spacer

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 M0052 and M0109

These two reactions have a combined similarity of 0.32


M0052

View
Comparison

M0109

View
EC 4.1.2.13
fructose-bisphosphate aldolase (Class II)
Class EC 1.3.3.1
dihydroorotate oxidase

Image of D-glyceraldehyde 3-phosphate

Image of glycerone phosphate

right arrow

Image of D-fructosefuranose 1,6-bisphosphate

D-glyceraldehyde 3-phosphate
C00118
CHEBI:59776
glycerone phosphate
C00111
CHEBI:57642
D-fructosefuranose 1,6-bisphosphate
C00354
CHEBI:49299
0.40

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

Active Site



Catalytic Residues

Type Number Chain Location of Function
Asp 109 A Side Chain
Glu 182 A Side Chain
Asn 286 A Side Chain
0

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
zinc ZN 360 A
sodium NA 364 A

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 4 steps

0.4444

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0052.stg01

Glu182 deprotonates the C1 carbon of the substrate, which initiates double bond rearrangement to form the enol-intermediate.
0.38 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 M0052.stg02

The oxyanion collapses, initiating nucleophilic addition of the intermediate to the glyceraldehyde-3-phosphate at the carbonyl carbon. The oxyanion formed deprotonates Asp109.
0.33 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 M0052.stg03

Asp109 deprotonates water which deprotonates Glu182 in an inferred step.
N/A Step 3
No Step with this number present
Step 4
GIF of Reaction Step M0052.stg04

The sugar cyclises outside the enzyme active site.
N/A Step 4
No Step with this number present

spacer
spacer