Comment | This family consists of examples of phosphonopyruvate an decarboxylase enzyme that produces phosphonoacetaldehyde (Pald), the second step in the biosynthesis phosphonate-containing compounds. Since the preceding enzymate step, PEP phosphomutase (AepX, TIGR02320) favors the substrate PEP energetically, the decarboxylase is required to drive the reaction in the direction of phosphonate production. Pald is a precursor of natural products including antibiotics like bialaphos [1] and phosphonothricin [2] in Streptomyces species, phosphonate-modified molecules such as the polysaccharide B of Bacteroides fragilis [3], the phosphonolipids of Tetrahymena pyroformis [4], the glycosylinositolphospholipids of Trypanosoma cruzi [5]. This gene generally occurs in prokaryotic organisms adjacent to the gene for AepX. Most often an aminotansferase (aepZ) is also present which leads to the production of the most common phosphonate compound, 2-aminoethylphosphonate (AEP). |
References | RN [1]
RM PMID: 1337066
RT Studies on the biosynthesis of bialaphos (SF-1293). 14. Nucleotide sequence of phosphoenolpyruvate phosphomutase gene isolated from a bialaphos producing organism, Streptomyces hygroscopicus, and its expression in Streptomyces lividans.
RA Hidaka T, Hidaka M, Seto H
RL J Antibiot (Tokyo). 1992 Dec;45(12):1977-80.
RN [2]
RM PMID: 9673017
RT Isolation and characterization of the PEP-phosphomutase and the phosphonopyruvate decarboxylase genes from the phosphinothricin tripeptide producer Streptomyces viridochromogenes Tu494.
RA Schwartz D, Recktenwald J, Pelzer S, Wohlleben W
RL FEMS Microbiol Lett. 1998 Jun 15;163(2):149-57.
RN [3]
RM PMID: 11035722
RT Bacteroides fragilis NCTC9343 produces at least three distinct capsular polysaccharides: cloning, characterization, and reassignment of polysaccharide B and C biosynthesis loci.
RA Coyne MJ, Kalka-Moll W, Tzianabos AO, Kasper DL, Comstock LE
RL Infect Immun. 2000 Nov;68(11):6176-81.
RN [4]
RM PMID: 1547241
RT Phosphonate biosynthesis: molecular cloning of the gene for phosphoenolpyruvate mutase from Tetrahymena pyriformis and overexpression of the gene product in Escherichia coli.
RA Seidel HM, Pompliano DL, Knowles JR
RL Biochemistry. 1992 Mar 10;31(9):2598-608.
RN [5]
RM PMID: 12672809
RT Properties of phosphoenolpyruvate mutase, the first enzyme in the aminoethylphosphonate biosynthetic pathway in Trypanosoma cruzi.
RA Sarkar M, Hamilton CJ, Fairlamb AH
RL J Biol Chem. 2003 Jun 20;278(25):22703-8. Epub 2003 Apr 2. |