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Literature summary for 2.3.1.87 extracted from

  • Dempsey, D.R.; Jeffries, K.A.; Bond, J.D.; Carpenter, A.M.; Rodriguez-Ospina, S.; Breydo, L.; Caswell, K.K.; Merkler, D.J.
    Mechanistic and structural analysis of Drosophila melanogaster arylalkylamine N-acetyltransferases (2014), Biochemistry, 53, 7777-7793.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.3.1.87

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Drosophila melanogaster

Protein Variants

Protein Variants Comment Organism
E26A 22-32fold decrease in the kcat relative to that of the wild type, catalytic efficiency is less than 10% of wild-type. Residue E26 is the general base in catalysis Drosophila melanogaster
H206A 3-4-old decrease in the kcat and an increase in the Km for both acetyl-CoA (7fold) and histamine (4fold) Drosophila melanogaster
P27A 38-42fold decrease in the kcat Drosophila melanogaster
R138A 2.4-2.8fold increase in kcat Drosophila melanogaster
S171A catalytic efficiency for acetyl-CoA and histamine are only 42 and 5.2% of that of the wild-type enzyme, respectively Drosophila melanogaster
T167A 16-17fold decrease in kcat, catalytic efficiency is about 1% of wild-type Drosophila melanogaster
T167A/S171A catalytic efficiency for acetyl-CoA and histamine are only 5.1 and 0.28% of that of the wild-type enzyme, respectively Drosophila melanogaster

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0023
-
 histamine mutant H206A, pH 8.0, 22°C Drosophila melanogaster
0.0034
-
 histamine mutant S171A, pH 8.0, 22°C Drosophila melanogaster
0.0049
-
 histamine mutant R138A, pH 8.0, 22°C Drosophila melanogaster
0.006
-
 butanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
0.0067
-
 histamine mutant T167A, pH 8.0, 22°C Drosophila melanogaster
0.009
-
 5-benzyloxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.013
-
 acetyl-CoA mutant E26A, pH 8.0, 22°C Drosophila melanogaster
0.013
-
 histamine mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
0.016
-
 histamine mutant E26A, pH 8.0, 22°C Drosophila melanogaster
0.019
-
 acetyl-CoA mutant S171A, pH 8.0, 22°C Drosophila melanogaster
0.026
-
 tryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.029
-
 acetyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
0.029
-
 acetyl-CoA mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
0.04
-
 hexanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
0.042
-
 tyramine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.042
-
 5-methoxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.061
-
 3-methoxyphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.12
-
 octopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.14
-
 acetyl-CoA mutant T167A, pH 8.0, 22°C Drosophila melanogaster
0.16
-
 serotonin wild-type, pH 8.0, 22°C Drosophila melanogaster
0.17
-
 dopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.18
-
 3-(trifluoromethyl)phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.21
-
 acetyl-CoA mutant H206A, pH 8.0, 22°C Drosophila melanogaster
0.26
-
 beta-methylphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.32
-
 phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
0.52
-
 histamine cosubstrate acetyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
0.55
-
 acetyl-CoA mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.9
-
 histamine cosubstrate butanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
15
-
 histamine cosubstrate hexanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster

Organism

Organism UniProt Comment Textmining
Drosophila melanogaster
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetyl-CoA + 3-(trifluoromethyl)phenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-3-(trifluoromethyl)phenethylamine
-
 ?
acetyl-CoA + 3-methoxyphenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-3-methoxyphenethylamine
-
 ?
acetyl-CoA + 5-benzyloxytryptamine
-
 Drosophila melanogaster CoA + N-acetyl-5-benzyloxytryptamine
-
 ?
acetyl-CoA + 5-methoxytryptamine
-
 Drosophila melanogaster CoA + N-acetyl-5-methoxytryptamine
-
 ?
acetyl-CoA + beta-methylphenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-beta-methylphenethylamine
-
 ?
acetyl-CoA + dopamine
-
 Drosophila melanogaster CoA + N-acetyldopamine
-
 ?
acetyl-CoA + histamine
-
 Drosophila melanogaster CoA + N-acetylhistamine
-
 ?
acetyl-CoA + octopamine
-
 Drosophila melanogaster CoA + N-acetyloctopamine
-
 ?
acetyl-CoA + phenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-phenethylamine
-
 ?
acetyl-CoA + serotonin
-
 Drosophila melanogaster CoA + N-acetylserotonin
-
 ?
acetyl-CoA + tryptamine
-
 Drosophila melanogaster CoA + N-acetyltryptamine
-
 ?
acetyl-CoA + tyramine
-
 Drosophila melanogaster CoA + N-acetyltyramine
-
 ?
butanoyl-CoA + histamine
-
 Drosophila melanogaster CoA + N-butanoylhistamine
-
 ?
hexanoyl-CoA + histamine
-
 Drosophila melanogaster CoA + N-hexanoylhistamine
-
 ?
additional information ordered sequential mechanism, with acetyl-CoA binding first followed by histamine to generate an AANATL7-acetyl-CoA-histamine ternary complex prior to catalysis. An ionizable group with a pKa of 7.1 is assigned to Glu-26 as a general base and a second with a pKa of 9.5 is assigned to the protonation of the thiolate of the coenzyme A product Drosophila melanogaster ?
-
 ?

