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The two reactions compared are done so using a Tanimoto similarity score (for more information, please see the MACiE FAQ) for the bond changes only. The score maay range from 0 to 1 where 1 indicates that the two reactions are identical at the bond change level and 0 indicates that there are no bond changes in common.


Key

1.0-0.9 0.9-0.8 0.8-0.7 0.7-0.6 0.6-0.5 0.5-0.4 0.4-0.3 0.3-0.2 0.2-0.1 0.1-0.0 =0

Results for Comparison of M0168 and M0087

These two reactions have a combined similarity of 0.47


M0168

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Comparison

M0087

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EC 3.4.13.19
membrane dipeptidase
Sub-Class EC 3.5.1.5
urease

Image of dipeptide

Image of water

right arrow

Image of amino acid

dipeptide
C00107
CHEBI:46761
water
C00001
CHEBI:15377
2 amino acid
C00045
CHEBI:59869
0.76

Image of urea

Image of water

right arrow

Image of carbon dioxide

Image of ammonia

urea
C00086
CHEBI:16199
water
C00001
CHEBI:15377
carbon dioxide
C00011
CHEBI:16526
2 ammonia
C00014
CHEBI:16134

Catalytic CATH Codes

3.20.20.140

Catalytic CATH Codes

3.20.20.140

Active Site



0.53886

Active Site



Catalytic Residues

Type Number Chain Location of Function
His 152 A Side Chain
Asp 288 A Side Chain
0.5714

Catalytic Residues

Type Number Chain Location of Function
Kcx 217 C Post-translationally modified residue
His 219 C Side Chain
Asp 221 C Side Chain
His 320 C Side Chain
Arg 336 C Side Chain
Asp 360 C Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
zinc ZN 401 A
zinc ZN 402 A

Metal Cofactors

Type Het group Number Chain
nickel NI 574 x
nickel NI 575 x

Reaction occurs across 3 steps

0.409

Reaction occurs across 3 steps

Step 1
GIF of Reaction Step M0168.stg01

Asp288 deprotonates the zinc activated water molecule.
0.2 Step 1
GIF of Reaction Step M0087.stg01

His320 deprotonates nickel bound water, which initiates a nucleophilic attack on the nickel bound urea in an addition reaction.
Step 2
GIF of Reaction Step M0168.stg02

The activated hydroxide attacks the peptide carbonyl in a nucleophilic addition.
0 Step 2
GIF of Reaction Step M0087.stg02

The tetrahedral intermediate collapses, eliminating ammonia with concomitant deprotonation of His320.
Step 3
GIF of Reaction Step M0168.stg03

The oxyanion initiates an elimination that cleaves the peptide bond, releasing the amino acid products, the N-terminus then protonates from Asp288
1 Step 3
GIF of Reaction Step M0087.stg03

Carbamate dissociates from the active site and is spontaneously converted to carbon dioxide and a second molecule of ammonia

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