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Literature summary for 2.1.2.1 extracted from

  • Hernandez, K.; Zelen, I.; Petrillo, G.; Uson, I.; Wandtke, C.M.; Bujons, J.; Joglar, J.; Parella, T.; Clapes, P.
    Engineered L-serine hydroxymethyltransferase from Streptococcus thermophilus for the synthesis of alpha,alpha-dialkyl-alpha-amino acids (2015), Angew. Chem. Int. Ed. Engl., 54, 3013-3017 .
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
Y55T the variant tolerates aromatic and aliphatic aldehydes as well as hydroxy- and nitrogen-containing aldehydes as acceptors Streptococcus thermophilus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5,10-methylenetetrahydrofolate + glycine + H2O Streptococcus thermophilus
-
tetrahydrofolate + L-serine
-
r
5,10-methylenetetrahydrofolate + glycine + H2O Streptococcus thermophilus CNRZ 1066
-
tetrahydrofolate + L-serine
-
r
tetrahydrofolate + L-serine Streptococcus thermophilus
-
5,10-methylenetetrahydrofolate + glycine + H2O
-
r
tetrahydrofolate + L-serine Streptococcus thermophilus CNRZ 1066
-
5,10-methylenetetrahydrofolate + glycine + H2O
-
r

Organism

Organism UniProt Comment Textmining
Streptococcus thermophilus Q5M0B4
-
-
Streptococcus thermophilus CNRZ 1066 Q5M0B4
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5,10-methylenetetrahydrofolate + glycine + H2O
-
Streptococcus thermophilus tetrahydrofolate + L-serine
-
r
5,10-methylenetetrahydrofolate + glycine + H2O
-
Streptococcus thermophilus CNRZ 1066 tetrahydrofolate + L-serine
-
r
D-alanine + (benzyloxy)acetaldehyde + H2O
-
Streptococcus thermophilus (3R)-4-(benzyloxy)-3-hydroxy-L-isovaline + (3S)-4-(benzyloxy)-3-hydroxy-L-isovaline
-
?
D-alanine + (benzyloxy)acetaldehyde + H2O
-
Streptococcus thermophilus CNRZ 1066 (3R)-4-(benzyloxy)-3-hydroxy-L-isovaline + (3S)-4-(benzyloxy)-3-hydroxy-L-isovaline
-
?
D-alanine + 2-fluorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-(2-fluorophenyl)-3-hydroxy-2-methylpropanoic acid + (2S,3R)-2-amino-3-(2-fluorophenyl)-3-hydroxy-2-methylpropanoic acid
-
?
D-alanine + 2-fluorobenzaldehyde + H2O
-
Streptococcus thermophilus CNRZ 1066 (2S,3S)-2-amino-3-(2-fluorophenyl)-3-hydroxy-2-methylpropanoic acid + (2S,3R)-2-amino-3-(2-fluorophenyl)-3-hydroxy-2-methylpropanoic acid
-
?
D-alanine + 3-phenylpropanal + H2O
-
Streptococcus thermophilus (3S)-3-hydroxy-2-methyl-5-phenyl-L-norvaline + (3R)-3-hydroxy-2-methyl-5-phenyl-L-norvaline
-
?
D-alanine + 3-phenylpropanal + H2O
-
Streptococcus thermophilus CNRZ 1066 (3S)-3-hydroxy-2-methyl-5-phenyl-L-norvaline + (3R)-3-hydroxy-2-methyl-5-phenyl-L-norvaline
-
?
D-alanine + 4-(benzyloxy)butanal + H2O
-
Streptococcus thermophilus (3R)-3-hydroxy-4-(3-phenylpropoxy)-L-isovaline + (3S)-3-hydroxy-4-(3-phenylpropoxy)-L-isovaline
-
?
D-alanine + 4-chlorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-(4-chlorophenyl)-3-hydroxy-2-methylpropanoic acid + (2S,3R)-2-amino-3-(4-chlorophenyl)-3-hydroxy-2-methylpropanoic acid
-
?
