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Literature summary for 4.1.2.38 extracted from

  • Mueller, C.R.; Perez-Sanchez, M.; Dominguez de Maria, P.
    Benzaldehyde lyase-catalyzed diastereoselective C-C bond formation by simultaneous carboligation and kinetic resolution (2013), Org. Biomol. Chem., 11, 2000-2004.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Pseudomonas fluorescens P51853
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
benzaldehyde + 2-methylbutanal
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Pseudomonas fluorescens (2R,3S)-2-hydroxy-3-methyl-1-phenylpentan-1-one + 1-hydroxy-3-methyl-1-phenylpentan-2-one 63% (2R,3S)-2-hydroxy-3-methyl-1-phenylpentan-1-one, 85% syn product, plus 37% 1-hydroxy-3-methyl-1-phenylpentan-2-one, 40% syn product ?
benzaldehyde + 2-methylpentanal
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Pseudomonas fluorescens (2R,3S)-2-hydroxy-3-methyl-1-phenylhexan-1-one + 1-hydroxy-3-methyl-1-phenylhexan-2-one 50% (2R,3S)-2-hydroxy-3-methyl-1-phenylhexan-1-one, more than 99% syn poduct, plus 50% 1-hydroxy-3-methyl-1-phenylhexan-2-one ?
benzaldehyde + 2-methylpropanal
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Pseudomonas fluorescens (2R)-2-hydroxy-3-methyl-1-phenylbutan-1-one + 1-hydroxy-3-methyl-1-phenylbutan-2-one 50% (2R)-2-hydroxy-3-methyl-1-phenylbutan-1-one, more than 99% enantiomeric excess, plus 50% 1-hydroxy-3-methyl-1-phenylbutan-2-one, 93% enantiomeric excess ?
additional information enzyme catalyzes the diastereoselective carboligation of aldehydes when benzaldehyde acts as the donor, and (+/-)-2-methyl-alkyl-aldehydes are used as acceptor substrates. When benzaldehyde is taken as an acceptor aldehyde, the diastereoselectivities obtained are poor in all cases tested Pseudomonas fluorescens ?
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Synonyms

Synonyms Comment Organism
BAL
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Pseudomonas fluorescens
BznB
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Pseudomonas fluorescens