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Literature summary 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

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.87 expression in Escherichia coli Drosophila melanogaster

Protein Variants

EC Number Protein Variants Comment Organism
2.3.1.87 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
2.3.1.87 H206A 3-4-old decrease in the kcat and an increase in the Km for both acetyl-CoA (7fold) and histamine (4fold) Drosophila melanogaster
2.3.1.87 P27A 38-42fold decrease in the kcat Drosophila melanogaster
2.3.1.87 R138A 2.4-2.8fold increase in kcat Drosophila melanogaster
2.3.1.87 S171A catalytic efficiency for acetyl-CoA and histamine are only 42 and 5.2% of that of the wild-type enzyme, respectively Drosophila melanogaster
2.3.1.87 T167A 16-17fold decrease in kcat, catalytic efficiency is about 1% of wild-type Drosophila melanogaster
2.3.1.87 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]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.87 0.0023
-
 histamine mutant H206A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.0034
-
 histamine mutant S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.0049
-
 histamine mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.006
-
 butanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.0067
-
 histamine mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.009
-
 5-benzyloxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.013
-
 acetyl-CoA mutant E26A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.013
-
 histamine mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.016
-
 histamine mutant E26A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.019
-
 acetyl-CoA mutant S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.026
-
 tryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.029
-
 acetyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.029
-
 acetyl-CoA mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.04
-
 hexanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.042
-
 tyramine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.042
-
 5-methoxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.061
-
 3-methoxyphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.12
-
 octopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.14
-
 acetyl-CoA mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.16
-
 serotonin wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.17
-
 dopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.18
-
 3-(trifluoromethyl)phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.21
-
 acetyl-CoA mutant H206A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.26
-
 beta-methylphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.32
-
 phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.52
-
 histamine cosubstrate acetyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.55
-
 acetyl-CoA mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 2.9
-
 histamine cosubstrate butanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 15
-
 histamine cosubstrate hexanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.87 Drosophila melanogaster
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.87 acetyl-CoA + 3-(trifluoromethyl)phenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-3-(trifluoromethyl)phenethylamine
-
 ?
2.3.1.87 acetyl-CoA + 3-methoxyphenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-3-methoxyphenethylamine
-
 ?
2.3.1.87 acetyl-CoA + 5-benzyloxytryptamine
-
 Drosophila melanogaster CoA + N-acetyl-5-benzyloxytryptamine
-
 ?
2.3.1.87 acetyl-CoA + 5-methoxytryptamine
-
 Drosophila melanogaster CoA + N-acetyl-5-methoxytryptamine
-
 ?
2.3.1.87 acetyl-CoA + beta-methylphenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-beta-methylphenethylamine
-
 ?
2.3.1.87 acetyl-CoA + dopamine
-
 Drosophila melanogaster CoA + N-acetyldopamine
-
 ?
2.3.1.87 acetyl-CoA + histamine
-
 Drosophila melanogaster CoA + N-acetylhistamine
-
 ?
2.3.1.87 acetyl-CoA + octopamine
-
 Drosophila melanogaster CoA + N-acetyloctopamine
-
 ?
2.3.1.87 acetyl-CoA + phenethylamine
-
 Drosophila melanogaster CoA + N-acetyl-phenethylamine
-
 ?
2.3.1.87 acetyl-CoA + serotonin
-
 Drosophila melanogaster CoA + N-acetylserotonin
-
 ?
2.3.1.87 acetyl-CoA + tryptamine
-
 Drosophila melanogaster CoA + N-acetyltryptamine
-
 ?
2.3.1.87 acetyl-CoA + tyramine
-
 Drosophila melanogaster CoA + N-acetyltyramine
-
 ?
2.3.1.87 butanoyl-CoA + histamine
-
 Drosophila melanogaster CoA + N-butanoylhistamine
-
 ?
2.3.1.87 hexanoyl-CoA + histamine
-
 Drosophila melanogaster CoA + N-hexanoylhistamine
-
 ?
2.3.1.87 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

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

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.3.1.87 0.093
-
 hexanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.1
-
 histamine cosubstrate hexanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.66
-
 butanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.87
-
 histamine cosubstrate butanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 1.01
-
 acetyl-CoA mutant E26A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 1.39
-
 histamine mutant E26A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 1.61
-
 acetyl-CoA mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 1.84
-
 acetyl-CoA mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 1.9
-
 histamine mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 2.2
-
 histamine mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 5.7
-
 5-benzyloxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 7.7
-
 histamine mutant H206A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 8.6
-
 acetyl-CoA mutant S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 9.6
-
 acetyl-CoA mutant H206A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 10.4
-
 histamine mutant S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 13.1
-
 5-methoxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 16
-
 tryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 16
-
 octopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 17
-
 serotonin wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 21
-
 dopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 26
-
 3-methoxyphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 29
-
 beta-methylphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 30
-
 histamine cosubstrate acetyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 32
-
 acetyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 40
-
 3-(trifluoromethyl)phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 42
-
 phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 71
-
 histamine mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 88
-
 acetyl-CoA mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 238
-
 tyramine wild-type, pH 8.0, 22°C Drosophila melanogaster

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.3.1.87 0.007
-
 histamine cosubstrate hexanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.086
-
 histamine mutant E26A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.16
-
 histamine mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.23
-
 hexanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.28
-
 histamine mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 0.38
-
 histamine cosubstrate butanoyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 3
-
 histamine mutant S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 3.3
-
 histamine mutant H206A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 13.6
-
 acetyl-CoA mutant T167A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 15
-
 histamine mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 46
-
 acetyl-CoA mutant H206A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 56
-
 acetyl-CoA mutant T167A/S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 58
-
 histamine cosubstrate acetyl-CoA, wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 77
-
 acetyl-CoA mutant E26A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 110
-
 serotonin wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 110
-
 butanoyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 110
-
 beta-methylphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 120
-
 dopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 130
-
 octopamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 130
-
 phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 160
-
 acetyl-CoA mutant R138A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 220
-
 3-(trifluoromethyl)phenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 310
-
 5-methoxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 430
-
 3-methoxyphenethylamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 460
-
 acetyl-CoA mutant S171A, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 550
-
 tyramine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 600
-
 tryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 630
-
 5-benzyloxytryptamine wild-type, pH 8.0, 22°C Drosophila melanogaster
2.3.1.87 1100
-
 acetyl-CoA wild-type, pH 8.0, 22°C Drosophila melanogaster