D-alanine + 4-formylphenyl acetate + H2O
-
Streptococcus thermophilus (2S,3S)-3-[4-(acetyloxy)phenyl]-2-amino-3-hydroxy-2-methylpropanoic acid + (2S,3R)-3-[4-(acetyloxy)phenyl]-2-amino-3-hydroxy-2-methylpropanoic acid
-
?
D-alanine + 4-hydroxybenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-3-(4-hydroxyphenyl)-2-methylpropanoic acid + (2S,3R)-2-amino-3-hydroxy-3-(4-hydroxyphenyl)-2-methylpropanoic acid
-
?
D-alanine + 4-nitrobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-methyl-3-(4-nitrophenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-2-methyl-3-(4-nitrophenyl)propanoic acid
-
?
D-alanine + benzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-methyl-3-phenylpropanoic acid + (2S,3R)-2-amino-3-hydroxy-2-methyl-3-phenylpropanoic acid
-
?
D-alanine + benzyl (2-oxoethyl)carbamate + H2O
-
Streptococcus thermophilus (3S)-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-L-isovaline + (3R)-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-L-isovaline
-
?
D-alanine + benzyl (3-oxopropyl)carbamate + H2O
-
Streptococcus thermophilus (3S)-N6-[(benzyloxy)carbonyl]-3-hydroxy-2-methyl-L-lysine + (2S,3R)-2-amino-6-[[(benzyloxy)carbonyl]amino]-3-hydroxy-2-methylhexanoic acid
-
?
D-alanine + benzyl [(2R)-1-oxopropan-2-yl]carbamate + H2O
-
Streptococcus thermophilus (3S)-N6-[(benzyloxy)carbonyl]-3-hydroxy-2-methyl-L-lysine + (3R)-N6-[(benzyloxy)carbonyl]-3-hydroxy-2-methyl-L-lysine
-
?
D-alanine + benzyl [(2S)-1-oxopropan-2-yl]carbamate + H2O
-
Streptococcus thermophilus (3S,4S)-4-([(benzyloxy)carbonyl]amino)-3-hydroxy-2-methyl-L-norvaline + (3R,4S)-4-([(benzyloxy)carbonyl]amino)-3-hydroxy-2-methyl-L-norvaline
-
?
D-alanine + pentafluorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-methyl-3-(pentafluorophenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-2-methyl-3-(pentafluorophenyl)propanoic acid
-
?
D-alanine + phenoxyacetaldehyde + H2O
-
Streptococcus thermophilus (3R)-3-hydroxy-4-phenoxy-L-isovaline + (3S)-3-hydroxy-4-phenoxy-L-isovaline
-
?
D-alanine + phenylacetaldehyde + H2O
-
Streptococcus thermophilus (3S)-3-hydroxy-4-phenyl-L-isovaline + (3R)-3-hydroxy-4-phenyl-L-isovaline
-
?
D-serine + (benzyloxy)acetaldehyde + H2O
-
Streptococcus thermophilus (3R)-4-(benzyloxy)-2',3-dihydroxy-L-isovaline + (3S)-4-(benzyloxy)-2',3-dihydroxy-L-isovaline
-
?
D-serine + 2-fluorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-(2-fluorophenyl)-3-hydroxy-2-(hydroxymethyl)propanoic acid + (2S,3R)-2-amino-3-(2-fluorophenyl)-3-hydroxy-2-(hydroxymethyl)propanoic acid
-
?
D-serine + 3-phenylpropanal + H2O
-
Streptococcus thermophilus (3S)-3-hydroxy-2-(hydroxymethyl)-5-phenyl-L-norvaline + (3R)-3-hydroxy-2-(hydroxymethyl)-5-phenyl-L-norvaline
-
?
