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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 M0021 and M0255

These two reactions have a combined similarity of 0.51


M0021

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Comparison

M0255

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EC 1.1.1.38
malate dehydrogenase (oxaloacetate-decarboxylating)
Serial Number EC 1.1.1.1
alcohol dehydrogenase

Image of NADP

Image of L-malate

right arrow

Image of NADPH

Image of carbon dioxide

Image of pyruvate

NADP
C00006
CHEBI:18009
L-malate
C00149
CHEBI:15589
NADPH
C00005
CHEBI:16474
carbon dioxide
C00011
CHEBI:16526
pyruvate
C00022
CHEBI:15361
0.75

Image of  alcohol

Image of NAD

right arrow

Image of aldehyde or ketone

Image of proton

Image of NADH

alcohol
C00069
CHEBI:30879
NAD
C00003
CHEBI:15846
aldehyde or ketone
C01450
CHEBI:23019
proton
C00080
CHEBI:15378
CHEBI:24636
NADH
C00004
CHEBI:16908

Catalytic CATH Codes

3.40.50.10380
3.40.50.720

Catalytic CATH Codes

3.40.50.720

Active Site



0.29997

Active Site



Catalytic Residues

Type Number Chain Location of Function
Tyr 112 A Side Chain
Arg 165 A Side Chain
Lys 183 A Side Chain
Asp 278 A Side Chain
Asn 421 A Side Chain
0.3333

Catalytic Residues

Type Number Chain Location of Function
Tyr 152 A Side Chain
Lys 156 A Side Chain
Ser 139 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

Type Identity Chain
NAD NAD 850 A

Metal Cofactors

Type Het group Number Chain
manganese MN 604 x

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 4 steps

0.5675

Reaction occurs across 1 steps

Step 1
GIF of Reaction Step M0021.stg01

Asp278 deprotonates Lys183, which deprotonates the hydroxyl group of malate, which eliminates a hydride ion that is added to NADP.
0.63 Step 1
GIF of Reaction Step M0255.stg01

Bulk water initiates the deprotonation of Tyr152 via Lys156, the ribose ring of NAD850. Tyr152 deprotonates the alcohol group, initiating hydride transfer to NAD850.
Step 2
GIF of Reaction Step M0021.stg02

The reduced intermediate decarboxylates with concomitant double bond rearrangement.
N/A Step 2
No Step with this number present
Step 3
GIF of Reaction Step M0021.stg03

The oxyanion collapses, reducing the C=C with concomitant deprotonation of Tyr112.
N/A Step 3
No Step with this number present
Step 4
GIF of Reaction Step M0021.stg04

Tyr112 deprotonates Lys183 which deprotonates Asp278 in an inferred return step.
N/A Step 4
No Step with this number present

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