3.4.22.6: chymopapain
This is an abbreviated version!
For detailed information about chymopapain, go to the full flat file.
Word Map on EC 3.4.22.6
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3.4.22.6
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chemonucleolysis
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disc
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lumbar
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herniated
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intervertebral
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intradiscal
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pulposus
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sciatica
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proteinases
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anaphylaxis
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percutaneous
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proteoglycans
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latex
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anaphylactic
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spine
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nucleolysis
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radicular
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microdiscectomy
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immunomagnetic
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decompress
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myelography
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hernia
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prick
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keratan
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bromelain
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chondroitinase
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caricain
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diskectomy
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fibrosus
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ficin
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dura
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prolapsed
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discogenic
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anulus
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low-back
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actinidin
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myelogram
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nutrition
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medicine
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3.4.22.2
- 3.4.22.6
-
chemonucleolysis
- disc
-
lumbar
-
herniated
-
intervertebral
-
intradiscal
- pulposus
- sciatica
- proteinases
- anaphylaxis
-
percutaneous
- proteoglycans
- latex
-
anaphylactic
- spine
-
nucleolysis
-
radicular
-
microdiscectomy
-
immunomagnetic
-
decompress
-
myelography
-
hernia
-
prick
- keratan
- bromelain
- chondroitinase
- caricain
-
diskectomy
- fibrosus
- ficin
-
dura
-
prolapsed
-
discogenic
-
anulus
-
low-back
- actinidin
-
myelogram
- nutrition
- medicine
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3.4.22.2
Reaction
Similar to that of papain =
Synonyms
Chymopapain, chymopapain A, chymopapain B, chymopapain isoform II, chymopapain isoform III, chymopapain isoform IV, Chymopapain S, CpXCP8, EC 3.4.4.11, More, papaya proteinase II, PPII
ECTree
3.4.22.6 chymopapainAdvanced search results
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results (Substrates Products
Substrates Products on EC 3.4.22.6 - chymopapain
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,4-dichlorocyclohexan-1-one + cyclohexanone
?
yield: 43%, 80:20 anti/syn, ee (anti): 81%
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-
?
2,6-dichlorocyclohexan-1-one + cyclohexanone
?
yield: 39%, 99:01 anti/syn, ee (anti): 58%
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-
?
2-chlorocyclohexan-1-one + cyclohexanone
?
yield: 30%, 86:14 anti/syn, ee (anti): 79%
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-
?
2-nitrocyclohexan-1-one + cyclohexanone
?
yield: 24%, 87:13 anti/syn, ee (anti): 82%
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-
?
3-chlorocyclohexan-1-one + cyclohexanone
?
yield: 32%, 65:35 anti/syn, ee (anti): 93%
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-
?
3-nitrocyclohexan-1-one + cyclohexanone
?
yield: 41%, 87:13 anti/syn, ee (anti): 86%
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-
?
4-bromocyclohexan-1-one + cyclohexanone
?
yield: 29%, 81:19 anti/syn, ee (anti): 84%
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-
?
4-chlorocyclohexan-1-one + cyclohexanone
?
yield: 47%, 69:31 anti/syn, ee (anti): 75%
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-
?
4-cyanocyclohexan-1-one + cyclohexanone
?
yield: 60%, 72:28 anti/syn, ee (anti): 76%
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-
?
4-methylcyclohexan-1-one + cyclohexanone
?
yield: 23%, 63:37 anti/syn, ee (anti): 96%
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-
?
4-nitrocyclohexan-1-one + acetaldehyde
?
yield: 12%, ee (anti): 14%
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-
?
4-nitrocyclohexan-1-one + cycloheptanone
?
yield: 19%, 47:53 anti/syn, ee (anti): 26%
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-
?
4-nitrocyclohexan-1-one + cyclohexanone
?
yield: 69%, 63:37 anti/syn, ee (anti): 78%
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-
?
4-nitrocyclohexan-1-one + cyclopentanone
?
yield: 73%, 56:44 anti/syn, ee (anti): 52%
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-
?
benzyloxycarbonyl-Phe-Arg-4-methylcoumarin 7-amide + H2O
benzyloxycarbonyl-Phe-Arg-4-methylcoumarin 7-amide
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-
-
-
?
furan-2-carbaldehyde + cyclohexanone
?
yield: 16%, 63:37 anti/syn, ee (anti): 61%
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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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pH 6.2 or pH 7.4, 10 min, 37°C
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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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FRET 1, fluorescence resonance energy transfer peptide 1
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-
?
N,N-diBoc-dityrosine-(isoniacid)2 + H2O
N,N-diBoc-dityrosine + 2 isoniacid
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-
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?
N-alpha-benzoyl-DL-arginine-p-nitroanilide + H2O
N-alpha-benzoyl-DL-arginine + p-nitroaniline
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-
-
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?
N-alpha-benzoylphenylalanine-arginine-4-methylcoumarin-7-amide + H2O
?
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-
-
-
?
N-benzyloxycarbonyl-Gly p-nitrophenyl ester + H2O
N-benzyloxycarbonyl-Gly + p-nitrophenol
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-
-
-
?
succinyl-Phe-Arg-p-nitroanilide + H2O
succinyl-Phe-Arg + p-nitroaniline
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mechanism of action
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-
?
4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
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%)
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-
?
4-cyanobenzaldehyde + cyclohexanone
4-[hydroxy(2-oxocyclohexyl)methyl]benzonitrile
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
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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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FRET 2, fluorescence resonance energy transfer peptide 2
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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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pH 6.2 or pH 7.4, 10 min, 37°C
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-
?
N-benzoyl-Arg-4-nitroanilide + H2O
N-benzoyl-Arg + 4-nitroaniline
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-
-
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?
N-benzoyl-Arg-4-nitroanilide + H2O
N-benzoyl-Arg + 4-nitroaniline
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-
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?
additional information
?
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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
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-
?
additional information
?
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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
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?
