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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 M0229 and M0234

These two reactions have a combined similarity of 0.39


M0229

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Comparison

M0234

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EC 6.3.2.1
pantoate-beta-alanine ligase
Sub-SubClass EC 6.3.5.2
GMP synthase (glutamine-hydrolysing)

Image of beta-Alanine

Image of ATP

Image of (R)-Pantoate

right arrow

Image of Pantothenate

Image of AMP

Image of diphosphate

beta-Alanine
C00099
CHEBI:57966
ATP
C00002
CHEBI:30616
(R)-Pantoate
C00522
CHEBI:15980
Pantothenate
C00864
CHEBI:29032
AMP
C00020
CHEBI:456215
diphosphate
C00013
CHEBI:33019
0.44

Image of xanthosine 5'-phosphate

Image of L-glutamine

Image of ATP

Image of Water

right arrow

Image of L-glutamic acid

Image of AMP

Image of GMP

Image of diphosphate

xanthosine 5'-phosphate
C00655
CHEBI:53012
L-glutamine
C00064
CHEBI:32666
ATP
C00002
CHEBI:30616
Water
C00001
CHEBI:15377
L-glutamic acid
C00025
CHEBI:16015
AMP
C00020
CHEBI:456215
GMP
C00144
CHEBI:58115
diphosphate
C00013
CHEBI:33019

Catalytic CATH Codes

3.40.50.620
3.30.1300.10

Catalytic CATH Codes

3.40.50.880
3.40.50.620

Active Site



0.14582

Active Site



Catalytic Residues

Type Number Chain Location of Function
His 44 A Side Chain
His 47 A Side Chain
Ser 196 A Side Chain
Ser 197 A Side Chain
Arg 198 A Side Chain
0.1428

Catalytic Residues

Type Number Chain Location of Function
Lys 381 B Side Chain
Asp 239 B Side Chain
Glu 183 B Side Chain
His 181 B Side Chain
Cys 86 B Side Chain
Gly 59 B Main Chain Amide
Tyr 87 B Main Chain Amide

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG 1001 _

Metal Cofactors

Type Het group Number Chain
magnesium MG 530 B

Reaction occurs across 5 steps

0.4871

Reaction occurs across 6 steps

Step 1
GIF of Reaction Step M0229.stg01

The carboxylate oxygen is involved in in-line nucleophilic attack on the alpha-phosphate of ATP to produce pyrophosphate and a pantoyl adenylate intermediate. The pyrophosphate is protonated by His147.
0.6 Step 1
GIF of Reaction Step M0234.stg01

The beta-phosphate deprotonates the XMP substrate, which then initiates a nucleophilic attack on the alpha-phosphate of ATP, eliminating pyrophosphate.
Step 2
GIF of Reaction Step M0229.stg02

The phosphate group of the pantoyl adenylate forms a hydrogen-bond with the amine group of the beta-alanine substrate, deprotonating it to make the beta-alanine a better nucleophile
0 Step 2
GIF of Reaction Step M0234.stg02

His181 deprotonates Cys86, activating it for a nucleophilic attack upon L-glutamine, forming an enzyme-substrate covalent bond.
Step 3
GIF of Reaction Step M0229.stg03

Beta-alanine initiates a nucleophilic attack on the carbonyl of the pantoyl adenylate intermediate to form a tetrahedral intermediate.
0 Step 3
GIF of Reaction Step M0234.stg03

The tetrahedral intermediate collapses, liberating ammonia, which deprotonates His181 and then passes to the other catalytic domain.
Step 4
GIF of Reaction Step M0229.stg04

The tetrahedral intermediate collapses to eliminate AMP and the product, pantothenate, which almost immediately dissociates from the active site.
0.2 Step 4
GIF of Reaction Step M0234.stg04

Ammonia is deprotonated by the phosphate of the intermediate, activating it for a nucleophilic attack on the intermediate, which liberates AMP and the GMP product.
Step 5
GIF of Reaction Step M0229.stg05

His47 deprotonates water in an inferred return step.
0.5 Step 5
GIF of Reaction Step M0234.stg05

His181 deprotonates a water molecule, which initiates a nucleophilic attack on the Cys-bound intermediate.
Step 6
No Step with this number present
N/A Step 6
GIF of Reaction Step M0234.stg06

The tetrahedral intermediate collapses, liberating Cys86, which deprotonates His181, and the glutamate product.

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