1CHM

ENZYMATIC MECHANISM OF CREATINE AMIDINOHYDROLASE AS DEDUCED FROM CRYSTAL STRUCTURES


Experimental Data Snapshot

  • Method: X-RAY DIFFRACTION
  • Resolution: 1.90 Å
  • R-Value Work: 0.177 

wwPDB Validation   3D Report Full Report


This is version 1.3 of the entry. See complete history


Literature

Enzymatic mechanism of creatine amidinohydrolase as deduced from crystal structures.

Coll, M.Knof, S.H.Ohga, Y.Messerschmidt, A.Huber, R.Moellering, H.Russmann, L.Schumacher, G.

(1990) J Mol Biol 214: 597-610

  • DOI: https://doi.org/10.1016/0022-2836(90)90201-v
  • Primary Citation of Related Structures:  
    1CHM

  • PubMed Abstract: 

    Crystal structures of the enzyme creatine amidinohydrolase (creatinase, EC 3.5.3.3) with two different inhibitors, the reaction product sarcosine and the substrate creatine, bound have been analyzed by X-ray diffraction methods. With the inhibitor carbamoyl sarcosine, two different crystal forms at different pH values have been determined. An enzymatic mechanism is proposed on the basis of the eight structures analyzed. The enzyme binds substrate and inhibitor in a distorted geometry where the urea resonance is broken. His232 is the general base and acid, and acts as a proton shuttle. It withdraws a proton from water 377 and donates it to the N(3) atom of the guanidinium group. OH- 377 adds to the C(1) atom of the guanidinium group to form a urea hydrate. Proton withdrawal by His232 leads to products. The reaction product sarcosine binds to the active site in a reverse orientation. The free enzyme was found to have a bicarbonate bound to the active site.


  • Organizational Affiliation

    Max-Planck-Institut fuer Biochemie, Martinsried bei Muenchen, F.R.G.


Macromolecules
Find similar proteins by:  (by identity cutoff)  |  3D Structure
Entity ID: 1
MoleculeChains Sequence LengthOrganismDetailsImage
CREATINE AMIDINOHYDROLASE
A, B
401Pseudomonas putidaMutation(s): 0 
EC: 3.5.3.3
UniProt
Find proteins for P38488 (Pseudomonas putida)
Explore P38488 
Go to UniProtKB:  P38488
Entity Groups  
Sequence Clusters30% Identity50% Identity70% Identity90% Identity95% Identity100% Identity
UniProt GroupP38488
Sequence Annotations
Expand
  • Reference Sequence
Small Molecules
Ligands 1 Unique
IDChains Name / Formula / InChI Key2D Diagram3D Interactions
CMS
Query on CMS

Download Ideal Coordinates CCD File 
C [auth A],
D [auth B]
CARBAMOYL SARCOSINE
C4 H8 N2 O3
SREKYKXYSQMOIB-UHFFFAOYSA-N
Binding Affinity Annotations 
IDSourceBinding Affinity
CMS Binding MOAD:  1CHM Ki: 2.20e+5 (nM) from 1 assay(s)
Experimental Data & Validation

Experimental Data

  • Method: X-RAY DIFFRACTION
  • Resolution: 1.90 Å
  • R-Value Work: 0.177 
  • Space Group: P 1 21 1
Unit Cell:
Length ( Å )Angle ( ˚ )
a = 60.83α = 90
b = 110.55β = 102.22
c = 62.63γ = 90
Software Package:
Software NamePurpose
EREFrefinement

Structure Validation

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Entry History 

Deposition Data

Revision History  (Full details and data files)

  • Version 1.0: 1994-04-30
    Type: Initial release
  • Version 1.1: 2008-03-24
    Changes: Version format compliance
  • Version 1.2: 2011-07-13
    Changes: Version format compliance
  • Version 1.3: 2024-02-07
    Changes: Data collection, Database references, Derived calculations, Other