D-serine + 4-(benzyloxy)butanal + H2O
-
Streptococcus thermophilus (3S)-4-[[(benzyloxy)carbonyl]amino]-2',3-dihydroxy-L-isovaline + (3S)-2',3-dihydroxy-4-(3-phenylpropoxy)-L-isovaline
-
?
D-serine + 4-chlorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-(4-chlorophenyl)-3-hydroxy-2-(hydroxymethyl)propanoic acid + (2S,3R)-2-amino-3-(4-chlorophenyl)-3-hydroxy-2-(hydroxymethyl)propanoic acid
-
?
D-serine + 4-formylphenyl acetate + H2O
-
Streptococcus thermophilus (2S,3S)-3-[4-(acetyloxy)phenyl]-2-amino-3-hydroxy-2-(hydroxymethyl)propanoic acid + (2S,3R)-3-[4-(acetyloxy)phenyl]-2-amino-3-hydroxy-2-(hydroxymethyl)propanoic acid
-
?
D-serine + 4-hydroxybenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propanoic acid
-
?
D-serine + 4-nitrobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-(4-nitrophenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-(4-nitrophenyl)propanoic acid
-
?
D-serine + benzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-phenylpropanoic acid + (2S,3R)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-phenylpropanoic acid
-
?
D-serine + benzyl (2-oxoethyl)carbamate + H2O
-
Streptococcus thermophilus (3S)-4-[[(benzyloxy)carbonyl]amino]-2',3-dihydroxy-L-isovaline + (3R)-4-[[(benzyloxy)carbonyl]amino]-2',3-dihydroxy-L-isovaline
-
?
D-serine + benzyl (3-oxopropyl)carbamate + H2O
-
Streptococcus thermophilus (3S)-N6-[(benzyloxy)carbonyl]-3-hydroxy-2-(hydroxymethyl)-L-lysine + (3R)-N6-[(benzyloxy)carbonyl]-3-hydroxy-2-(hydroxymethyl)-L-lysine
-
?
D-serine + benzyl [(2R)-1-oxopropan-2-yl]carbamate + H2O
-
Streptococcus thermophilus (3S,4R)-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-2-(hydroxymethyl)-L-norvaline + (3R,4R)-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-2-(hydroxymethyl)-L-norvaline
-
?
D-serine + benzyl [(2S)-1-oxopropan-2-yl]carbamate + H2O
-
Streptococcus thermophilus (3S,4S)-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-2-(hydroxymethyl)-L-norvaline + (3R,4S)-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-2-(hydroxymethyl)-L-norvaline
-
?
D-serine + pentafluorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-(pentafluorophenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-2-(hydroxymethyl)-3-(pentafluorophenyl)propanoic acid
-
?
D-serine + phenoxyacetaldehyde + H2O
-
Streptococcus thermophilus (3R)-2',3-dihydroxy-4-phenoxy-L-isovaline + (3S)-2',3-dihydroxy-4-phenoxy-L-isovaline
-
?
D-serine + phenylacetaldehyde + H2O
-
Streptococcus thermophilus (3S)-2',3-dihydroxy-4-phenyl-L-isovaline + (3R)-2',3-dihydroxy-4-phenyl-L-isovaline
-
?
glycine + (benzyloxy)acetaldehyde + H2O
-
Streptococcus thermophilus (2S,3R)-2-amino-4-(benzyloxy)-3-hydroxybutanoic acid + (2S,3S)-2-amino-4-(benzyloxy)-3-hydroxybutanoic acid
-
?
glycine + 2-fluorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-(2-fluorophenyl)-3-hydroxypropanoic acid + (2S,3R)-2-amino-3-(2-fluorophenyl)-3-hydroxypropanoic acid
-
?
glycine + 3-phenylpropanal + H2O
-
Streptococcus thermophilus (3S)-3-hydroxy-5-phenyl-L-norvaline + (3R)-3-hydroxy-5-phenyl-L-norvaline
-
?
