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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 M0092 and M0110

These two reactions have a combined similarity of 0.39


M0092

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Comparison

M0110

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EC 1.1.1.22
UDP-glucose 6-dehydrogenase
Sub-Class EC 1.4.3.3
D-amino-acid oxidase

Image of UDP-glucose

Image of water

Image of NAD

right arrow

Image of proton

Image of NADH

Image of UDP-glucuronate

UDP-glucose
C00029
CHEBI:58367
water
C00001
CHEBI:15377
2 NAD
C00003
CHEBI:18009
2 proton
C00080
CHEBI:24636
2 NADH
C00004
CHEBI:16908
UDP-glucuronate
C00167
CHEBI:17200
0.18

Image of D-amino acid

Image of oxygen

Image of water

right arrow

Image of ammonium

Image of 2-oxo acid

Image of hydrogen peroxide

D-amino acid
C00405
CHEBI:59871
oxygen
C00007
CHEBI:15379
water
C00001
CHEBI:15377
ammonium
C01342
CHEBI:28938
2-oxo acid
C00161
CHEBI:35179
hydrogen peroxide
C00027
CHEBI:16240

Catalytic CATH Codes

3.40.50.720
1.10.1040.10

Catalytic CATH Codes

3.40.50.720

Active Site



0.1349

Active Site



Catalytic Residues

Type Number Chain Location of Function
Thr 118 A Side Chain
Glu 145 A Side Chain
Lys 204 A Side Chain
Asn 208 A Side Chain
Cys 260 A Side Chain
Asp 264 A Side Chain
0.125

Catalytic Residues

Type Number Chain Location of Function
Ser 1335 A Main Chain Carbonyl
Side Chain
Asn 1054 A Main Chain Amide
Main Chain Carbonyl
Gln 1339 A Main Chain Carbonyl

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

Type Identity Chain
FAD FAD 1363

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 6 steps

0.525

Reaction occurs across 5 steps

Step 1
GIF of Reaction Step M0092.stg01

Asp264 deprotonates water, which deprotonated Lys204 which deprotonates the CH3OH group of UDP, which causes the elimination of a hydride which adds to NAD
0.66 Step 1
GIF of Reaction Step M0110.stg01

Water deprotonates Ser1335, which deprotonates the amine of the D-amino acid, eliminating a hydride ion, which adds to FAD.
Step 2
GIF of Reaction Step M0092.stg02

Cys260 initiates a nucleophilic attack on the formed carbonyl carbon in an addition reaction.
0 Step 2
GIF of Reaction Step M0110.stg02

The FAD undergoes double bond rearrangement which causes a single electron to be transferred to a dioxygen molecule.
Step 3
GIF of Reaction Step M0092.stg03

The oxyanion collapses, eliminating a second hydride, which adds to a second molecule of NAD.
0 Step 3
GIF of Reaction Step M0110.stg03

The dioxygen molecule undergoes a homolytic reaction in which it colligates to FAD, with concomitant deprotonation of water.
Step 4
GIF of Reaction Step M0092.stg04

Glu145 deprotonates water, which initiates a nucleophilic attack on the carbonyl carbon of the covalently bound substrate.
0.14 Step 4
GIF of Reaction Step M0110.stg04

The peroxo group deprotonates FAD, which initiates the elimination of hydrogen peroxide.
Step 5
GIF of Reaction Step M0092.stg05

The oxyanion collapses, eliminating Cys260.
0 Step 5
GIF of Reaction Step M0110.stg05

The product of the enzyme undergoes spontaneous hydrolysis outside of the active site to produce ammonium and the 2-oxo acid.
Step 6
GIF of Reaction Step M0092.stg06

In an inferred return step, two water molecules deprotonate Glu145 and Asp264.
N/A Step 6
No Step with this number present

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