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2,4-dichlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 43%, 80:20 anti/syn, ee (anti): 81%
Products: -
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2,6-dichlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 39%, 99:01 anti/syn, ee (anti): 58%
Products: -
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2-chlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 30%, 86:14 anti/syn, ee (anti): 79%
Products: -
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2-nitrocyclohexan-1-one + cyclohexanone
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Substrates: yield: 24%, 87:13 anti/syn, ee (anti): 82%
Products: -
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3-chlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 32%, 65:35 anti/syn, ee (anti): 93%
Products: -
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3-nitrocyclohexan-1-one + cyclohexanone
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Substrates: yield: 41%, 87:13 anti/syn, ee (anti): 86%
Products: -
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4-bromocyclohexan-1-one + cyclohexanone
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Substrates: yield: 29%, 81:19 anti/syn, ee (anti): 84%
Products: -
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4-chlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 47%, 69:31 anti/syn, ee (anti): 75%
Products: -
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4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
4-cyanocyclohexan-1-one + cyclohexanone
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Substrates: yield: 60%, 72:28 anti/syn, ee (anti): 76%
Products: -
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4-methylcyclohexan-1-one + cyclohexanone
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Substrates: yield: 23%, 63:37 anti/syn, ee (anti): 96%
Products: -
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4-nitrocyclohexan-1-one + acetaldehyde
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Substrates: yield: 12%, ee (anti): 14%
Products: -
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4-nitrocyclohexan-1-one + cycloheptanone
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Substrates: yield: 19%, 47:53 anti/syn, ee (anti): 26%
Products: -
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4-nitrocyclohexan-1-one + cyclohexanone
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Substrates: yield: 69%, 63:37 anti/syn, ee (anti): 78%
Products: -
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4-nitrocyclohexan-1-one + cyclopentanone
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Substrates: yield: 73%, 56:44 anti/syn, ee (anti): 52%
Products: -
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Albumin + H2O
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Substrates: -
Products: -
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azocasein + H2O
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-
Substrates: -
Products: -
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benzoyl-Gly amide + H2O
benzoyl-Gly + NH3
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Substrates: weak activity
Products: -
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benzoyl-L-argininamide + H2O
N-benzoyl-Arg + NH3
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Substrates: -
Products: -
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benzyloxycarbonyl-Lys phenyl ester + H2O
benzyloxycarbonyl + phenol
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Substrates: -
Products: -
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benzyloxycarbonyl-Phe-Arg-4-methylcoumarin 7-amide + H2O
benzyloxycarbonyl-Phe-Arg-4-methylcoumarin 7-amide
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Substrates: -
Products: -
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carbobenzoxy-L-Glu-L-Tyr + H2O
Carbobenzoxy-Glu + Tyr
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Substrates: weak activity
Products: -
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casein + H2O
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-
Substrates: -
Products: -
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furan-2-carbaldehyde + cyclohexanone
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Substrates: yield: 16%, 63:37 anti/syn, ee (anti): 61%
Products: -
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Hemoglobin + H2O
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-
Substrates: -
Products: -
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L-Leu amide + H2O
Leu + NH3
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Substrates: weak activity
Products: -
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L-Leu-L-Tyr + H2O
Leu + Tyr
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Substrates: weak activity
Products: -
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methyl red-Abu-Ala-Pro-Val-Lys-Lys(N5-(5-carboxyfluorescein))-NH2 + H2O
methyl red-Abu-Ala-Pro-Val-Lys + Lys(N5-(5-carboxyfluorescein))-NH2
methyl red-Abu-Ser-Ala-Pro-Val-Lys-Ala-Lys(N5-(5-carboxyfluorescein))-NH2 + H2O
methyl red-Abu-Ser-Ala-Pro-Val-Lys + Ala-Lys(N5-(5-carboxyfluorescein))-NH2
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Substrates: pH 6.2 or pH 7.4, 10 min, 37Ā°C
Products: -
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methyl red-Abu-Ser-Ala-Pro-Val-Lys-Ala-Lys(N6-(5-carboxyfluorescein))-NH2 + H2O
methyl red-Abu-Ser-Ala-Pro-Val-Lys + Ala-Lys(N6-(5-carboxyfluorescein))-NH2
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Substrates: FRET 1, fluorescence resonance energy transfer peptide 1
Products: -
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N,N-diBoc-dityrosine-(isoniacid)2 + H2O
N,N-diBoc-dityrosine + 2 isoniacid
Substrates: -
Products: -
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N-acetyl-L-Phe-L-Tyr + H2O
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Substrates: weak activity
Products: -
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N-alpha-benzoyl-DL-arginine-p-nitroanilide + H2O
N-alpha-benzoyl-DL-arginine + p-nitroaniline
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Substrates: -
Products: -
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N-alpha-benzoyl-DL-arginine-para-nitroanilide + H2O
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-
Substrates: -
Products: -
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N-alpha-benzoyl-L-arginine ethyl ester + H2O
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-
Substrates: -
Products: -
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N-alpha-benzoylphenylalanine-arginine-4-methylcoumarin-7-amide + H2O
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-
Substrates: -
Products: -
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N-benzoyl-Arg-4-nitroanilide + H2O
N-benzoyl-Arg + 4-nitroaniline
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Substrates: -
Products: -
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N-benzoyl-L-Arg ethyl ester + H2O
N-benzoyl-Arg + ethanol
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Substrates: -
Products: -
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N-benzyloxycarbonyl-Gly p-nitrophenyl ester + H2O
N-benzyloxycarbonyl-Gly + p-nitrophenol
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Substrates: -