glycine + 4-(benzyloxy)butanal + H2O
-
Streptococcus thermophilus (2S,3R)-2-amino-3-hydroxy-4-(3-phenylpropoxy)butanoic acid + (2S,3S)-2-amino-3-hydroxy-4-(3-phenylpropoxy)butanoic acid
-
?
glycine + 4-chlorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-(4-chlorophenyl)-3-hydroxypropanoic acid + (2S,3R)-2-amino-3-(4-chlorophenyl)-3-hydroxypropanoic acid
-
?
glycine + 4-formylphenyl acetate + H2O
-
Streptococcus thermophilus (2S,3S)-3-[4-(acetyloxy)phenyl]-2-amino-3-hydroxypropanoic acid + (2S,3R)-3-[4-(acetyloxy)phenyl]-2-amino-3-hydroxypropanoic acid
-
?
glycine + 4-hydroxybenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-3-(4-hydroxyphenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-3-(4-hydroxyphenyl)propanoic acid
-
?
glycine + 4-nitrobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-3-(4-nitrophenyl)propanoic acid
-
?
glycine + benzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-3-phenylpropanoic acid + (2S,3R)-2-amino-3-hydroxy-3-phenylpropanoic acid
-
?
glycine + benzyl (2-oxoethyl)carbamate + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-4-[[(benzyloxy)carbonyl]amino]-3-hydroxybutanoic acid + (2S,3R)-2-amino-4-[[(benzyloxy)carbonyl]amino]-3-hydroxybutanoic acid
-
?
glycine + benzyl (3-oxopropyl)carbamate + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-6-[[(benzyloxy)carbonyl]amino]-3-hydroxyhexanoic acid + (2S,3R)-2-amino-6-[[(benzyloxy)carbonyl]amino]-3-hydroxyhexanoic acid
-
?
glycine + benzyl [(2R)-1-oxopropan-2-yl]carbamate + H2O
-
Streptococcus thermophilus (2S,3S,4R)-2-amino-4-[[(benzyloxy)carbonyl]amino]-3-hydroxy-2-methylpentanoic acid + (2S,3S,4R)-2-amino-4-[[(benzyloxy)carbonyl]amino]-3-hydroxypentanoic acid
-
?
glycine + benzyl [(2S)-1-oxopropan-2-yl]carbamate + H2O
-
Streptococcus thermophilus (2S,3R,4S)-2-amino-4-[[(benzyloxy)carbonyl]amino]-3-hydroxypentanoic acid + (2S,3S,4S)-2-amino-4-[[(benzyloxy)carbonyl]amino]-3-hydroxypentanoic acid
-
?
glycine + pentafluorobenzaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-3-(pentafluorophenyl)propanoic acid + (2S,3R)-2-amino-3-hydroxy-3-(pentafluorophenyl)propanoic acid
-
?
glycine + phenoxyacetaldehyde + H2O
-
Streptococcus thermophilus (2S,3R)-2-amino-3-hydroxy-4-phenoxybutanoic acid + (2S,3S)-2-amino-3-hydroxy-4-phenoxybutanoic acid
-
?
glycine + phenylacetaldehyde + H2O
-
Streptococcus thermophilus (2S,3S)-2-amino-3-hydroxy-4-phenylbutanoic acid + (2S,3R)-2-amino-3-hydroxy-4-phenylbutanoic acid
-
?
tetrahydrofolate + L-serine
-
Streptococcus thermophilus 5,10-methylenetetrahydrofolate + glycine + H2O
-
r
tetrahydrofolate + L-serine
-
Streptococcus thermophilus CNRZ 1066 5,10-methylenetetrahydrofolate + glycine + H2O
-
r

Synonyms

Synonyms Comment Organism
L-serine hydroxymethyltransferase
-
Streptococcus thermophilus
SHMT
-
Streptococcus thermophilus

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate dependent on Streptococcus thermophilus