DB code: D00509

CATH domain 3.40.47.10 : Peroxisomal Thiolase; Chain A, domain 1 Catalytic domain
3.40.47.10 : Peroxisomal Thiolase; Chain A, domain 1 Catalytic domain
E.C. 2.3.1.-
CSA
M-CSA
MACiE

CATH domain Related DB codes (homologues)
3.40.47.10 : Peroxisomal Thiolase; Chain A, domain 1 D00090 D00411 D00825 D00826 D00867 D00871

Uniprot Enzyme Name
UniprotKB Protein name Synonyms Pfam
P48391 2-pyrone synthase
2-PS
EC 2.3.1.-
G2ps1
PF02797 (Chal_sti_synt_C)
PF00195 (Chal_sti_synt_N)
[Graphical View]

KEGG enzyme name

UniprotKB: Accession Number Entry name Activity Subunit Subcellular location Cofactor
P48391 2PS_GERHY

KEGG Pathways
Map code Pathways E.C.

Compound table
Substrates Products Intermediates
KEGG-id C00083 C00024 C00010 C02752 C00011
E.C. (Diketide CoA thioester)
Compound Malonyl-CoA Acetyl-CoA CoA Triacetate lactone CO2 Monoketide intermediate Enolic acetyl-CoA Acetoacetyl-CoA Diketide intermediate Triketide CoA thioester Triketide intermediate Cyclized triketide
Type amine group,carbohydrate,carboxyl group,nucleotide ,peptide/protein,sulfide group amine group,carbohydrate,nucleotide ,peptide/protein,sulfide group amine group,carbohydrate,nucleotide ,peptide/protein,sulfhydryl group aromatic ring (with hetero atoms other than nitrogen atoms) others
ChEBI 15531
 15531
 		15351
 15351
 		15346
 15346
 		16458
 16458
 		16526
 16526
PubChem 10663
 644066
 10663
 644066
 		444493
 6302
 444493
 6302
 		6816
 87642
 6816
 87642
 		54675757
 54675757
 		280
 280
1ee0A01 Unbound Unbound Unbound Unbound Unbound Unbound
1ee0B01 Unbound Unbound Unbound Unbound Unbound Unbound
1qlvA01 Unbound Unbound Unbound Unbound Unbound Unbound
1qlvB01 Unbound Unbound Unbound Unbound Unbound Unbound
1ee0A02 Unbound Unbound Unbound Unbound Unbound Intermediate-bound:CAA
1ee0B02 Unbound Unbound Unbound Unbound Unbound Intermediate-bound:CAA
1qlvA02 Unbound Unbound Unbound Unbound Unbound Unbound
1qlvB02 Unbound Unbound Unbound Unbound Unbound Unbound

Reference for Active-site residues
resource references E.C.
Swiss-prot;P48391

Active-site residues
PDB Catalytic residues Cofactor-binding residues Modified residues Main-chain involved in catalysis Comment
1ee0A01 ;PHE 220 CSD 169(Double Oxidized)
1ee0B01 ;PHE 220 CSD 169(Double Oxidized)
1qlvA01 ;PHE 220 CSD 169(Double Oxidized)
1qlvB01 ;PHE 220 CSD 169(Double Oxidized)
1ee0A02 HIS 308;ASN 341
1ee0B02 HIS 308;ASN 341
1qlvA02 HIS 308;ASN 341
1qlvB02 HIS 308;ASN 341

References for Catalytic Mechanism
References Sections No. of steps in catalysis
[2]
Fig.5, p.923-924 5
[3]
p.14836-14837

References
[1]
Resource
Comments
Medline ID
PubMed ID
Journal Nature
Year 1998
Volume 396
Pages 387-90
Authors Eckermann S, Schroeder G, Schmidt J, Strack D, Edrada RA, Helariutta Y, Elomaa P, Kotilainen M, Kilpelaeinen I, Proksch P, Teeri TH, Schroeder J
Title New pathway to polyketides in plants.
Related PDB
Related UniProtKB P48391
[2]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 11137815
Journal Chem Biol
Year 2000
Volume 7
Pages 919-30
Authors Jez JM, Austin MB, Ferrer J, Bowman ME, Schroder J, Noel JP
Title Structural control of polyketide formation in plant-specific polyketide synthases.
Related PDB 1ee0
Related UniProtKB
[3]
Resource
Comments
Medline ID
PubMed ID 11732902
Journal Biochemistry
Year 2001
Volume 40
Pages 14829-38
Authors Jez JM, Bowman ME, Noel JP
Title Structure-guided programming of polyketide chain-length determination in chalcone synthase.
Related PDB 1i86 1i88 1i89 1i8b
Related UniProtKB

Comments
The enzyme reactions of this enzyme seems to be similar to those of its homologous enzyme, Chalcone synthase (D00411 in EzCatDB).
According to the literature [2], this enzyme catalyzes the following reactions:
(A) Transfer of acyl group from sulfur atom of acetyl-CoA to the nucleophilic cysteine residue, forming monoketide intermediate:
(B) Eliminative double-bond formation; Elimination of CO2 from malonyl-CoA, giving enolic acetyl-CoA:
(C) Transfer of acyl group (monoketide) from the cysteine residue to the carbon atom of enolic acetyl-CoA, forming diketide CoA thioester (acetoacetyl-CoA):
(D) Transfer of acyl group (diketide) from sulfur atom of acetoacetyl-CoA to the cysteine residue, forming diketide intermediate:
(E) Eliminative double-bond formation; Elimination of CO2 from malonyl-CoA, giving enolic acetyl-CoA:
(F) Transfer of acyl group (diketide) from the cysteine residue to the carbon atom of enolic acetyl-CoA, forming triketide CoA thioester:
(G) Transfer of acyl group (triketide) from sulfur atom of triketide CoA thioester to the cysteine residue, forming triketide intermediate:
(H) Isomerization of triketide intermediate, forming enolic triketide intermediate:
(I) Intramolecular transfer of acyl group from the cysteine to the enolic oxygen of the enolic triketide intermediate (Cyclization):
(J) Isomerization of carbonyl oxygen to hydroxyl oxygen:

Created Updated
2002-11-25 2009-02-26