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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 M0210

These two reactions have a combined similarity of 0.81


M0002

View
Comparison

M0210

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

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

3.40.710.10

Active Site



0.59637

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
0.6363

Catalytic Residues

Type Number Chain Location of Function
Ser 67 A Main Chain Amide
Side Chain
Kcx 70 A Side Chain
Ser 115 A Side Chain
Ser 120 A Side Chain
Trp 160 A Side Chain
Ala 215 A Main Chain Amide

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 5 steps

0.8666

Reaction occurs across 4 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.
0.6 Step 1
GIF of Reaction Step M0210.stg01

Carbamylated lysine (Kcx70) deprotonates the alcohol of Ser67, which initiates a nucleophilic addition to the carbonyl group of the betalactam ring.
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.
0.6 Step 2
GIF of Reaction Step M0210.stg02

The tetrahedral intermediate collapses, cleaving the C-N bond, which deprotonates Ser115, which in turn deprotonates the secondary amine of Kcx70, which deprotonates the carboxyl group of Kcx70.
Step 3
GIF of Reaction Step M0002.stg03

Ser130 deprotonates Lys73.
0.2 Step 3
GIF of Reaction Step M0210.stg03

Kcx70 deprotonates water, which attacks the carbonyl carbon of the covalently attached intermediate in a nucleophilic addition.
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.
0.33 Step 4
GIF of Reaction Step M0210.stg04

The tetrahedral intermediate collapses, eliminating Ser67, which reprotonates from Kcx70, producing the product.
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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