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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 M0188 and M0228

These two reactions have a combined similarity of 0.46


M0188

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Comparison

M0228

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EC 5.1.3.2
UDP-glucose 4-epimerase
Class EC 4.2.1.46
dTDP-glucose 4,6-dehydratase

Image of UDP-galactose

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Image of UDP-glucose

UDP-galactose
C00052
CHEBI:58439
UDP-glucose
C00029
CHEBI:58367
0

Image of dTDP-D-glucose

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Image of dTDP-4-dehydro-6-deoxy-alpha-D-glucose

Image of Water

dTDP-D-glucose
C00842
CHEBI:35248
dTDP-4-dehydro-6-deoxy-alpha-D-glucose
C11907
CHEBI:16128
Water
C00001
CHEBI:15377

Catalytic CATH Codes

3.40.50.720

Catalytic CATH Codes

3.40.50.720

Active Site



0.35497

Active Site



Catalytic Residues

Type Number Chain Location of Function
Ser 124 A Side Chain
Tyr 149 A Side Chain
Lys 153 A Side Chain
0.3333

Catalytic Residues

Type Number Chain Location of Function
Tyr 160 A Side Chain
Lys 164 A Side Chain
Thr 134 A Side Chain
Asp 135 A Side Chain
Glu 136 A Side Chain

Organic Cofactors

Type Identity Chain
NAD NAD 340

Organic Cofactors

Type Identity Chain
NAD NAD 380 A

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 2 steps

0.5789

Reaction occurs across 4 steps

Step 1
GIF of Reaction Step M0188.stg01

Tyr149 deprotonates the 4-hydroxide of the substrate, resulting in an elimination of the hydride from the C4 position. The hydride then attacks the NAD cofactor in a nucleophilic addition reaction.
1 Step 1
GIF of Reaction Step M0228.stg01

Tyr160 deprotonates the 4-hydroxyl group of the substrate, which initiates the elimination of the substrate C4 hydride to the C4 position of NAD+.
Step 2
GIF of Reaction Step M0188.stg02

The intermediate undergoes a conformational change before the NAD initiates an elimination of the hydride back to the intermediate, which in turn deprotonates Tyr149.
0.45 Step 2
GIF of Reaction Step M0228.stg02

Glu136 removes the C5 proton causing syn elimination of the 6-hydroxyl group, which is subsequently protonated by Asp135.
Step 3
No Step with this number present
N/A Step 3
GIF of Reaction Step M0228.stg03

NADH eliminates a hydride from its C4 position to the C6 position of the intermediate, resulting in concomitant protonation of the C5 position with the proton donor being Glu136.
Step 4
No Step with this number present
N/A Step 4
GIF of Reaction Step M0228.stg04

Asp135 deprotonates water, which in turn deprotonated Tyr160 in an inferred return step.

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