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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 M0237

These two reactions have a combined similarity of 0.56


M0021

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Comparison

M0237

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EC 1.1.1.38
malate dehydrogenase (oxaloacetate-decarboxylating)
Sub-Class EC 1.5.1.33
pteridine reductase

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
0.4

Image of NADPH

Image of Biopterin

Image of Proton

right arrow

Image of NADP+

Image of Tetrahydrobiopterin

2 NADPH
C00005
CHEBI:16474
Biopterin
C06313
CHEBI:15373
2 Proton
C00080
CHEBI:24636
2 NADP+
C00006
CHEBI:18009
Tetrahydrobiopterin
C00272
CHEBI:52447

Catalytic CATH Codes

3.40.50.10380
3.40.50.720

Catalytic CATH Codes

3.40.50.720

Active Site



0.5484

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
0.6

Catalytic Residues

Type Number Chain Location of Function
Arg 14 A Side Chain
Asp 161 A Side Chain
Tyr 174 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
manganese MN 604 x

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 4 steps

0.6

Reaction occurs across 3 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.
0.6 Step 1
GIF of Reaction Step M0237.stg01

NADPH transfers a hydride to the C7 position of biopterin. The N8 position is protonated by Tyr174, which in turn is protonated by Asp161. Since Asp161 is exposed to the bulk solvent it is then protonated by water.
Step 2
GIF of Reaction Step M0021.stg02

The reduced intermediate decarboxylates with concomitant double bond rearrangement.
0.14 Step 2
GIF of Reaction Step M0237.stg02

The dihydrobiopterin intermediate tautomerises.
Step 3
GIF of Reaction Step M0021.stg03

The oxyanion collapses, reducing the C=C with concomitant deprotonation of Tyr112.
0.33 Step 3
GIF of Reaction Step M0237.stg03

NADPH transfers a hydride to the C6 position of the dihydrobiopterin intermediate. The N5 position is protonated by an activated water. This water then deprotonates the 4-hydroxyl group and causes tautomerisation back to the keto-form.
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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