Practical Synthesis of 5-Phospho-D-ribosyl α-1-Pyrophosphate (PRPP): Enzymatic Routes from Ribose 5-Phosphate or Ribose1

Akiva Gross, Obsidiana Abril, Jerome M. Lewis, Shimona Geresh, George M. whitesides

Research output: Contribution to journalArticlepeer-review

47 Scopus citations

Abstract

This paper describes enzymatic syntheses of 5-phospho-D-ribosyl α-1-pyrophosphate (PRPP) on a 75-mmol scale. The reactions used PAN-immobilized PRPP synthetase as catalyst with in situ ATP-cofactor regeneration. In one procedure pure r-5-P was used as a starting material; in a second, r-5-P was synthesized by ribokinase-catalyzed phosphorylation of D-ribose and used in situ. The potential for use of PRPP as a starting material for the preparation of nucleotides was demonstrated by an enzymatic synthesis of UMP. This paper also describes several methods for the preparation of r-5-P: acid-catalyzed hydrolysis of AMP, acid-catalyzed hydrolysis of a crude mononucleotide mixture obtained by digestion of RNA, chemical synthesis from D-ribose, and ribokinase-catalyzed synthesis from D-ribose. Procedures are described for the isolation of PRPP synthetase (from Salmonella typhimurium) and ribokinase (from Lactobacillus plantarum) and for the immobilization of these enzymes in PAN.

Original languageEnglish
Pages (from-to)7428-7435
Number of pages8
JournalJournal of the American Chemical Society
Volume105
Issue number25
DOIs
StatePublished - 1 Jan 1983
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)
  • Biochemistry
  • Colloid and Surface Chemistry

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