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Literature summary for 4.1.2.42 extracted from
- Synthesis of beta-hydroxy-alpha-amino acids with a reengineered alanine racemase (2008), Bioorg. Med. Chem. Lett., 18, 5987-5990.
Application
| Application | Comment | Organism |
|---|---|---|
| synthesis | alanine racemase with engineered function of D-threonine aldolase, capable of synthesizing beta-hydroxy-alpha-amino acids, stereoselectivity is comparable to that of D-threonine aldolase | Geobacillus stearothermophilus |
Protein Variants
| Protein Variants | Comment | Organism |
|---|---|---|
| alrY265A | alanine racemase with engineered function of D-threonine aldolase, capable of synthesizing beta-hydroxy-alpha-amino acids, stereoselectivity is comparable to that of D-threonine aldolase | Geobacillus stearothermophilus |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| additional information | Mg2+ ions show no effect on both selectivity and activity | Geobacillus stearothermophilus |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Geobacillus stearothermophilus | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| D-alanine + 3-nitrobenzaldehyde | high concentrations of both substrates and 10fold excess of D-alanine over 3-nitrobenzaldehyde, 3 hours test time give less than 5% yield and 80% D-isomer, 24 hours test time give less than 12% yield and 65% D-isomer | Geobacillus stearothermophilus | (betaS)-beta-hydroxy-alpha-methyl-3-nitro-D-phenylalanine | - |
r |  |
| glycine + 2-aminobenzaldehyde | high concentrations of both substrates and 10fold excess of glycine over benzaldehyde, 3 hours test time give less than 1% yield and no data about D-isomer, 24 hours test time give less than 1% yield and no data about D-isomer | Geobacillus stearothermophilus | (betaS)-2-amino-beta-hydroxy-D-phenylalanine | - |
r | |
| glycine + 2-nitrobenzaldehyde | high concentrations of both substrates and 10fold excess of glycine over 2-nitrobenzaldehyde, 3 hours test time give 1% yield and no data about D-isomer, 24 hours test time give 1% yield and more than 97% D-isomer | Geobacillus stearothermophilus | (betaS)-beta-hydroxy-2-nitro-D-phenylalanine | - |
r | |
| glycine + 3-hydroxybenzaldehyde | high concentrations of both substrates and 10fold excess of glycine over 3-hydroxybenzaldehyde, 3 hours test time give less than 1% yield, 24 hours test time give 3% yield and 70% D-isomer | Geobacillus stearothermophilus | (betaS)-beta,3-dihydroxy-D-phenylalanine | - |
r | |
| glycine + 3-nitrobenzaldehyde | high concentrations of both substrates and 10fold excess of glycine over 3-nitrobenzaldehyde, 3 hours test time give 20% yield and 93% D-isomer, 24 hours test time give 55% yield and 85% D-isomer | Geobacillus stearothermophilus | (betaS)-beta-hydroxy-3-nitro-D-phenylalanine | - |
r | |
| glycine + 4-nitrobenzaldehyde | high concentrations of both substrates and 10fold excess of glycine over 4-nitrobenzaldehyde, 3 hours test time give 12% yield and 40% D-isomer, 24 hours test time give 36% yield and 40% D-isomer | Geobacillus stearothermophilus | (betaS)-beta-hydroxy-4-nitro-D-phenylalanine | - |
r | |
| glycine + benzaldehyde | high concentrations of both substrates and 10fold excess of glycine over benzaldehyde, 3 hours test time give 10% yield and 97% D-isomer, 24 hours test time give 17% yield and 76% D-isomer | Geobacillus stearothermophilus | (betaS)-beta-hydroxy-D-phenylalanine | - |
r | |
| glycine + piperonal | high concentrations of both substrates and 10fold excess of glycine over piperonal, 3 hours test time give less than 1% yield and no data about D-isomer, 24 hours test time give 5% yield and 70% D-isomer | Geobacillus stearothermophilus | (3S)-3-(1,3-benzodioxol-5-yl)-D-serine | - |
r | |
| additional information | no aldol condensation of glycine with n-pentanal or 2-methylpropanal | Geobacillus stearothermophilus | ? | - |
? | |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 50 | - |
temperature-optimum for yield, but less diastereoselectivity, origin thermophilic organism | Geobacillus stearothermophilus |
Temperature Range [°C]
| Temperature Minimum [°C] | Temperature Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | 50 | only this range tested, at constant pH half of maximum yield achieved at 30°C, but 97% diastereoselectivity, at constant pH maximum yield achieved at 50°C, but only 87% diastereoselectivity | Geobacillus stearothermophilus |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 9.5 | - |
pH-optimum for yield, but less diastereoselectivity | Geobacillus stearothermophilus |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| pyridoxal 5'-phosphate | - |
Geobacillus stearothermophilus | |
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