spacer

Overview for MACiE Entry M0055

Version history

General Information

EC Number: 4.2.1.10 (A member of the Lyases, Carbon-oxygen lyases, Hydro-lyases)

Enzyme Name: 3-dehydroquinate dehydratase (type II)

Biological Species: Streptomyces coelicolor (Bacteria)

Catalytic Chain UniprotKB Accession Codes:

  • P15474 - 3-dehydroquinate dehydratase

Representative PDB Code: 1gu1 - CRYSTAL STRUCTURE OF TYPE II DEHYDROQUINASE FROMSTREPTOMYCES COELICOLOR COMPLEXED WITH 2,3-ANYDRO-QUINICACID (Resolution = 1.8 Å).

Catalytic CATH Codes:

"Other" CATH Codes:

Display structure information

Overall Reaction:

Image of 3-dehydroquinic acid

right arrow

Image of 3-dehydroshikimate

Image of water

3-dehydroquinic acid
C00944
CHEBI:17947
3-dehydroshikimate
C02637
CHEBI:30918
water
C00001
CHEBI:15377

View similar reactions


Stepwise Description of the Reaction

Step 1Tyr28 deprotonates the substrate, forming a double bond and causing the ketone group to reduce and deprotonate water, which in turn deprotonates Asn16.
Step 2Asn16 deprotonates water, which deprotonates the C1-hydroxy, causing a double bond rearrangement that eliminates water with deprotonation of His106, which in turn deprotonates Glu104.
Step 3Glu104 deprotonates His106, which deprotonates water, which in turn deprotonates Tyr28 in an inferred step.

View similar reactions (composite manual annotation)


Catalytic Residues Involved

Type Number Chain Location of Function
Pro 15 A Main Chain Carbonyl
Asn 16 A Side Chain
Arg 23 A Side Chain
Tyr 28 A Side Chain
Asn 79 A Side Chain
Ala 82 A Main Chain Amide
Glu 104 A Side Chain
His 106 A Side Chain
Arg 113 A Side Chain

References

  1. D. G. Gourley et al. (1999), Nat. Struct. Biol., 6, 521-525. The two types of 3-dehydroquinase have distinct structures but catalyze the same overall reaction.
    Medline: 10360352
  2. A. W. Roszak et al. (2002), Structure, 10, 493-503. The structure and mechanism of the type II dehydroquinase from Streptomyces coelicolor.
    Medline: 11937054

Homologue information for M0055 (1gu1)

CSA Homologues

MACiE Homologues (within the PDB)

MACiE Homologues (within UniprotKB/SwissProt)



Entries with the same EC number (different mechanisms):

MACiE Entry Enzyme Name PDB code Composite
Reaction Similarity
Catalytic Machinery
Similarity
M0054 3-dehydroquinate dehydratase (type I) 1qfe 0.5936 0.1365 Compare

Compare of the other reactions in MACiE with EC number 4.2.1.10


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

GOA logo
3-dehydroquinate dehydratase activity (molecular function)
cellular amino acid biosynthetic process (biological process)
aromatic amino acid family biosynthetic process (biological process)
lyase activity (molecular function)
spacer
spacer