Products: -
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N-tosyl-L-Arg methyl ester + H2O
N-tosyl-Arg + methanol
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Substrates: -
Products: -
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succinyl-albumin
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Substrates: -
Products: -
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succinyl-Phe-Arg-p-nitroanilide + H2O
succinyl-Phe-Arg + p-nitroaniline
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Substrates: mechanism of action
Products: -
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additional information
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4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
Substrates: catalytic activity and stereoselectivity of chymopapainare influenced by different media. Best catalytic activity and moderate stereoselectivity in DMSO (yield: 50%, anti/syn ratio 55:45, ee(anti): 40%), best enantioselectivity in CH2Cl2 (yield: 18%, anti/syn ratio: 61:39, ee(anti): 79%)
Products: -
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4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
Substrates: solvent: water/MeCN. The water content greatly affects the activity and selectivity of chymopapain for the aldol reaction. The best enantioselectivity and diastereoselectivity at the water content of 0.12 (water/MeCN, v/v), which give the product in a yield of 28% with 73:27 (anti/syn ratio) and 77% ee (for anti isomer). Best enzyme activity at the water content of 0.15, which give a yield of 32% with lower selectivity
Products: -
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methyl red-Abu-Ala-Pro-Val-Lys-Lys(N5-(5-carboxyfluorescein))-NH2 + H2O
methyl red-Abu-Ala-Pro-Val-Lys + Lys(N5-(5-carboxyfluorescein))-NH2
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Substrates: FRET 2, fluorescence resonance energy transfer peptide 2
Products: -
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methyl red-Abu-Ala-Pro-Val-Lys-Lys(N5-(5-carboxyfluorescein))-NH2 + H2O
methyl red-Abu-Ala-Pro-Val-Lys + Lys(N5-(5-carboxyfluorescein))-NH2
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Substrates: pH 6.2 or pH 7.4, 10 min, 37Ā°C
Products: -
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additional information
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Substrates: the abnormal catalytic site environment of chymopapain A may have consequences for the acylation step of the catalytic act, does not pertub the conformation of the bound acyl group at the acyl-enzyme-intermediate stage of catalysis
Products: -
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additional information
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Substrates: mass spectroscopy studies show unequivocally the specificity of chymopapain toward Ala, Pro, Val and Lys for positions P4 to P1 while not presenting high specificity for residues in position P1
Products: -
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2,4-dichlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 43%, 80:20 anti/syn, ee (anti): 81%
Products: -
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2,6-dichlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 39%, 99:01 anti/syn, ee (anti): 58%
Products: -
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2-chlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 30%, 86:14 anti/syn, ee (anti): 79%
Products: -
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2-nitrocyclohexan-1-one + cyclohexanone
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Substrates: yield: 24%, 87:13 anti/syn, ee (anti): 82%
Products: -
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3-chlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 32%, 65:35 anti/syn, ee (anti): 93%
Products: -
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3-nitrocyclohexan-1-one + cyclohexanone
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Substrates: yield: 41%, 87:13 anti/syn, ee (anti): 86%
Products: -
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4-bromocyclohexan-1-one + cyclohexanone
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Substrates: yield: 29%, 81:19 anti/syn, ee (anti): 84%
Products: -
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4-chlorocyclohexan-1-one + cyclohexanone
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Substrates: yield: 47%, 69:31 anti/syn, ee (anti): 75%
Products: -
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4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
4-cyanocyclohexan-1-one + cyclohexanone
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Substrates: yield: 60%, 72:28 anti/syn, ee (anti): 76%
Products: -
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4-methylcyclohexan-1-one + cyclohexanone
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Substrates: yield: 23%, 63:37 anti/syn, ee (anti): 96%
Products: -
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4-nitrocyclohexan-1-one + acetaldehyde
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Substrates: yield: 12%, ee (anti): 14%
Products: -
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4-nitrocyclohexan-1-one + cycloheptanone
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Substrates: yield: 19%, 47:53 anti/syn, ee (anti): 26%
Products: -
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4-nitrocyclohexan-1-one + cyclohexanone
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Substrates: yield: 69%, 63:37 anti/syn, ee (anti): 78%
Products: -
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4-nitrocyclohexan-1-one + cyclopentanone
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Substrates: yield: 73%, 56:44 anti/syn, ee (anti): 52%
Products: -
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furan-2-carbaldehyde + cyclohexanone
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Substrates: yield: 16%, 63:37 anti/syn, ee (anti): 61%
Products: -
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additional information
?
-
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Substrates: mass spectroscopy studies show unequivocally the specificity of chymopapain toward Ala, Pro, Val and Lys for positions P4 to P1 while not presenting high specificity for residues in position P1
Products: -
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4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
Substrates: catalytic activity and stereoselectivity of chymopapainare influenced by different media. Best catalytic activity and moderate stereoselectivity in DMSO (yield: 50%, anti/syn ratio 55:45, ee(anti): 40%), best enantioselectivity in CH2Cl2 (yield: 18%, anti/syn ratio: 61:39, ee(anti): 79%)
Products: -
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4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
Substrates: solvent: water/MeCN. The water content greatly affects the activity and selectivity of chymopapain for the aldol reaction. The best enantioselectivity and diastereoselectivity at the water content of 0.12 (water/MeCN, v/v), which give the product in a yield of 28% with 73:27 (anti/syn ratio) and 77% ee (for anti isomer). Best enzyme activity at the water content of 0.15, which give a yield of 32% with lower selectivity
Products: -
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