Enzymatic synthesis of isotopically labeled isoprenoid diphosphates.
Recombinant yeast isopentenyl diphosphate (IPP) isomerase and avian farnesyl diphosphate (FPP) synthase from overproducing strains of Escherichia coli were used to synthesize FPP from IPP and dimethylallyl diphosphate (DMAPP). [2,4,5-13C3]IPP and [2,4,5-13C3]DMAPP were synthesized from ethyl [2-13C]bromoacetate and [1,3-13C2]acetone. Thes compounds were used as substrates for enzymatic synthesis of FPP selectivity labeled at the first or third isoprene residue or at all three.
Christensen
D J
DJ
University of Utah, Department of Chemistry, Salt Lake City 84112.
Poulter
C D
CD
D019883:Alkyl and Aryl Transferases; D000818:Animals; D001717:Birds; D002247:Carbon Isotopes; D019748:Carbon-Carbon Double Bond Isomerases; D004926:Escherichia coli; D051231:Farnesyltranstransferase; D045782:Hemiterpenes; D007202:Indicators and Reagents; D007535:Isomerases / Q000302:isolation & purification; D007553:Isotope Labeling / Q000379:methods; D009682:Magnetic Resonance Spectroscopy; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011106:Polyisoprenyl Phosphates / Q000138:chemical synthesis* / Q000737:chemistry; D011994:Recombinant Proteins / Q000302:isolation & purification / Q000378:metabolism; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D012717:Sesquiterpenes; D014166:Transferases / Q000302:isolation & purification
D002247:Carbon Isotopes; D045782:Hemiterpenes; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D011106:Polyisoprenyl Phosphates; D011994:Recombinant Proteins; D012717:Sesquiterpenes; C004809:isopentenyl pyrophosphate; C043060:3,3-dimethylallyl pyrophosphate; C004808:farnesyl pyrophosphate; D014166:Transferases; D019883:Alkyl and Aryl Transferases; D051231:Farnesyltranstransferase; D007535:Isomerases; D019748:Carbon-Carbon Double Bond Isomerases; C021453:isopentenyldiphosphate delta-isomerase