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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 M0255

These two reactions have a combined similarity of 0.41


M0092

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Comparison

M0255

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EC 1.1.1.22
UDP-glucose 6-dehydrogenase
Serial Number EC 1.1.1.1
alcohol dehydrogenase

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
0.65

Image of  alcohol

Image of NAD

right arrow

Image of aldehyde or ketone

Image of proton

Image of NADH

alcohol
C00069
CHEBI:30879
NAD
C00003
CHEBI:15846
aldehyde or ketone
C01450
CHEBI:23019
proton
C00080
CHEBI:15378
CHEBI:24636
NADH
C00004
CHEBI:16908

Catalytic CATH Codes

3.40.50.720
1.10.1040.10

Catalytic CATH Codes

3.40.50.720

Active Site



0.1125

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
Tyr 152 A Side Chain
Lys 156 A Side Chain
Ser 139 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

Type Identity Chain
NAD NAD 850 A

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 6 steps

0.5

Reaction occurs across 1 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
0.90 Step 1
GIF of Reaction Step M0255.stg01

Bulk water initiates the deprotonation of Tyr152 via Lys156, the ribose ring of NAD850. Tyr152 deprotonates the alcohol group, initiating hydride transfer to NAD850.
Step 2
GIF of Reaction Step M0092.stg02

Cys260 initiates a nucleophilic attack on the formed carbonyl carbon in an addition reaction.
N/A Step 2
No Step with this number present
Step 3
GIF of Reaction Step M0092.stg03

The oxyanion collapses, eliminating a second hydride, which adds to a second molecule of NAD.
N/A Step 3
No Step with this number present
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.
N/A Step 4
No Step with this number present
Step 5
GIF of Reaction Step M0092.stg05

The oxyanion collapses, eliminating Cys260.
N/A Step 5
No Step with this number present
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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