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Literature summary for 4.3.1.24 extracted from

  • Paizs, C.; Katona, A.; Retey, J.
    The interaction of heteroaryl-acrylates with phenylalanine ammonia-lyase from parsley (2006), Chem. Eur. J., 12, 2739-2744.
    View publication on PubMed

Application

Application Comment Organism
synthesis use of enzyme for production of enantiopure D- and L-heteroaryl-2-alanines, i.e. R- and S-2-amino-3-(heteroaryl)propanoic acids Petroselinum crispum

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-amino-3-(1-benzofuran-3-yl)propanoic acid competitive Petroselinum crispum
(2S)-2-amino-3-(1-benzothien-3-yl)propanoic acid competitive Petroselinum crispum
2-amino-3-(1-benzofuran-3-yl)propanoic acid competitive Petroselinum crispum
2-amino-3-(1-benzothien-3-yl)propanoic acid competitive Petroselinum crispum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.018
-
2-amino-3-(3-thienyl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.032
-
L-phenylalanine pH 8.8, 30°C Petroselinum crispum
0.048
-
2-amino-3-(1-benzofuran-2-yl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.076
-
2-amino-3-(2-furyl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.116
-
2-amino-3-(1-benzothien-2-yl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.134
-
2-amino-3-(2-thienyl)propanoic acid pH 8.8, 30°C Petroselinum crispum

Organism

Organism UniProt Comment Textmining
Petroselinum crispum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E)-3-(1-benzofuran-2-yl)acrylic acid + NH3
-
Petroselinum crispum 2-amino-3-(1-benzofuran-2-yl)propanoic acid
-
r
(2E)-3-(1-benzothien-2-yl)acrylic acid + NH3
-
Petroselinum crispum 2-amino-3-(1-benzothien-2-yl)propanoic acid
-
r
(2E)-3-(2-furyl)acrylic acid + NH3
-
Petroselinum crispum (S)-2-amino-3-(2-furyl)propanoic acid
-
r
(2E)-3-(2-thienyl)acrylic acid + NH3
-
Petroselinum crispum 2-amino-3-(2-thienyl)propanoic acid
-
r
2-amino-3-(1-benzofuran-2-yl)propanoic acid 49% of the rate with L-phenylalanine Petroselinum crispum (2E)-3-(1-benzofuran-2-yl)acrylic acid + NH3
-
r
2-amino-3-(1-benzothien-2-yl)propanoic acid 14% of the rate with L-phenylalanine Petroselinum crispum (2E)-3-(1-benzothien-2-yl)acrylic acid + NH3
-
r
2-amino-3-(2-furyl)propanoic acid 34% of the rate with L-phenylalanine Petroselinum crispum (2E)-3-(2-furyl)acrylic acid + NH3
-
r
2-amino-3-(2-thienyl)propanoic acid 101% of the rate with L-phenylalanine Petroselinum crispum (2E)-3-(2-thienyl)acrylic acid + NH3
-
r
2-amino-3-(3-thienyl)propanoic acid 16% of the rate with L-phenylalanine Petroselinum crispum (2E)-3-(3-thienyl)acrylic acid + NH3
-
r
L-phenylalanine
-
Petroselinum crispum (E)-cinnamate + NH3
-
r
additional information no substrate: 2-amino-3-(3-furyl)propanoic acid. Enzyme acts selectively on L-amino acids and their derivatives Petroselinum crispum ?
-
?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.007
-
(2S)-2-amino-3-(1-benzothien-3-yl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.013
-
(2S)-2-amino-3-(1-benzofuran-3-yl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.016
-
2-amino-3-(1-benzothien-3-yl)propanoic acid pH 8.8, 30°C Petroselinum crispum
0.025
-
2-amino-3-(1-benzofuran-3-yl)propanoic acid pH 8.8, 30°C Petroselinum crispum