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Literature summary for 1.4.3.3 extracted from

  • Yasukawa, K.; Kawahara, N.; Motojima, F.; Nakano, S.; Asano, Y.
    Porcine kidney D-amino acid oxidase-derived R-amine oxidases with new substrate specificities (2020), Enzymes, 47, 117-136 .
    View publication on PubMed
Search for more literature for 1.4.3.3

Application

Application Comment Organism
synthesis use of mutant Y228L/R283G for the deracemization of racemic(RS)-1-phenylethan-1-amine with NaBH4 to produce (1S)-1-phenylethan-1-amine with an enantiomeric excess of 99% Sus scrofa

Crystallization (Commentary)

Crystallization (Comment) Organism
structure of mutant Y228L/R283G in complex with (R)-1-phenylethan-1-amine. The phenyl ring is flipped to the xylene ring of the isoalloxadine ring of FAD. The side chain of Phe242 rotates approximately 60 degrees between the wild-type and variant and forms part of the active site wall, while the phenyl ring of (R)-1-phenylethan-1-amine forms a hydrophobic interaction along with this rotation Sus scrofa

Protein Variants

Protein Variants Comment Organism
Y228L/F242I/R283G mutant is able to oxidize 1-(2-naphthyl)ethylamine Sus scrofa
Y228L/R283G mutant displays altered substrate specificity toward (R)-amines acting on alpha-methylbenzylamine and its derivatives, alpha-ethylbenzylamine, alkylamine, and cyclic secondary amines, and totally losing the activities toward the original substrates, D-amino acids Sus scrofa

Organism

Organism UniProt Comment Textmining
Sus scrofa P00371
-
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
21.5
-
 mutant Y228L/R283G, substrate (1R)-1-phenylethan-1-amine, pH not specified in the publication, temperature not specified in the publication Sus scrofa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(1R)-1-(2-naphthyl)ethylamine + H2O + O2 substrate of mutant Y228L/F242I/R283G Sus scrofa 1-(naphthalen-2-yl)ethan-1-one + NH3 + H2O2
-
 ?
(1R)-1-phenylethan-1-amine + H2O + O2 no substrate of wild-type, but mutant Y228L/R283G Sus scrofa 1-phenylethan-1-one + NH3 + H2O2
-
 ?
(1R)-1-phenylpropan-1-amine + H2O + O2 mutant Y228L/R283G, 109% of the activity with (1R)-1-phenylethan-1-amine Sus scrofa 1-phenylpropan-1-one + NH3 + H2O2
-
 ?
1-(4-fluorophenyl)ethan-1-amine + H2O + O2 mutant Y228L/R283G, 22.7% of the activity with (1R)-1-phenylethan-1-amine Sus scrofa 1-phenylethan-1-one + NH3 + H2O2
-
 ?

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.83
-
 (1R)-1-(2-naphthyl)ethylamine mutant Y228L/F242I/R283G, pH not specified in the publication, temperature not specified in the publication Sus scrofa