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Overview for MACiE Entry M0271

Version history

General Information

EC Number: 5.4.2.9 (A member of the Isomerases, Intramolecular transferases, Phosphotransferases (phosphomutases))

Enzyme Name: phosphoenolpyruvate mutase

Biological Species: Mytilus edulis (Blue mussel)

Catalytic Chain UniprotKB Accession Codes:

  • P56839 - Phosphoenolpyruvate phosphomutase

Representative PDB Code: 1pym - PHOSPHOENOLPYRUVATE MUTASE FROM MOLLUSK IN WITH BOUND MG2-OXALATE (Resolution = 1.80 Å).

Catalytic CATH Codes:

Display structure information

Overall Reaction:

Image of Phosphoenolpyruvate

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Image of 3-Phosphonopyruvate

Phosphoenolpyruvate
C00074
CHEBI:58702
3-Phosphonopyruvate
C02798
CHEBI:17271

Overall Comment: There are three alternative mechanisms by which a phosphoryl transfer may proceed: (i) dissociative with a trigonal metaphosphate intermediate, (ii) concerted, associative transfer, involving a trigonal bipyramidal transition state, (iii) stepwise associative transfer (the addition-elimination pathway), involving a trigonal bipyramidal intermediate. The initial proposal had Asp58 acting as the phosphoryl carrier [1]. However, subsequent studies have suggested that the dissociative mechanism (whilst unusual) is more likely for this enzyme [2,3,4]. However, it is still unclear whether the reaction proceeds via a distinct metaphosphate intermediate, or a highly separated transition state [4].


View similar reactions


Stepwise Description of the Reaction

Step 1The metaphosphate dissociates from the phosphoenolpyruvate substrate.
Step 2The oxyanion initiated a nulceophilic attack of the C3 on the metaphosphate to form the product.

View similar reactions (composite manual annotation)


Catalytic Residues Involved

Type Number Chain Location of Function
Arg 159 A Side Chain
Ser 46 A Side Chain
Leu 48 A Main Chain Amide
Ser 123 A Side Chain
Asn 122 A Side Chain
His 190 A Side Chain

Metal Cofactors for M0271

Type Het group Number Chain
magnesium MG 1003 A Overview

References

  1. K. Huang et al. (1999), Structure Fold Des., 7, 539-548. Helix swapping between two alpha/beta barrels: crystal structure of phosphoenolpyruvate mutase with bound Mg(2+)-oxalate.
    Medline: 10378273
  2. S. Liu et al. (2002), Biochemistry, 41, 10270-10276. Dissociative Phosphoryl Transfer in PEP Mutase Catalysis: Structure of the Enzyme/Sulfopyruvate Complex and Kinetic Properties of Mutants.
    Medline: 12162742
  3. 3) D. Xu et al. (2008), J. Phys. Chem. B, 112, 4102-4108. Ab initio QM/MM studies of the phosphoryl transfer reaction catalyzed by PEP mutase suggest a dissociative metaphosphate transition state.
    Medline: 18331021
  4. D. Xu et al. (2005), J. Phys. Chem. B, 109, 13827-13834. Theoretical studies of dissociative phosphoryl transfer in interconversion of phosphoenolpyruvate to phosphonopyruvate: solvent effects, thio effects, and implications for enzymatic reactions.
    Medline: 16852731

Homologue information for M0271 (1pym)

CSA Homologues

MACiE Homologues (within the PDB)

MACiE Homologues (within UniprotKB/SwissProt)



Entries with at least one Catalytic CATH code in common (different mechanisms):

MACiE Entry Enzyme Name
EC Number
PDB code CATH code Composite
Reaction Similarity
Catalytic Machinery
Similarity
M0326 pyruvate kinase
2.7.1.40
1pkn 3.20.20.60
0.18180.1693Compare
M0207 pyruvate, phosphate dikinase
2.7.9.1
1kc7 3.20.20.60
0.02320.3296Compare
M0272 isocitrate lyase
4.1.3.1
1f61 3.20.20.60
0.13330.5726Compare
M0182 methylisocitrate lyase
4.1.3.30
1mum 3.20.20.60
0.06250.1922Compare

View a comparison of the other reactions in MACiE with the CATH domain 3.20.20.60


Links to this entry in other databases

Link to EC-PDB-SUM Link to PDB-SUM Link to RCSB PDB Link to PDBe Link to CSA
Link to MetaCyc Link to KEGG Link to BRENDA Link to ExplorENZ
Link to EzCatDB

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catalytic activity (molecular function)
metabolic process (biological process)
isomerase activity (molecular function)
metal ion binding (molecular function)
phosphoenolpyruvate mutase activity (molecular function)
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