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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 M0215 and M0221

These two reactions have a combined similarity of 0.78


M0215

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Comparison

M0221

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EC 4.1.1.1
pyruvate decarboxylase
Sub-SubClass EC 4.1.2.38
benzoin aldolase

Image of Pyruvate

right arrow

Image of Carbon dioxide

Image of Acetaldehyde

Pyruvate
C00022
CHEBI:15361
Carbon dioxide
C00011
CHEBI:16526
Acetaldehyde
C00084
CHEBI:15343
1

Image of Benzoin

right arrow

Image of  Benzaldehyde

Benzoin
C01408
CHEBI:17682
2 Benzaldehyde
C00261
CHEBI:17169

Catalytic CATH Codes

3.40.50.970

Catalytic CATH Codes

3.40.50.970
0.0.0.0

Active Site



0.53535

Active Site



Catalytic Residues

Type Number Chain Location of Function
Glu 51 B Side Chain
Gly 417 A Main Chain Carbonyl
Asp 28 B Side Chain
Glu 477 A Side Chain
His 114 B Side Chain
His 115 B Side Chain
0.5555

Catalytic Residues

Type Number Chain Location of Function
Glu 50 B Side Chain
His 29 B Side Chain
Gln 113 B Side Chain
Gly 419 A Main Chain Carbonyl

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 557 A

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 602 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 558 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 601 A

Reaction occurs across 6 steps

0.8482

Reaction occurs across 6 steps

Step 1
GIF of Reaction Step M0215.stg01

Glu51B deprotonates the thiamine diphosphate cofactor, which initiates double bond rearrangement that results in the deprotonation of the N=CH-S group, activating the cofactor.
1 Step 1
GIF of Reaction Step M0221.stg01

Glu50B deprotonates the thiamine diphosphate cofactor, which initiates double bond rearrangement that results in the deprotonation of the N=CH-S group, activating the cofactor.
Step 2
GIF of Reaction Step M0215.stg02

The carbanion of thiamine diphosphate attacks the carbonyl carbon of pyruvate in a nucleophilic addition that results in the cofactor undergoing double bond rearrangement that results in the deprotonation of Glu51B.
0.5 Step 2
GIF of Reaction Step M0221.stg02

The carbanion of thiamine diphosphate attacks the carbonyl carbon of benzoin in a nucleophilic addition. The resulting oxyanion deprotonates water, which in turn deprotonates His29B.
Step 3
GIF of Reaction Step M0215.stg03

Carbon dioxide eliminates from the covalently attached pyruvate intermediate. Thiamine diphosphate acts as an electron sink.
0.66 Step 3
GIF of Reaction Step M0221.stg03

His29B deprotonates one of the hydroxyl groups of the bound intermediate, initiating an elimination that productes one of the benzaldehyde products. Thiamine diphosphate acts as an electron sink.
Step 4
GIF of Reaction Step M0215.stg04

Thiamine diphosphate initiates a double bond rearrangement, which results in the intermediate deprotonating Asp28B, which in turn deprotonates His115B.
0.5 Step 4
GIF of Reaction Step M0221.stg04

Thiamine diphosphate initiates a double bond rearrangement, which results in the intermediate being protonated by His29B.
Step 5
GIF of Reaction Step M0215.stg05

Glu51B deprotonates thiamine diphosphate, which initiates a double bond rearrangement, that deprotonates the hydroxide of the intermediate, and results in a reformation of the carbanionic activated cofactor and the acetaldehyde product.
0.4 Step 5
GIF of Reaction Step M0221.stg05

His29B deprotonates the second hydroxyl group of the intermediate, initiating an elimination that results in a reformation of the carbanionic activated cofactor and the second benzaldehyde product.)Substrates=(M0221-I3,2ag0-His29B
Step 6
GIF of Reaction Step M0215.stg06

His115B deprotonates water. The carbanion of the thiamine diphosphate cofactor deprotonates the adjacent amine, which initiates double bond rearrangement that results in the deprotonation of Glu51B.
0.83 Step 6
GIF of Reaction Step M0221.stg06

The carbanion of the thiamine diphosphate cofactor deprotonates the adjacent amine, which initiates double bond rearrangement that results in the deprotonation of Glu50B.

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