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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 M0289

These two reactions have a combined similarity of 0.41


M0215

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Comparison

M0289

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EC 4.1.1.1
pyruvate decarboxylase
Class EC 2.2.1.6
acetolactate synthase

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
0.33

Image of pyruvate

Image of proton

right arrow

Image of carbon dioxide

Image of (S)-2-acetolactate

2 pyruvate
C00022
CHEBI:15361
proton
C00080
CHEBI:15378
CHEBI:24636
carbon dioxide
C00011
CHEBI:16526
(S)-2-acetolactate
C06010
CHEBI:18409

Catalytic CATH Codes

3.40.50.970

Catalytic CATH Codes

3.40.50.970

Active Site



0.16374

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
0.1666

Catalytic Residues

Type Number Chain Location of Function
Glu 139 A Side Chain
Lys 251 A Side Chain
Gln 202 A Side Chain
Met 582 B Side Chain

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 557 A

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 1702 B

Metal Cofactors

Type Het group Number Chain
magnesium MG 558 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 699 A

Reaction occurs across 6 steps

0.5277

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 M0289.stg01

A glutamate residue deprotonates the thiamine diphosphate cofactor at the N1 position. This initiates double bond rearrangement which results in the deprotonation of the N=CH-S group. This activates the cofactor towards electrophilic attack.
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.
1 Step 2
GIF of Reaction Step M0289.stg02

The carbanion of thiamine diphosphate initiates a nucleophilic attack on the carbonyl carbon of pyruvate in an addition reaction. The conjugated double bond system of the cofactor undergoes rearrangement which results in the deprotonation of the glutamate residue.
Step 3
GIF of Reaction Step M0215.stg03

Carbon dioxide eliminates from the covalently attached pyruvate intermediate. Thiamine diphosphate acts as an electron sink.
0.5 Step 3
GIF of Reaction Step M0289.stg03

The covalently bound pyruvate undergoes decarboxylation.
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.
0.11 Step 4
GIF of Reaction Step M0289.stg04

A second pyruvate molecule approaches the cofactor intermediate in a Si orientation and undergoes electrophilic addition at the carbonanion to give the S enantiomeric acetolacty l-ThDP.
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.
0.2 Step 5
GIF of Reaction Step M0289.stg05

The acetolacty l-ThDP intermediate undergoes an intramolecular proton transfer with concurrent elimination of S-acetolactate.
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.
0.23 Step 6
GIF of Reaction Step M0289.stg06

The TPP cofactor is regenerated by reprotonation of the C2 position.

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