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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 M0105 and M0107

These two reactions have a combined similarity of 0.38


M0105

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Comparison

M0107

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EC 1.2.3.1
aldehyde oxidase
Sub-SubClass EC 1.2.99.2
carbon-monoxide dehydrogenase (acceptor)

Image of acceptor

Image of aldehyde

Image of water

right arrow

Image of proton

Image of carboxylic acid

Image of reduced acceptor

acceptor
C00028
CHEBI:15339
aldehyde
C00071
CHEBI:17478
water
C00001
CHEBI:15377
2 proton
C00080
CHEBI:24636
carboxylic acid
C00060
CHEBI:33575
reduced acceptor
C00030
CHEBI:17499
0.28

Image of acceptor

Image of carbon monoxide

Image of water

right arrow

Image of proton

Image of carbon dioxide

Image of reduced acceptor

acceptor
C00028
CHEBI:15339
carbon monoxide
C00237
CHEBI:17245
water
C00001
CHEBI:15377
2 proton
C00080
CHEBI:24636
carbon dioxide
C00011
CHEBI:16526
reduced acceptor
C00030
CHEBI:17499

Catalytic CATH Codes

3.30.365.10

Catalytic CATH Codes

3.30.365.10
0.0.0.0

Active Site



0.5258

Active Site



Catalytic Residues

Type Number Chain Location of Function
Glu 869 A Side Chain
0.5

Catalytic Residues

Type Number Chain Location of Function
Cys 388 B Side Chain
Glu 763 B Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

Type Identity Chain
FAD FAD 3932

Metal Cofactors

Type Het group Number Chain
iron FES 908 x
iron FES 909 x
molybdenum PCD 921 x

Metal Cofactors

Type Het group Number Chain
iron FES 3907 x
iron FES 3908 x
copper CUB 3921 x
molybdenum CUB 3921 x

Reaction occurs across 4 steps

0.3454

Reaction occurs across 8 steps

Step 1
GIF of Reaction Step M0105.stg01

Glu869 deprotonates the water in the coordination sphere of Mo(VI), which initiates a nucleophilic attack on the aldehyde in a substitution reaction, which eliminates a hydride ion, which adds to the sulfur dianion which is also in the Mo(VI) coordination sphere, eventually reducing Mo(VI) to Mo(IV).
0 Step 1
GIF of Reaction Step M0107.stg01

Carbon monoxide coordinates to the Cu(I) centre.
Step 2
GIF of Reaction Step M0105.stg02

Water deprotonates Glu869, which initiates a nucleophilic attack on the Mo(IV) centre, displacing the carboxylic acid product in a substitution reaction.
0 Step 2
GIF of Reaction Step M0107.stg02

The Carbanion of carbon monoxide initiates a nucleophilic attack on the oxo group coordinated to the Mo(VI) centre, which results in the reduction of the molybdenum to Mo(IV). The C#O triple bond reduces in order to C=O.
Step 3
GIF of Reaction Step M0105.stg03

A single electron is transferred from Mo(IV) to an acceptor via two iron-sulfur clusters.
0 Step 3
GIF of Reaction Step M0107.stg03

The sulfur dianion bridging the Mo(IV) and Cu(I) centres initiates a nucleophilic attack on the carbocation in a substitution reaction that displaces the carbon from the Cu(I) centre.
Step 4
GIF of Reaction Step M0105.stg04

Water deprotonates the thiolate group part of the Mo(V) coordination sphere, causing the elimination of Glu869 from the Mo(V) coordination sphere, and transfer of the second electron from Mo(V) to the acceptor via two iron-sulfur clusters.
0 Step 4
GIF of Reaction Step M0107.stg04

The carbonyl oxygen initiates a nucleophilic attack on the Cu(I) centre in a substitution reaction that displaces the bridging sulfur ligand from the Cu(I) centre.
Step 5
No Step with this number present
N/A Step 5
GIF of Reaction Step M0107.stg05

Water initiates a nucleophilic attack on the Mo(IV) centre, displacing the negatively charged oxygen of the carboxylate group in a substitution reaction, which initiates an elimination of the sulfur group, to reform the bridging sulfur dianion and the formation of carbon dioxide, which decoordinates from the metal centre.
Step 6
No Step with this number present
N/A Step 6
GIF of Reaction Step M0107.stg06

Glu763 deprotonates water, initiating a single electron transfer from the Mo(IV) centre, through two iron-sulfur clusters to FAD, and thence to an external electron acceptor.
Step 7
No Step with this number present
N/A Step 7
GIF of Reaction Step M0107.stg07

Water deprotonates Glu763, which then deprotonates the Mo(V) bound hydroxide, initiating the second single electron transfer, through two iron-sulfur clusters to FAD, and thence to an external electron acceptor. This regenerates the cofactor.
Step 8
No Step with this number present
N/A Step 8
GIF of Reaction Step M0107.stg08

Water deprotonates Glu763 in an inferred return step.

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