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Literature summary extracted from

  • Peng, M.; Siebert, D.L.; Engqvist, M.K.M.; Niemeyer, C.M.; Rabe, K.S.
    Modeling-assisted design of thermostable benzaldehyde lyases from Rhodococcus erythropolis for continuous production of alpha-hydroxy ketones (2021), Chembiochem, 23, e202100468.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
4.1.2.38 synthesis (R)-benzoin is synthesized from benzaldehyde using the most stable variant immobilized in packed-bed reactors via the SpyCatcher/SpyTag system. Over a period of seven days, (R)-benzoin is produced with a stable spacetime-yield of 9.3 mmol/l and day Rhodococcus erythropolis

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.2.38 expression in Escherichia coli Rhodococcus erythropolis
4.1.2.38 expression in Escherichia coli Pseudomonas fluorescens

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
4.1.2.38 homology modeling shows a homotetrameric structure which can be described as a dimer of a dimers with four active sites Rhodococcus erythropolis

Protein Variants

EC Number Protein Variants Comment Organism
4.1.2.38 Q112A/E393A/S416G/T479A variant with larger but less polar binding site Rhodococcus erythropolis
4.1.2.38 Q112L/E393Y/S416G/T479F variant with binding site matched to Pseudomonas fluorescens enzyme Rhodococcus erythropolis

