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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 M0022 and M0224

These two reactions have a combined similarity of 0.24


M0022

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Comparison

M0224

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EC 2.3.1.87
aralkylamine N-acetyltransferase
Serial Number EC 2.3.1.48
histone acetyltransferase

Image of 3-(2-aminoethyl)-indol-5-ol

Image of acetyl-CoA

right arrow

Image of proton

Image of CoA

Image of N-acetylserotonin

3-(2-aminoethyl)-indol-5-ol
C00780
CHEBI:350546
acetyl-CoA
C00024
CHEBI:57288
proton
C00080
CHEBI:24636
CoA
C00010
CHEBI:57287
N-acetylserotonin
C00978
CHEBI:17697
0.83

Image of Acetyl-CoA

Image of Histone

right arrow

Image of CoA

Image of Acetylhistone

Acetyl-CoA
C00024
CHEBI:57288
Histone
C01429
CHEBI:15358
CoA
C00010
CHEBI:57287
Acetylhistone
C01997

Catalytic CATH Codes

3.40.630.30

Catalytic CATH Codes

3.40.630.30

Active Site



0.0119

Active Site



Catalytic Residues

Type Number Chain Location of Function
Ser 97 A Side Chain
Leu 111 A Main Chain Carbonyl
His 122 A Side Chain
Leu 124 A Main Chain Amide
Tyr 168 A Side Chain
0

Catalytic Residues

Type Number Chain Location of Function
Glu 255 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 4 steps

0.25

Reaction occurs across 4 steps

Step 1
GIF of Reaction Step M0022.stg01

His122 deprotonates the amine of 3-(2-aminoethyl)-indol-5-ol, which initiates a nucleophilic attack on the carbonyl carbon of acyl-CoA in an addition reaction
0.2 Step 1
GIF of Reaction Step M0224.stg01

Glu255 deprotonates the Lys12 of the histone substrate, activating it.
Step 2
GIF of Reaction Step M0022.stg02

The oxyanion collapses, eliminating CoA, which deprotonated Tyr168
0 Step 2
GIF of Reaction Step M0224.stg02

The activated lysine of the histone substrate initiates a nucleophilic addition on acetylCoA.
Step 3
GIF of Reaction Step M0022.stg03

Tyr168 deprotonates the secondary amine of the product.
0 Step 3
GIF of Reaction Step M0224.stg03

The tetrahedral intermediate collapses to form the acetylated histone and activated CoA.
Step 4
GIF of Reaction Step M0022.stg04

Water deprotonates His122 in an inferred return step.
0 Step 4
GIF of Reaction Step M0224.stg04

CoA deprotonates Glu255.

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