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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 M0106 and M0219

These two reactions have a combined similarity of 0.57


M0106

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Comparison

M0219

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EC 1.2.4.1
pyruvate dehydrogenase (acetyl-transferring)
Class EC 2.2.1.1
transketolase

Image of [dihydrolipoyllysine-residue acetyltransferase] lipoyllysine

Image of proton

Image of pyruvate

right arrow

Image of carbon dioxide

Image of [dihydrolipoyllysine-residue acetyltransferase] S-acetyldihydrolipoyllysine

[dihydrolipoyllysine-residue acetyltransferase] lipoyllysine
C15972
CHEBI:14919
proton
C00080
CHEBI:24636
pyruvate
C00022
CHEBI:15361
carbon dioxide
C00011
CHEBI:16526
[dihydrolipoyllysine-residue acetyltransferase] S-acetyldihydrolipoyllysine
C16255
0.08

Image of (2R)-2-Hydroxy-3-(phosphonooxy)-propanal

Image of Sedoheptulose 7-phosphate

right arrow

Image of D-Ribose 5-phosphate

Image of D-Xylulose 5-phosphate

(2R)-2-Hydroxy-3-(phosphonooxy)-propanal
C00118
CHEBI:59776
Sedoheptulose 7-phosphate
C05382
CHEBI:57483
D-Ribose 5-phosphate
C00117
CHEBI:17797
D-Xylulose 5-phosphate
C00231
CHEBI:57737

Catalytic CATH Codes

3.40.50.970

Catalytic CATH Codes

3.40.50.970

Active Site



0.6488

Active Site



Catalytic Residues

Type Number Chain Location of Function
Glu 59 B Side Chain
His 128 B Side Chain
Arg 267 C Side Chain
His 271 C Side Chain
Tyr 281 C Side Chain
0.7

Catalytic Residues

Type Number Chain Location of Function
Glu 418 B Side Chain
His 481 B Side Chain
His 263 A Side Chain
His 30 A Side Chain

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TDP 1370 C

Organic Cofactors

Type Identity Chain
Thiamine diphosphate TPP 682 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 1368 C

Metal Cofactors

Type Het group Number Chain
calcium CA 681 A

Reaction occurs across 8 steps

0.6153

Reaction occurs across 7 steps

Step 1
GIF of Reaction Step M0106.stg01

Glu59 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 M0219.stg01

Glu418B 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 M0106.stg02

The carbanion of thiamine diphosphate initiates a nucleophilic attack on the carbonyl carbon of pyruvate in an addition reaction
0.2 Step 2
GIF of Reaction Step M0219.stg02

The carbanion of thiamine diphosphate attacks the carbonyl carbon of sedoheptulose 7-phosphate in a nucleophilic addition that results in the cofactor undergoing double bond rearrangement that results in the deprotonation of Glu418B.
Step 3
GIF of Reaction Step M0106.stg03

The oxyanion formed deprotonates His271C
0 Step 3
GIF of Reaction Step M0219.stg03

His263A deprotonates the 2-OH group of the covaltnely attached intermediate, initiating the elimination of D-xylulose 5-phosphate. Thaimine diphosphate acts as an electron sink.
Step 4
GIF of Reaction Step M0106.stg04

The covalently bound intermediate undergoes decarboxylation.
0 Step 4
GIF of Reaction Step M0219.stg04

Thiamine diphosphate initiates a double bond rearrangement, which results in the intermediate attacking (2R)-2-Hydroxy-3-(phosphonooxy)-propanal in a nucleophilic addition. The formed oxyanion deprotonates His263A.
Step 5
GIF of Reaction Step M0106.stg05

The carbanion formed by decarboxylation initiates a nucleophilic attack on the second substrate in an addition reaction with concomitant deprotonation of His128.
0.07 Step 5
GIF of Reaction Step M0219.stg05

Glu418B 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 D-xylulose 5-phosphate product.
Step 6
GIF of Reaction Step M0106.stg06

His271C deprotonates the hydroxyl in an elimination which reforms the carbanionic form of ThDP and produces the second product.
0.2 Step 6
GIF of Reaction Step M0219.stg06

The carbanion of the thiamine diphosphate cofactor deprotonates the adjacent amine, which initiates double bond rearrangement that results in the deprotonation of Glu418B.
Step 7
GIF of Reaction Step M0106.stg07

The carbanion of the thiamine diphosphate cofactor deprotonates the adjacent amine, which initiates double bond rearrangement that results in the deprotonation of Glu59.
0.09 Step 7
GIF of Reaction Step M0219.stg07

Cyclisation of the sugar product occurs spontaneously outside of the enzyme's active site.
Step 8
GIF of Reaction Step M0106.stg08

His128 deprotonates water in an inferred return step.
N/A Step 8
No Step with this number present

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