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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 M0220 and M0215

These two reactions have a combined similarity of 0.80


M0220

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Comparison

M0215

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EC 4.1.1.7
benzoylformate decarboxylase
Serial Number EC 4.1.1.1
pyruvate decarboxylase

Image of alpha-Oxo-benzeneacetic acid

right arrow

Image of Carbon dioxide

Image of Benzaldehyde

alpha-Oxo-benzeneacetic acid
C02137
CHEBI:18280
Carbon dioxide
C00011
CHEBI:16526
Benzaldehyde
C00261
CHEBI:17169
1

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

Catalytic CATH Codes

3.40.50.1220
3.40.50.970

Catalytic CATH Codes

3.40.50.970

Active Site



0.73629

Active Site



Catalytic Residues

Type Number Chain Location of Function
Glu 47 B Side Chain
Glu 28 B Side Chain
His 70 B Side Chain
Ser 26 B Side Chain
Gly 401 A Main Chain Carbonyl
His 281 A Side Chain
0.8181

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

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TDP 533 A

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 557 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 529 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 558 A

Reaction occurs across 6 steps

0.8028

Reaction occurs across 6 steps

Step 1
GIF of Reaction Step M0220.stg01

Glu47B 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 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.
Step 2
GIF of Reaction Step M0220.stg02

The carbanion of thiamine diphosphate attacks the carbonyl carbon of alpha-oxo-benzeneacetic acid in a nucleophilic addition. The formed oxyanion deprotonates His70B
0.4 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.
Step 3
GIF of Reaction Step M0220.stg03

Carbon dioxide eliminates from the covalently attached aromatic intermediate. Thiamine diphosphate acts as an electron sink.
1 Step 3
GIF of Reaction Step M0215.stg03

Carbon dioxide eliminates from the covalently attached pyruvate intermediate. Thiamine diphosphate acts as an electron sink.
Step 4
GIF of Reaction Step M0220.stg04

Thiamine diphosphate initiates a double bond rearrangement, which results in the intermediate being protonated by His281A.
0.5 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.
Step 5
GIF of Reaction Step M0220.stg05

His70B deprotonates the hydroxide of the intermediate, which initiates an elimination which results in a reformation of the carbanionic activated cofactor and the benzaldehyde product.
0.4 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.
Step 6
GIF of Reaction Step M0220.stg06

The carbanion of the thiamine diphosphate cofactor deprotonates the adjacent amine, which initiates double bond rearrangement that results in the deprotonation of Glu47B. His281A deprotonates water.
1 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.

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