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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 M0236 and M0109

These two reactions have a combined similarity of 0.22


M0236

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Comparison

M0109

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EC 4.1.1.85
3-dehydro-L-gulonate-6-phosphate decarboxylase
Class EC 1.3.3.1
dihydroorotate oxidase

Image of 3-Dehydro-L-gulonate 6-phosphate

Image of Proton

right arrow

Image of Carbon dioxide

Image of L-Xylulose 5-phosphate

3-Dehydro-L-gulonate 6-phosphate
C14899
CHEBI:49039
Proton
C00080
CHEBI:15378
CHEBI:24636
Carbon dioxide
C00011
CHEBI:16526
L-Xylulose 5-phosphate
C03291
CHEBI:16593
0.03

Image of ubiquinone

Image of (S)-dihydroorotate

right arrow

Image of ubiquinol

Image of orotate

ubiquinone
C00399
CHEBI:16389
(S)-dihydroorotate
C00337
CHEBI:30864
ubiquinol
C00390
CHEBI:17976
orotate
C00295
CHEBI:30839

Catalytic CATH Codes

3.20.20.70

Catalytic CATH Codes

3.20.20.70

Active Site



0.12852

Active Site



Catalytic Residues

Type Number Chain Location of Function
Asp 67 B Side Chain
Glu 112 A Side Chain
Lys 64 A Side Chain
His 136 A Side Chain
0.1428

Catalytic Residues

Type Number Chain Location of Function
Phe 149 A Side Chain
Ser 215 A Side Chain
Thr 218 A Side Chain
Lys 255 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

Type Identity Chain
FMN FMN 398

Metal Cofactors

Type Het group Number Chain
magnesium MG 5300 _

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 3 steps

0.2857

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0236.stg01

The substrate decarboxylates to form the 1,2-cis-enediolate intermediate and carbon dioxide.
0.12 Step 1
GIF of Reaction Step M0109.stg01

Ser215 deprotonates the C5 of dihydroorotate, eliminating a hydride ion, which is added to FMN.
Step 2
GIF of Reaction Step M0236.stg02

The carbonyl of the intermediate reforms and the C1 position is protonated. This can occur at the si-face (involving the si-water and His136, shown here) or at the re-face (involving the re-water and Arg139).
0.27 Step 2
GIF of Reaction Step M0109.stg02

The product dissociates from the active site, to be replaced by ubiquinone. The reduced FMN eliminates the hydride ion which is added to the ubiquinone, initiating double bond rearrangement and deprotonation of Ser215 to generate ubiquinol in an inferred return step.
Step 3
GIF of Reaction Step M0236.stg03

An acid, assumed to be water, protonates His136.
N/A Step 3
No Step with this number present

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