Organism | UniProt | Comment | Textmining |
---|---|---|---|
Escherichia coli | - |
- |
- |
Streptococcus thermophilus | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(R)-N-Cbz-alaninal + glycine | conversion: 40%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 30%, L-erythro/L-threo: 16:84 | Escherichia coli | (2S,3R,4R)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
(R)-N-Cbz-alaninal + glycine | conversion: 60%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 30%, L-erythro/L-threo: 100:0 | Streptococcus thermophilus | (2S,3R,4R)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
(R)-N-Cbz-alaninal + glycine | conversion: 40%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 30%, L-erythro/L-threo: 16:84 | Escherichia coli | (2S,3S,4R)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
benzyloxyacetaldehyde + glycine | conversion: 45%, glycine concentration: 140 mM, reaction temperature: 25°C, yield: 30%, L-erythro/L-threo: 40:60 | Escherichia coli | (2S,3R)-2-amino-4-(benzyloxy)-3-hydroxybutanoic acid | - |
? | |
benzyloxyacetaldehyde + glycine | conversion: 68%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 40%, L-erythro/L-threo: 97:3 | Streptococcus thermophilus | (2S,3R)-2-amino-4-(benzyloxy)-3-hydroxybutanoic acid | - |
? | |
benzyloxyacetaldehyde + glycine | conversion: 45%, glycine concentration: 140 mM, reaction temperature: 25°C, yield: 30%, L-erythro/L-threo: 40:60 | Escherichia coli | (2S,3S)-2-amino-4-(benzyloxy)-3-hydroxybutanoic acid | - |
? | |
additional information | by manipulating reaction parameters, SHMT yields exclusively L-erythro diastereomers in 34-60% conversion. SHMT is among the most stereoselective L-threonine aldolases described. This is due to its activity-temperature dependence: at 4°C SHMT has high synthetic activity but negligible retro-aldol activity on l-threonine. Thus, the kinetic l-erythro isomer is largely favored and the reactions are virtually irreversible, highly stereoselective, and in turn, give excellent conversion | Streptococcus thermophilus | ? | - |
? | |
N-(S)-benzyloxycarbonyl-alaninal + glycine | conversion: 48%, glycine concentration: 280 mM, reaction temperature: 4°C, yield: 30%, L-erythro/L-threo: 100:0 | Streptococcus thermophilus | (2S,3R,4S)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-(S)-benzyloxycarbonyl-alaninal + glycine | conversion: 54%, glycine concentration: 140 mM, reaction temperature: 25°C, yield: 27%, L-erythro/L-threo: 18:82 | Escherichia coli | (2S,3R,4S)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-(S)-benzyloxycarbonyl-alaninal + glycine | conversion: 54%, glycine concentration: 140 mM, reaction temperature: 25°C, yield: 27%, L-erythro/L-threo: 18:82 | Escherichia coli | (2S,3S,4S)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-benzyloxycarbonyl-3-aminopropanal + glycine | conversion: 34%, glycine concentration: 70 mM, reaction temperature: 25°C, yield: 10%, L-erythro/L-threo: 50:50 | Streptococcus thermophilus | (2S,3R)-2-amino-5-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-benzyloxycarbonyl-3-aminopropanal + glycine | conversion: 49%, glycine concentration: 70 mM, reaction temperature: 25°C, yield: 11%, L-erythro/L-threo: 50:50 | Escherichia coli | (2S,3R)-2-amino-5-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-benzyloxycarbonyl-3-aminopropanal + glycine | conversion: 20%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 3%, L-erythro/L-threo: 100:0 | Streptococcus thermophilus | (2S,3S)-2-amino-5-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-benzyloxycarbonyl-3-aminopropanal + glycine | conversion: 49%, glycine concentration: 70 mM, reaction temperature: 25°C, yield: 11%, L-erythro/L-threo: 50:50 | Escherichia coli | (2S,3S)-2-amino-5-(benzyloxycarbonylamino)-3-hydroxypentanoic acid | - |
? | |
N-benzyloxycarbonyl-glycinal + glycine | conversion: 35%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 13%, L-erythro/L-threo: 86:14 | Streptococcus thermophilus | (2S,3R)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxybutanoic acid | - |
? | |
N-benzyloxycarbonyl-glycinal + glycine | conversion: 60%, glycine concentration: 140 mM, reaction temperature: 25°C, yield: 18%, L-erythro/L-threo: 30:70 | Escherichia coli | (2S,3R)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxybutanoic acid | - |
? | |
N-benzyloxycarbonyl-glycinal + glycine | conversion: 35%, glycine concentration: 70 mM, reaction temperature: 4°C, yield: 13%, L-erythro/L-threo: 86:14 | Streptococcus thermophilus | (2S,3S)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxybutanoic acid | - |
? | |
N-benzyloxycarbonyl-glycinal + glycine | conversion: 60%, glycine concentration: 140 mM, reaction temperature: 25°C, yield: 18%, L-erythro/L-threo: 30:70 | Escherichia coli | (2S,3S)-2-amino-4-(benzyloxycarbonylamino)-3-hydroxybutanoic acid | - |
? |
Synonyms | Comment | Organism |
---|---|---|
L-threonine aldolase | - |
Escherichia coli |
LTA | - |
Escherichia coli |
serine hydroxy-methyl transferase | - |
Streptococcus thermophilus |
SHMT | - |
Streptococcus thermophilus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
6.5 | - |
assay at | Streptococcus thermophilus |
8 | - |
assay at | Escherichia coli |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
pyridoxal 5'-phosphate | - |
Escherichia coli | |
pyridoxal 5'-phosphate | - |
Streptococcus thermophilus |