Organism

EC Number Organism UniProt Comment Textmining
4.1.2.38 Pseudomonas fluorescens P51853
-
-
4.1.2.38 Rhodococcus erythropolis
-
-
-
4.1.2.38 Rhodococcus erythropolis R138
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.2.38 2 1H-indazole-6-carbaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-di(1H-indazol-6-yl)ethan-1-one
-
 ?
4.1.2.38 2 1H-indazole-6-carbaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-di(1H-indazol-6-yl)ethan-1-one
-
 ?
4.1.2.38 2 1H-indazole-6-carbaldehyde
-
 Rhodococcus erythropolis R138 (2R)-2-hydroxy-1,2-di(1H-indazol-6-yl)ethan-1-one
-
 ?
4.1.2.38 2 1H-pyrrole-2-carbaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-di(1H-pyrrol-2-yl)ethan-1-one
-
 ?
4.1.2.38 2 1H-pyrrole-2-carbaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-di(1H-pyrrol-2-yl)ethan-1-one
-
 ?
4.1.2.38 2 1H-pyrrole-2-carbaldehyde
-
 Rhodococcus erythropolis R138 (2R)-2-hydroxy-1,2-di(1H-pyrrol-2-yl)ethan-1-one
-
 ?
4.1.2.38 2 2-furaldehyde
-
 Rhodococcus erythropolis (R)-2,2'-furoin
-
 ?
4.1.2.38 2 2-furaldehyde
-
 Pseudomonas fluorescens (R)-2,2'-furoin
-
 ?
4.1.2.38 2 2-furaldehyde
-
 Rhodococcus erythropolis R138 (R)-2,2'-furoin
-
 ?
4.1.2.38 2 3-hydroxy-4-methoxybenzaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-bis(3-hydroxy-4-methoxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 3-hydroxy-4-methoxybenzaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-bis(3-hydroxy-4-methoxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 3-hydroxy-4-methoxybenzaldehyde
-
 Rhodococcus erythropolis R138 (2R)-2-hydroxy-1,2-bis(3-hydroxy-4-methoxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 4-formylbenzonitrile
-
 Rhodococcus erythropolis 4,4'-[(1R)-1-hydroxy-2-oxoethane-1,2-diyl]dibenzonitrile
-
 ?
4.1.2.38 2 4-formylbenzonitrile
-
 Pseudomonas fluorescens 4,4'-[(1R)-1-hydroxy-2-oxoethane-1,2-diyl]dibenzonitrile
-
 ?
4.1.2.38 2 4-formylbenzonitrile
-
 Rhodococcus erythropolis R138 4,4'-[(1R)-1-hydroxy-2-oxoethane-1,2-diyl]dibenzonitrile
-
 ?
4.1.2.38 2 4-hydroxy-3-methoxybenzaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 4-hydroxy-3-methoxybenzaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 4-hydroxybenzaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-bis(4-hydroxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 4-hydroxybenzaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-bis(4-hydroxyphenyl)ethan-1-one
-
 ?
4.1.2.38 2 4-nitrobenzaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-bis(4-nitrophenyl)ethan-1-one
-
 ?
4.1.2.38 2 4-nitrobenzaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-bis(4-nitrophenyl)ethan-1-one
-
 ?
4.1.2.38 2 benzaldehyde
-
 Rhodococcus erythropolis benzoin
-
 ?
4.1.2.38 2 benzaldehyde
-
 Pseudomonas fluorescens benzoin
-
 ?
4.1.2.38 2 naphthalene-2-carbaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-di(naphthalen-2-yl)ethan-1-one
-
 ?
4.1.2.38 2 naphthalene-2-carbaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-di(naphthalen-2-yl)ethan-1-one
-
 ?
4.1.2.38 2 phenanthrene-9-carbaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-di(phenanthren-9-yl)ethan-1-one
-
 ?
4.1.2.38 2 phenanthrene-9-carbaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-di(phenanthren-9-yl)ethan-1-one
-
 ?
4.1.2.38 2 pyridine-3-carbaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-1,2-di(pyridin-3-yl)ethan-1-one
-
 ?
4.1.2.38 2 pyridine-3-carbaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-1,2-di(pyridin-3-yl)ethan-1-one
-
 ?
4.1.2.38 2-furaldehyde + 2,2-dimethoxyacetaldehyde
-
 Rhodococcus erythropolis (2R)-1-(furan-2-yl)-2-hydroxy-3,3-dimethoxypropan-1-one
-
 ?
4.1.2.38 2-furaldehyde + 2,2-dimethoxyacetaldehyde
-
 Pseudomonas fluorescens (2R)-1-(furan-2-yl)-2-hydroxy-3,3-dimethoxypropan-1-one
-
 ?
4.1.2.38 4-nitrobenzaldehyde + 2,2-dimethoxyacetaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-3,3-dimethoxy-1-(4-nitrophenyl)propan-1-one
-
 ?
4.1.2.38 benzaldehyde + 2,2-dimethoxyacetaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-3,3-dimethoxy-1-phenylpropan-1-one
-
 ?
4.1.2.38 benzaldehyde + 2,2-dimethoxyacetaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-3,3-dimethoxy-1-phenylpropan-1-one
-
 ?
4.1.2.38 naphthalene-2-carbaldehyde + 2,2-dimethoxyacetaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-3,3-dimethoxy-1-(naphthalen-2-yl)propan-1-one
-
 ?
4.1.2.38 naphthalene-2-carbaldehyde + 2,2-dimethoxyacetaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-3,3-dimethoxy-1-(naphthalen-2-yl)propan-1-one
-
 ?
4.1.2.38 pyridine-3-carbaldehyde + 2,2-dimethoxyacetaldehyde
-
 Rhodococcus erythropolis (2R)-2-hydroxy-3,3-dimethoxy-1-(pyridin-3-yl)propan-1-one
-
 ?
4.1.2.38 pyridine-3-carbaldehyde + 2,2-dimethoxyacetaldehyde
-
 Pseudomonas fluorescens (2R)-2-hydroxy-3,3-dimethoxy-1-(pyridin-3-yl)propan-1-one
-
 ?

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
4.1.2.38 45.9
-
 T50 value, i.e. 50% residual activity after 10 min Pseudomonas fluorescens
4.1.2.38 59.7
-
 wild-type, T50 value, i.e. 50% residual activity after 10 min Rhodococcus erythropolis
4.1.2.38 66
-
 mutant Q112L/E393Y/S416G/T479F , T50 value, i.e. 50% residual activity after 10 min Rhodococcus erythropolis
4.1.2.38 68.4
-
 mutant Q112A/E393A/S416G/T479A, T50 value, i.e. 50% residual activity after 10 min Rhodococcus erythropolis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.2.38 3 6 benzaldehyde mutant Q112L/E393Y/S416G/T479F, pH 8, 30°C Rhodococcus erythropolis
4.1.2.38 15
-
 benzaldehyde wild-type, pH 8, 30°C Rhodococcus erythropolis
4.1.2.38 45
-
 benzaldehyde mutant Q112L/E393Y/S416G/T479F, pH 8, 30°C Rhodococcus erythropolis
4.1.2.38 234
-
 benzaldehyde pH 8, 30°C Pseudomonas fluorescens