KEGG ENZYME: 5.5.1.7

ENZYME: 5.5.1.7

Entry

EC 5.5.1.7                  Enzyme

Name

chloromuconate cycloisomerase;
muconate cycloisomerase II;
2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing);
2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (ring-opening)

Class

Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)

Sysname

(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (ring-opening)

Reaction(IUBMB)

(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate = 3-chloro-cis,cis-muconate [RN:R04259]

Reaction(KEGG)

R04259;
(other) R05391 R05392 R06834 R06840 R08119 R09135 R09215 R09217 R09221

Substrate

(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate [CPD:C04522]

Product

3-chloro-cis,cis-muconate [CPD:C03585]

Comment

Requires Mn2+. The product of cycloisomerization of 3-chloro-cis,cis-muconate spontaneously eliminates chloride to produce cis-4-carboxymethylenebut-2-en-4-olide. Also acts on 2-chloro-cis,cis-muconate. Not identical with EC 5.5.1.1 (muconate cycloisomerase) or EC 5.5.1.11 (dichloromuconate cycloisomerase).

History

EC 5.5.1.7 created 1983

Pathway

ec00361

Chlorocyclohexane and chlorobenzene degradation

ec00364

Fluorobenzoate degradation

ec00623

Toluene degradation

ec01100

Metabolic pathways

ec01120

Microbial metabolism in diverse environments

Orthology

K01860

chloromuconate cycloisomerase

Genes

PKC:	PKB_3274(clcb1) PKB_3623(clcb3)

REU:	Reut_D6465 Reut_D6474

BXE:	Bxe_A1129(clcB)

BXB:	DR64_3289(tcbD)

CABK:

NK8_82460(tfdD)

BPT:	Bpet1535(catB2) Bpet3749(catB5)

AXY:	AXYL_06560(clcB)

SJP:	SJA_C1-21130(tfdD)

SRF:	LHU95_15885

Reference

1 [PMID:7305906]

Authors

Schmidt E, Knackmuss HJ.

Title

Chemical structure and biodegradability of halogenated aromatic compounds. Conversion of chlorinated muconic acids into maleoylacetic acid.

Journal

Biochem J 192:339-47 (1980)
DOI:10.1042/bj1920339

Reference

2 [PMID:11443090]

Authors

Kaulmann U, Kaschabek SR, Schlomann M

Title

Mechanism of chloride elimination from 3-chloro- and 2,4-dichloro-cis,cis-muconate: new insight obtained from analysis of muconate cycloisomerase variant CatB-K169A.

Journal

J Bacteriol 183:4551-61 (2001)
DOI:10.1128/JB.183.15.4551-4561.2001

Reference

3 [PMID:12930985]

Authors

Kajander T, Lehtio L, Schlomann M, Goldman A

Title

The structure of Pseudomonas P51 Cl-muconate lactonizing enzyme: co-evolution of structure and dynamics with the dehalogenation function.

Journal

Protein Sci 12:1855-64 (2003)
DOI:10.1110/ps.0388503

Sequence

[ag:AAD13626]