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 M0197 and M0303

These two reactions have a combined similarity of 0.33


M0197

View
Comparison

M0303

View
EC 6.1.1.1
tyrosine-tRNA ligase
Sub-Class EC 6.3.3.4
(carboxyethyl)arginine beta-lactam-synthase

Image of L-tyrosine

Image of ATP

Image of tRNA(Tyr)

right arrow

Image of L-tyrosyl-tRNA(Tyr)

Image of AMP

Image of diphosphate

L-tyrosine
C00082
CHEBI:58315
ATP
C00002
CHEBI:30616
tRNA(Tyr)
C00787
CHEBI:29182
L-tyrosyl-tRNA(Tyr)
C02839
CHEBI:29161
AMP
C00020
CHEBI:456215
diphosphate
C00013
CHEBI:33019
0.36

Image of L-N2-(2-carboxyethyl)arginine

Image of ATP

right arrow

Image of proton

Image of diphosphate

Image of AMP

Image of deoxyamidinoproclavaminate

L-N2-(2-carboxyethyl)arginine
C06655
CHEBI:15427
ATP
C00002
CHEBI:30616
proton
C00080
CHEBI:24636
diphosphate
C00013
CHEBI:18361
AMP
C00020
CHEBI:16027
deoxyamidinoproclavaminate
C06656
CHEBI:15426

Catalytic CATH Codes

3.40.50.620
1.10.240.10

Catalytic CATH Codes

3.40.50.620

Active Site



0.135

Active Site



Catalytic Residues

Type Number Chain Location of Function
Thr 40 A Side Chain
His 45 A Side Chain
His 48 A Side Chain
Lys 82 A Side Chain
Arg 86 A Side Chain
Gln 173 A Side Chain
Lys 230 A Side Chain
Lys 233 A Side Chain
Thr 234 A Side Chain
Asp 194 A Side Chain
0.15

Catalytic Residues

Type Number Chain Location of Function
Tyr 348 A Side Chain
Glu 382 A Side Chain
Lys 443 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG(not in PDB) 1 x

Metal Cofactors

Type Het group Number Chain
magnesium MG 601 B
magnesium MG 602 B

Reaction occurs across 2 steps

0.4117

Reaction occurs across 3 steps

Step 1
GIF of Reaction Step M0197.stg01

The carboxylate group of the substrate L-tyrosine acts as a nucleophile and attacks the alpha-phosphate of the ATP in a substitution reaction that liberates pyrophosphate. Mg(II) and all catalytic residues stabilise the intermediates formed. Thr234 also affects the steric outcome of the reaction.
1 Step 1
GIF of Reaction Step M0303.stg01

The L-N2-(2-carboxyethyl)arginine substrate initiates a nucleophilic attack on the alphs-phosphate of ATP in a substitution reaction.
Step 2
GIF of Reaction Step M0197.stg02

The phosphate of the tyrosine-AMP complex deprotonates the OH of the ribose ring, which acts as a nucleophile to attack the carbonyl group of the tyrosine in the tyrosine-AMP complex in a substitution reaction, liberating AMP. Mg(II), Thr40, His48, Lys82, Arg86 and Gln173 all stabilise the intermediates formed.
0.27 Step 2
GIF of Reaction Step M0303.stg02

Tyr348 deprotonates the immine, which initiates a nucleophilic attack on the carbonyl carbon next to the phosphate group in a substitution reaction. The leaving phosphate group deprotonates the newly formed beta-lactam.
Step 3
No Step with this number present
N/A Step 3
GIF of Reaction Step M0303.stg03

Water deprotonates Tyr348 in an inferred return step.

spacer
spacer