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 M0185 and M0313

These two reactions have a combined similarity of 0.25


M0185

View
Comparison

M0313

View
EC 4.2.99.18
DNA-(apurinic or apyrimidinic site) lyase
Class EC 3.2.2.21
DNA-3-methyladenine glycosylase II

Image of DNA 8-oxoguanine

Image of water

right arrow

Image of DNA with 3-terminal trans-a,b-unsaturated sugar

Image of DNA-5-phosphate

Image of 8-oxoguanine

DNA 8-oxoguanine
X00115
water
C00001
CHEBI:15377
DNA with 3-terminal trans-a,b-unsaturated sugar
X00079
DNA-5-phosphate
X00015
8-oxoguanine
X00116
CHEBI:44605
0.5

Image of 3-methyladenine DNA

Image of water

right arrow

Image of DNA minus adenine base

Image of 3-methyladenine

3-methyladenine DNA
X00140
water
C00001
CHEBI:15377
DNA minus adenine base
X00141
3-methyladenine
C00913
CHEBI:1590

Catalytic CATH Codes

1.10.1670.10
1.10.340.30

Catalytic CATH Codes

1.10.340.30

Active Site



0.29997

Active Site



Catalytic Residues

Type Number Chain Location of Function
Lys 249 A Side Chain
Asp 268 A Side Chain
0.3333

Catalytic Residues

Type Number Chain Location of Function
Asp 228 A Side Chain
Tyr 222 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 8 steps

0.2037

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0185.stg01

Lys249 attacks the DNA 8-oxoguanine substrate in a nucleophilic substitution reaction that yields enzyme bound DNA and the conjugate base of 8-oxoguanine.
0.33 Step 1
GIF of Reaction Step M0313.stg01

The DNA substrate undergoes heterolysis, eliminating the alkylated base.
Step 2
GIF of Reaction Step M0185.stg02

The conjugate base of 8-oxoguanine deprotonates the covalently bound Lys249.
0.2 Step 2
GIF of Reaction Step M0313.stg02

The eliminated base deprotonates water, which adds to the DNA.
Step 3
GIF of Reaction Step M0185.stg03

Lys249 initiates an intramolecular elimination, cleaving the C-O bond in the DNA ribose ring and resulting in the deprotonation of 8-oxoguanine.
N/A Step 3
No Step with this number present
Step 4
GIF of Reaction Step M0185.stg04

The conjugate base of 8-oxoguanine deprotonates the C2 of the open-form ribose.
N/A Step 4
No Step with this number present
Step 5
GIF of Reaction Step M0185.stg05

Lys249 initiates an elimination resulting in the loss of the 3' phosphate-end of the DNA from the ribose ring.
N/A Step 5
No Step with this number present
Step 6
GIF of Reaction Step M0185.stg06

Water attacks the ribose at the carbon where Lys249 is bound in a nucleophilic addition reaction.
N/A Step 6
No Step with this number present
Step 7
GIF of Reaction Step M0185.stg07

The released phosphate deprotonates the hydroxyl group, initiating an elimination of the covalently bound Lys249.
N/A Step 7
No Step with this number present
Step 8
GIF of Reaction Step M0185.stg08

Cyclisation of the final DNA with 3-terminal trans-a,b-unsaturated sugar product occurs outside the enzyme active site
N/A Step 8
No Step with this number present

spacer
spacer