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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 M0116 and M0215

These two reactions have a combined similarity of 0.19


M0116

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Comparison

M0215

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EC 1.6.1.2
NAD(P)+ transhydrogenase (AB-specific)
Class EC 4.1.1.1
pyruvate decarboxylase

Image of NADP

Image of NADH

right arrow

Image of NADPH

Image of NAD

NADP
C00006
CHEBI:18009
NADH
C00004
CHEBI:16908
NADPH
C00005
CHEBI:16474
NAD
C00003
CHEBI:15846
0.06

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

3.40.50.720
3.40.50.1770
3.40.50.1220

Catalytic CATH Codes

3.40.50.970

Active Site



0.12852

Active Site



Catalytic Residues

Type Number Chain Location of Function
Arg 127 A Side Chain
Asp 135 A Side Chain
Tyr 235 A Side Chain
Asp 132 C Side Chain
0.1428

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

No Associated Organic Cofactors

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 557 A

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG 558 A

Reaction occurs across 3 steps

0.2435

Reaction occurs across 6 steps

Step 1
GIF of Reaction Step M0116.stg01

Asp132C obtains a proton, causing a rearrangement of the active site.
0.12 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 M0116.stg02

NAD eliminates a hydride ion, which adds to NADP.
0.37 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 M0116.stg03

Asp132C releases its proton.
0 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
No Step with this number present
N/A 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
No Step with this number present
N/A 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
No Step with this number present
N/A 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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