Synthesis of deuterium-labeled derivatives of dimethylallyl diphosphate.
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).
315 South 1400 East RM 2020, Department of Chemistry, University of Utah, Salt Lake City, Utah 84112, USA.
Hirekodathakallu V
HV
Thulasiram
Richard M
RM
Phan
Susan B
SB
Rivera
C Dale
CD
Poulter
D003903:Deuterium; D004798:Enzymes / Q000378:metabolism; D045782:Hemiterpenes / Q000138:chemical synthesis*; D007553:Isotope Labeling / Q000379:methods*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*
D004798:Enzymes; D045782:Hemiterpenes; D009943:Organophosphorus Compounds; C043060:3,3-dimethylallyl pyrophosphate; D003903:Deuterium