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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 M0283 and M0314

These two reactions have a combined similarity of 0.54


M0283

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Comparison

M0314

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EC 2.6.1.85
aminodeoxychorismate synthase
Class EC 4.1.3.27
anthranilate synthase

Image of chorismate

Image of Glutamine

right arrow

Image of glutamate

Image of 4-amino 4-deoxychlorismate

chorismate
C00251
CHEBI:29748
Glutamine
C00064
CHEBI:58359
glutamate
C00025
CHEBI:16015
4-amino 4-deoxychlorismate
C11355
CHEBI:35181
0.45

Image of chorismate

Image of L-glutamine

right arrow

Image of L-glutamatmic acid

Image of anthranilate

Image of pyruvate

chorismate
C00251
CHEBI:29748
L-glutamine
C00064
CHEBI:58359
L-glutamatmic acid
C00025
CHEBI:16015
anthranilate
C00108
CHEBI:16567
pyruvate
C00022
CHEBI:15361

Catalytic CATH Codes

3.60.120.10

Catalytic CATH Codes

3.60.120.10
3.40.50.880
0.0.0.0

Active Site



0.28125

Active Site



Catalytic Residues

Type Number Chain Location of Function
Lys 274 A Side Chain
Glu 258 A Side Chain
His 168 A Side Chain
Cys 79 A Side Chain
Glu 170 A Side Chain
0.3125

Catalytic Residues

Type Number Chain Location of Function
Gly 58 B Main Chain Amide
Leu 86 B Main Chain Amide
Cys 85 B Side Chain
His 170 B Side Chain
Glu 172 B Side Chain
His 398 A Side Chain
Thr 329 A Side Chain
Arg 469 A Side Chain
Tyr 449 A Side Chain
Gly 483 A Main Chain Amide

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium No Available PDB Information

Reaction occurs across 7 steps

0.6666

Reaction occurs across 6 steps

Step 1
GIF of Reaction Step M0283.stg01

Chorismate is attacked at C(2) by the nucleophilic Lys274, resulting in the conjugate elimination of water from C(4). Glu258 acts as a general acid to the departing water.
0 Step 1
GIF of Reaction Step M0314.stg01

His170 deprotonates Cys85, activating it for a nucleophilic attack upon L-glutamine, forming an enzyme-substrate covalent bond.
Step 2
GIF of Reaction Step M0283.stg02

The imidazol of His168 is proposed to act as a general base towards Cys79, activating the thiol towards nucleophilic attack at the glutamine carbonyl.
0.14 Step 2
GIF of Reaction Step M0314.stg02

The tetrahedral intermediate collapses, liberating ammonia, which deprotonates His170 and then passes to the other catalytic domain.
Step 3
GIF of Reaction Step M0283.stg03

The anionic tetrahedral intermediate collapses. This generates the ammonia which is subsequently transferred to the aminodeoxychorismate synthase catalytic centre in the PapB subunit through a specific channel.
0.14 Step 3
GIF of Reaction Step M0314.stg03

His170 deprotonates a water molecule, which initiates a nucleophilic attack on the Cys-bound intermediate.
Step 4
GIF of Reaction Step M0283.stg04

Ammonia formed from the hydrolysis of glutamine attacks at the C(4) position of the chorismate-enzyme adduct, eliminating Lys274.
0 Step 4
GIF of Reaction Step M0314.stg04

The tetrahedral intermediate collapses, liberating Cys85, which deprotonates His170, and the glutamate product.
Step 5
GIF of Reaction Step M0283.stg05

Glu258 acts as a general base, abstracting a proton from the C(4) amino group and regenerating the synthase catalytic site.
0.16 Step 5
GIF of Reaction Step M0314.stg05

Ammiona acts as a nucleophile, adding to chorismate and eliminating water.
Step 6
GIF of Reaction Step M0283.stg06

His168 deprotonates the water, which attacks the enzyme-glutamine complex, forming a tetrahedral intermediate.
0.1 Step 6
GIF of Reaction Step M0314.stg06

His398 deprotonates the C2 of the intermediate, eliminating the anthranilate product with concomitant deprotonation of the His398.
Step 7
GIF of Reaction Step M0283.stg07

The tetrahedral intermediate collapses, eliminating Cys79, which deprotonates His168.
N/A Step 7
No Step with this number present

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