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Search The CSA
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Catalytic Site Atlas

CSA LITERATURE entry for 1dbf

E.C. namechorismate mutase
SpeciesBacillus subtilis (Bacteria)
E.C. Number (IntEnz) 5.4.99.5
CSA Homologues of 1dbf1com,1fnj,1fnk,1ode,1ufy,1ui9,1xho,2chs,2cht,
CSA Entries With UniProtID P19080
CSA Entries With EC Number 5.4.99.5
PDBe Entry 1dbf
PDBSum Entry 1dbf
MACiE Entry 1dbf

Literature Report

IntroductionChorismate mutase catalyses the rearrangement of chorismate to prephenate. This reaction is the first committed step in the biosynthesis of the amino acids tyrosine and phenylalanine in bacteria, and is one of the few pericyclic reactions known in biology.
MechansimThe rearrangement of chorismate to prephenate occurs in a single step via a chair-like transition state. Cleavage of the C-O bond goes slightly ahead of the new C-C bond formation, so there is a partial negative charge on the ether oxygen of chorismate in the transition state. This accumulation of negative charge is stabilised by Arg 90.
Reaction

Catalytic Sites for 1dbf

Annotated By Reference To The Literature - Site 1 (Perform Site Search)
ResidueChainNumberUniProtKB NumberFunctional PartFunctionTargetDescription
ArgA9090macie:sideChainStabilises the negative charge that develops on the ether oxygen of chorismate in the transition state.

Annotated By Reference To The Literature - Site 2 (Perform Site Search)
ResidueChainNumberUniProtKB NumberFunctional PartFunctionTargetDescription
ArgB9090macie:sideChainStabilises the negative charge that develops on the ether oxygen of chorismate in the transition state.

Annotated By Reference To The Literature - Site 3 (Perform Site Search)
ResidueChainNumberUniProtKB NumberFunctional PartFunctionTargetDescription
ArgC9090macie:sideChainStabilises the negative charge that develops on the ether oxygen of chorismate in the transition state.

Literature References

Notes:
Kast P
A strategically positioned cation is crucial for efficient catalysis by chorismate mutase.
J Biol Chem 2000 275 36832-36838
PubMed: 10960481
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