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Literature summary for 4.3.1.24 extracted from

  • Parmeggiani, F.; Lovelock, S.L.; Weise, N.J.; Ahmed, S.T.; Turner, N.J.
    Synthesis of D- and L-phenylalanine derivatives by phenylalanine ammonia lyases a multienzymatic cascade process (2015), Angew. Chem. Int. Ed. Engl., 54, 4608-4611 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 4.3.1.24

Application

Application Comment Organism
synthesis synthesis of substituted D-phenylalanines in high yield and excellent optical purity, starting from inexpensive cinnamic acids, is achieved with a one-pot approach by coupling phenylalanine ammonia lyase amination with a chemoenzymatic deracemization (based on stereoselective oxidation and nonselective reduction). A simple high-throughput solid-phase screening method is developed to identify phenylalanine ammonia lyases with higher rates of formation of non-natural D-phenylalanines. The best variants are exploited in the chemoenzymatic cascade, thus increasing the yield and enantiomeric excess value of the D-configured product Trichormus variabilis

Protein Variants

Protein Variants Comment Organism
A88Q the mutant enzyme produces 4-nitro-D-phenylalanine at a rate 2.82fold faster compared to the wild-type enzyme Trichormus variabilis
H359K the mutant enzyme produces 4-nitro-D-phenylalanine at a rate 3.34fold faster compared to the wild-type enzyme Trichormus variabilis
H359Y the mutant enzyme produces 4-nitro-D-phenylalanine at a rate 3.52fold faster compared to the wild-type enzyme Trichormus variabilis
S263A the mutant enzyme produces 4-nitro-D-phenylalanine at a rate 2.47fold faster compared to the wild-type enzyme Trichormus variabilis
S456P the mutant enzyme produces 4-nitro-D-phenylalanine at a rate 3.05fold faster compared to the wild-type enzyme Trichormus variabilis

Organism

Organism UniProt Comment Textmining
Trichormus variabilis Q3M5Z3
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-nitro-trans-cinnamate + NH3
-
 Trichormus variabilis 4-nitro-D-phenylalanine
-
 ?
4-nitro-trans-cinnamate + NH3
-
 Trichormus variabilis 4-nitro-L-phenylalanine
-
 ?
L-phenylalanine
-
 Trichormus variabilis trans-cinnamate + NH3
-
 ?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Trichormus variabilis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
9.6
-
 assay at Trichormus variabilis