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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 M0002 and M0258

These two reactions have a combined similarity of 0.20


M0002

View
Comparison

M0258

View
EC 3.5.2.6
beta-lactamase (Class A)
EC 3.5.2.6
beta-lactamase (Class B)

Image of beta-Lactam

Image of water

right arrow

Image of substituted beta-amino acid

beta-Lactam
C01866
CHEBI:35627
water
C00001
CHEBI:15377
substituted beta-amino acid
C03806
CHEBI:33705
1

Image of beta-lactam

Image of water

right arrow

Image of substituted beta-amino acid

beta-lactam
C01866
CHEBI:35627
water
C00001
CHEBI:15377
substituted beta-amino acid
C03806
CHEBI:33705

Catalytic CATH Codes

3.40.710.10

Catalytic CATH Codes

3.60.15.10

Active Site



0.0112

Active Site



Catalytic Residues

Type Number Chain Location of Function
Ser 70 A Side Chain
Main Chain Amide
Lys 73 A Side Chain
Ser 130 A Side Chain
Glu 166 A Side Chain
Ala 237 A Main Chain Amide
0

Catalytic Residues

Type Number Chain Location of Function
Asp 120 A Side Chain
Tyr 191 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

No Associated Metal Cofactors

Metal Cofactors

Type Het group Number Chain
zinc ZN 270 A
zinc ZN 271 A

Reaction occurs across 5 steps

0.1515

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0002.stg01

Lys73 deprotonates Ser70, which initiates a nucleophilic addition onto the carbonyl carbon of the beta-lactam, forming a tetrahedral intermediate.
0.2 Step 1
GIF of Reaction Step M0258.stg01

Zinc activated water initiates a nucleophilic attack on the carbonyl of the beta-lactam ring, breaking the C-N bond in a substitution reaction.
Step 2
GIF of Reaction Step M0002.stg02

The tetrahedral intermediate collapses, cleaving the C-N bond in the beta-lactam, the nitrogen deprotonates Ser130.
0.5 Step 2
GIF of Reaction Step M0258.stg02

The negatively charged nitrogen group then deprotonates an incoming water molecule
Step 3
GIF of Reaction Step M0002.stg03

Ser130 deprotonates Lys73.
N/A Step 3
No Step with this number present
Step 4
GIF of Reaction Step M0002.stg04

Glu166 deprotonates water, which initiates a nucleophilic addition at the carbonyl carbon, forming a new tetrahedral intermediate.
N/A Step 4
No Step with this number present
Step 5
GIF of Reaction Step M0002.stg05

The tetrahedral intermediate collapses, cleaving the acyl-enzyme bond and liberating Ser70, which in turn deprotonates the Glu166.
N/A Step 5
No Step with this number present

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