors
  • Thulasiram, Hirekodathakallu V1
  • Phan, Richard M
  • Rivera, Susan B
  • Poulter, C Dale
  • 1 315 South 1400 East RM 2020, Department of Chemistry, University of Utah, Salt Lake City, Utah 84112, USA.
Type
Published Article
Journal
The Journal of organic chemistry
Publication Date
Feb 17, 2006
Volume
71
Issue
4
Pages
1739–1741
Identifiers
PMID: 16468838
Source
Medline
License
Unknown

Abstract

Short practical syntheses for five deuterium-labeled derivatives of dimethylallyl diphosphate (DMAPP) useful for enzymological studies are reported. These include the preparation of the C1-labeled derivatives (R)-[1-2H]3-methylbut-2-enyl diphosphate ((R)-[1-2H]1-OPP) and (S)-[1-2H]3-methylbut-2-enyl diphosphate ((S)-[1-2H]1-OPP), the C2-labeled derivative [2-2H]3-methylbut-2-enyl diphosphate ([2-2H]1-OPP), and the methyl-labeled derivatives (E)-[4,4,4-2H3]3-methylbut-2-enyl diphosphate ((E)-[4,4,4-2H3]1-OPP) and (Z)-[4,4,4-2H3]3-methyl-but-2-enyl diphosphate ((Z)-[4,4,4-2H3]1-OPP).

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