title: Conversion of 2-chloro-cis,cis-muconate and its metabolites 2-chloro- and 5-chloromuconolactone by chloromuconate cycloisomerases of pJP4 and pAC27.
abstract: 2-Chloro-cis,cis-muconate, the product of ortho-cleavage of 3-chlorocatechol, was converted by purified preparations of the pJP4- and pAC27-encoded chloromuconate cycloisomerases (EC 5.5.1.7) to trans-dienelactone (trans-4-carboxymethylenebut-2-en-4-olide). The same compound was also formed when (+)-2-chloro- and (+)-5-chloromuconolactone were substrates of these enzyme preparations. Thus, the pJP4- and pAC27-encoded chloromuconate cycloisomerases are able to catalyze chloride elimination from (+)-5-chloromuconolactone. The ability to convert (+)-2-chloromuconolactone differentiates these enzymes from other groups of cycloisomerases.
authors.affiliation: Institut für Mikrobiologie, Universität Stuttgart, Germany.
authors.forename: M D
authors.initials: MD
authors.lastname: Vollmer
authors.forename: M
authors.initials: M
authors.lastname: Schlömann
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000378:metabolism; D000150:Acinetobacter / Q000201:enzymology; D000272:Adipates / Q000378:metabolism*; D000421:Alcaligenes / Q000201:enzymology; D002851:Chromatography, High Pressure Liquid; D006088:Gram-Negative Aerobic Bacteria / Q000201:enzymology*; D019753:Intramolecular Lyases; D007535:Isomerases / Q000378:metabolism*; D013011:Sorbic Acid / Q000031:analogs & derivatives* / Q000378:metabolism; D013053:Spectrophotometry
chemical_list: D000272:Adipates; C088142:5-chloromuconolactone; C088140:2-chloromuconic acid; C088141:2-chloromuconolactone; D007535:Isomerases; D019753:Intramolecular Lyases; C055773:chloromuconate cycloisomerase; D015107:4-Butyrolactone; D013011:Sorbic Acid