Synonyms

Synonyms Comment Organism
AANATL7
-
 Drosophila melanogaster
arylalkylamine N-acetyltransferase like 7
-
 Drosophila melanogaster

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.093
-
 hexanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
0.1
-
 histamine cosubstrate hexanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
0.66
-
 butanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
0.87
-
 histamine cosubstrate butanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
1.01
-
 acetyl-CoA mutant E26A, pH 8.0, 22°C Drosophila melanogaster
1.39
-
 histamine mutant E26A, pH 8.0, 22°C Drosophila melanogaster
1.61
-
 acetyl-CoA mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
1.84
-
 acetyl-CoA mutant T167A, pH 8.0, 22°C Drosophila melanogaster
1.9
-
 histamine mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.2
-
 histamine mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
5.7
-
 5-benzyloxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
7.7
-
 histamine mutant H206A, pH 8.0, 22°C Drosophila melanogaster
8.6
-
 acetyl-CoA mutant S171A, pH 8.0, 22°C Drosophila melanogaster
9.6
-
 acetyl-CoA mutant H206A, pH 8.0, 22°C Drosophila melanogaster
10.4
-
 histamine mutant S171A, pH 8.0, 22°C Drosophila melanogaster
13.1
-
 5-methoxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
16
-
 tryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
16
-
 octopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
17
-
 serotonin wild-type, pH 8.0, 22°C Drosophila melanogaster
21
-
 dopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
26
-
 3-methoxyphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
29
-
 beta-methylphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
30
-
 histamine cosubstrate acetyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
32
-
 acetyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
40
-
 3-(trifluoromethyl)phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
42
-
 phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
71
-
 histamine mutant R138A, pH 8.0, 22°C Drosophila melanogaster
88
-
 acetyl-CoA mutant R138A, pH 8.0, 22°C Drosophila melanogaster
238
-
 tyramine wild-type, pH 8.0, 22°C Drosophila melanogaster

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.007
-
 histamine cosubstrate hexanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
0.086
-
 histamine mutant E26A, pH 8.0, 22°C Drosophila melanogaster
0.16
-
 histamine mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
0.23
-
 hexanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
0.28
-
 histamine mutant T167A, pH 8.0, 22°C Drosophila melanogaster
0.38
-
 histamine cosubstrate butanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
3
-
 histamine mutant S171A, pH 8.0, 22°C Drosophila melanogaster
3.3
-
 histamine mutant H206A, pH 8.0, 22°C Drosophila melanogaster
13.6
-
 acetyl-CoA mutant T167A, pH 8.0, 22°C Drosophila melanogaster
15
-
 histamine mutant R138A, pH 8.0, 22°C Drosophila melanogaster
46
-
 acetyl-CoA mutant H206A, pH 8.0, 22°C Drosophila melanogaster
56
-
 acetyl-CoA mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
58
-
 histamine cosubstrate acetyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
77
-
 acetyl-CoA mutant E26A, pH 8.0, 22°C Drosophila melanogaster
110
-
 serotonin wild-type, pH 8.0, 22°C Drosophila melanogaster
110
-
 butanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
110
-
 beta-methylphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
120
-
 dopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
130
-
 octopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
130
-
 phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
160
-
 acetyl-CoA mutant R138A, pH 8.0, 22°C Drosophila melanogaster
220
-
 3-(trifluoromethyl)phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
310
-
 5-methoxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
430
-
 3-methoxyphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
460
-
 acetyl-CoA mutant S171A, pH 8.0, 22°C Drosophila melanogaster
550
-
 tyramine wild-type, pH 8.0, 22°C Drosophila melanogaster
600
-
 tryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
630
-
 5-benzyloxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
1100
-
 acetyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster