Literature DB >> 4296322

An improved synthesis of isopentenyl pyrophosphate.

C Donninger, G Popják.   

Abstract

1. Isopentenol was converted into isopentenyl phosphate with phosphoryl chloride in ether containing pyridine. 2. The isopentenyl phosphate reacted in 2-methylpropan-2-ol-water with morpholine and dicyclohexylcarbodi-imide to give isopentenyl phosphoromorpholidate. 3. The isopentenyl phosphoromorpholidate, with inorganic phosphate in pyridine containing tributylamine, gave isopentenyl pyrophosphate. The yield of pyrophosphate from monophosphate was 80-85% and the yield of pyrophosphate from isopentenol 40-60%. [1-(14)C]-Isopentenyl pyrophosphate was prepared by this method. 4. The yield of isopentenyl pyrophosphate from isopentenyl phosphate was substantially improved, in comparison with the yields obtained by published methods via the phosphoramidate, by the use of the phosphoromorpholidate.

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Year:  1967        PMID: 4296322      PMCID: PMC1198343          DOI: 10.1042/bj1050545

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  4 in total

1.  THE CHEMICAL SYNTHESIS OF MEVALONIC ACID 5-PHOSPHATE, ISOPENTENYL PYROPHOSPHATE, AND RELATED COMPOUNDS.

Authors:  C D FOOTE; F WOLD
Journal:  Biochemistry       Date:  1963 Nov-Dec       Impact factor: 3.162

2.  Synthesis of 3-methyl-3-butenyl-1-pyrophosphate.

Authors:  C YUAN; K BLOCH
Journal:  J Biol Chem       Date:  1959-10       Impact factor: 5.157

3.  Separation of the phosphoric esters on the filter paper chromatogram.

Authors:  C S HANES; F A ISHERWOOD
Journal:  Nature       Date:  1949-12-31       Impact factor: 49.962

Review 4.  The biological synthesis of cholesterol.

Authors:  K Bloch
Journal:  Science       Date:  1965-10-01       Impact factor: 47.728

  4 in total
  3 in total

1.  Synthesis of 10,11-dihydrofarnesyl pyrophosphate from 6,7-dihydrogeranyl pyrophosphate by prenyltransferase.

Authors:  G Popják; P W Holloway; J M Baron
Journal:  Biochem J       Date:  1969-02       Impact factor: 3.857

2.  Analogues of geranyl pyrophosphate as inhibitors of prenyltransferase.

Authors:  G Popják; P W Holloway; R P Bond; M Roberts
Journal:  Biochem J       Date:  1969-02       Impact factor: 3.857

3.  The development of dentotropic micelles with biodegradable tooth-binding moieties.

Authors:  Fu Chen; Zhenshan Jia; Kelly C Rice; Richard A Reinhardt; Kenneth W Bayles; Dong Wang
Journal:  Pharm Res       Date:  2013-06-14       Impact factor: 4.200

  3 in total

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