3.4.22.3: ficain
This is an abbreviated version!
For detailed information about ficain, go to the full flat file.
Word Map on EC 3.4.22.3
-
3.4.22.3
-
papain
-
bromelain
-
proteinases
-
cathepsins
-
chymotrypsin
-
ficus
-
cystatins
-
latex
-
alpha-chymotrypsin
-
alloantibody
-
chymopapain
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phytocystatins
-
active-centre
-
actinidin
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analysis
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antiglobulin
-
medicine
-
food industry
-
synthesis
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2,2\'-dipyridyl
-
industry
- 3.4.22.3
- papain
- bromelain
- proteinases
- cathepsins
- chymotrypsin
- ficus
- cystatins
- latex
- alpha-chymotrypsin
-
alloantibody
- chymopapain
-
phytocystatins
-
active-centre
- actinidin
- analysis
-
antiglobulin
- medicine
- food industry
- synthesis
-
2,2\'-dipyridyl
- industry
Reaction
Similar to that of papain =
Synonyms
debricin, EC 3.4.4.12, ficin, ficin A, ficin B, ficin C, ficin D1, ficin D2, ficin E, ficin S, higueroxyl Delabarre
ECTree
3.4.22.3 ficainAdvanced search results
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results (Substrates Products
Substrates Products on EC 3.4.22.3 - ficain
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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
1-methylpiperidin-4-one + 4-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 44%, 19:81 anti/syn ratio, enantioselectivity: 5%/1% (anti/syn)
-
-
?
acetyl-citrulline-p-nitroanilide + H2O
acetyl-citrulline + 4-nitroaniline
Ficus sp.
-
30% of the activity with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzoyl-citrulline-p-nitroanilide + H2O
benzoyl-citrulline + 4-nitroaniline
Ficus sp.
-
81% of the activity with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzoyl-DL-Arg-p-nitroanilide + H2O
benzoyl-DL-Arg + 4-nitroaniline
Ficus sp.
-
-
-
-
?
benzoyl-DL-Arg-p-nitroanilide hydrochloride + H2O
benzoyl-DL-Arg + 4-nitroaniline hydrochloride
-
-
-
-
?
benzoyl-L-arginine 4-nitroanilide + H2O
benzoyl-L-arginine + 4-nitroaniline
Ficus sp.
-
-
-
-
?
benzoyl-Phe-Val-Arg-NH-(4-nitrophenyl) + H2O
benzoyl-Phe-Val-Arg + 4-nitrophenol
-
-
-
-
?
benzoyl-Phe-Val-Arg-NH-7-amido-4-methylcoumarin + H2O
benzoyl-Phe-Val-Arg + 7-amino-4-methylcoumarin
-
-
-
-
?
benzyloxycarbonyl-Ala-methyl ester + Ala
benzyloxycarbonyl-Ala-Ala + ?
-
-
-
?
benzyloxycarbonyl-Ala-methyl ester + Ala
benzyloxycarbonyl-Ala-D-Gln + ?
-
-
-
?
benzyloxycarbonyl-Ala-methyl ester + Cys(acetamidomethyl)
benzyloxycarbonyl-Ala-Cys(acetamidomethyl) + ?
-
-
-
?
benzyloxycarbonyl-Arg-Arg-7-amido-4-methylcoumarin + H2O
benzyloxycarbonyl-Arg-Arg + 7-amino-4-methylcoumarin
-
-
-
-
?
benzyloxycarbonyl-citrulline-p-nitroanilide + H2O
benzyloxycarbonyl-citrulline + 4-nitroaniline
Ficus sp.
-
75% of the activity with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzyloxycarbonyl-D-Ala-methyl ester + Ala
benzyloxycarbonyl-Ala-D-Ala + ?
-
-
-
?
benzyloxycarbonyl-Gln-methyl ester + Ala
benzyloxycarbonyl-Ala-Gln + ?
-
-
-
?
benzyloxycarbonyl-Gly-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
11% of the activity with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzyloxycarbonyl-Gly-Gly-Phe-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
activity is 2.97fold higher than with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzyloxycarbonyl-Gly-methyl ester + Ala
benzyloxycarbonyl-Gly-Ala + ?
-
-
-
?
benzyloxycarbonyl-Gly-methyl ester + Cys(acetamidomethyl)
benzyloxycarbonyl-Gly-Cys(acetamidomethyl) + ?
-
-
-
?
benzyloxycarbonyl-Gly-methyl ester + Gln
benzyloxycarbonyl-Gly-Gln + ?
-
-
-
?
benzyloxycarbonyl-Gly-Phe-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
activity is 12.6fold higher than with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzyloxycarbonyl-Gly-Pro-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
39% of the activity with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzyloxycarbonyl-Phe-Arg-7-amido-4-methylcoumarin + H2O
benzyloxycarbonyl-Phe-Arg + 7-amino-4-methylcoumarin
-
-
-
-
?
benzyloxycarbonyl-Phe-Arg-NH-(4-nitrophenyl) + H2O
benzyloxycarbonyl-Phe-Arg + 4-nitrophenol
-
-
-
-
?
benzyloxycarbonyl-Phe-Arg-NH-7-amido-4-methylcoumarin + H2O
benzyloxycarbonyl-Phe-Arg + 7-amino-4-methylcoumarin
-
-
-
-
?
benzyloxycarbonyl-Phe-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
activity is 19.4fold higher than with benzoyl-DL-Arg-p-nitroanilide
-
-
?
benzyloxycarbonyl-Pro-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
23% of the activity with benzoyl-DL-Arg-p-nitroanilide
-
-
?
Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin + H2O
Boc-Gln-Ala-Arg + 7-amino-4-methylcoumarin
-
-
-
-
?
cyclohexanone + 3-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 39%, 86:14 anti/syn ratio, enantioselectivity: 81%/14% (anti/syn)
-
-
?
cyclohexanone + 4-cyanobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 21%, 79:21 anti/syn ratio, enantioselectivity: 77%/5% (anti/syn)
-
-
?
insulin B chain + H2O
fragments of insulin B chain
-
hydrolysis of 6 bonds
-
-
?
N-acetyl-D-Phe-Gly 4-nitroanilide + H2O
N-acetyl-D-Phe-Gly + 4-nitroaniline
Ficus sp.
-
the index of stereochemical selectivity for N-acetyl-L-Phe-Gly 4-nitroanilide and N-acetyl-D-Phe-Gly 4-nitroanilide is 93
-
-
?
N-acetyl-L-Phe-Gly 4-nitroanilide + H2O
N-acetyl-L-Phe-Gly + 4-nitroaniline
Ficus sp.
-
the index of stereochemical selectivity for N-acetyl-L-Phe-Gly 4-nitroanilide and N-acetyl-D-Phe-Gly 4-nitroanilide is 93
-
-
?
N-benzoyl-DL-arginine-2-naphthylamide + H2O
N-benzoyl-DL-arginine + 2-naphthylamine
Ficus sp.
-
-
-
-
?
N-benzyloxycarbonyl-D-Ala p-nitrophenyl ester + H2O
N-benzyloxycarbonyl-D-Ala + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
N-benzyloxycarbonyl-D-Leu p-nitrophenyl ester + H2O
N-benzyloxycarbonyl-D-Leu + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
N-benzyloxycarbonyl-D-Phe p-nitrophenyl ester + H2O
N-benzyloxycarbonyl-D-Phe + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
N-benzyloxycarbonyl-D-Tyr p-nitrophenyl ester + H2O
N-benzyloxycarbonyl-D-Tyr + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
N-tert-butyloxycarbonyl-Ala-(1-4)-guanidinonaphthyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-(1-5)-guanidinonaphthyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-(1-6)-guanidinonaphthyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-(2-5)-guanidinonaphthyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-m-(guanidinomethyl)phenyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-m-guanidinophenyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-p-(guanidinomethyl)phenyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-Ala-Ph + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-Ala-Ala-p-nitroanilide + phenol
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-L-Ala-p-amidinophenyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbonyl-L-Ala-L-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
N-tert-butyloxycarbonyl-L-Ala-p-guanidinophenyl ester + L-Ala-p-nitroanilide
N-tert-butyloxycarbony-L-Ala-L-Ala-p-nitroanilide + ?
Ficus sp.
-
-
-
-
?
Nalpha-benzoyl-DL-arginine 4-nitroanilide + H2O
Nalpha-benzoyl-DL-arginine + 4-nitroaniline
-
-
-
-
?
Nalpha-benzoyl-DL-arginine-4-nitroanilide + H2O
Nalpha-benzoyl-DL-arginine + 4-nitroaniline
-
-
-
-
?
Nalpha-carbobenzoxy-Ala p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Ala + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
Nalpha-carbobenzoxy-Leu p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Leu + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
Nalpha-carbobenzoxy-Lys p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Lys + 4-nitrophenyl
Ficus sp.
-
ficin II
-
-
?
Nalpha-carbobenzoxy-Phe p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Phe + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
Nalpha-carbobenzoxy-Tyr p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Tyr + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
Nalpha-carbobenzoxy-Val p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Val + 4-nitrophenyl
Ficus sp.
-
ficin II
-
-
?
Nalpha-DL-arginine 4-nitroanilide + H2O
Nalpha-L-arginine + 4-nitroaniline
-
-
-
-
?
oxan-2-one + 4-bromobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 29%, 77:23 anti/syn ratio, enantioselectivity: 71%/27% (anti/syn)
-
-
?
oxan-2-one + 4-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 21%, 42:58 anti/syn ratio, enantioselectivity: 60%/24% (anti/syn)
-
-
?
oxan-3-one + 4-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 28%, 54:46 anti/syn ratio, enantioselectivity: 57%/28% (anti/syn)
-
-
?
oxan-4-one + 4-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 31%, 53:47 anti/syn ratio, enantioselectivity: 25%/17% (anti/syn)
-
-
?
p-nitrophenyl N-acetylglycinate + H2O
p-nitrophenol + N-acetylglycine
Ficus sp.
-
ficin II and III
-
-
?
p-nitrophenyl N-benzoylglycinate + H2O
p-nitrophenol + N-benzoylglycine
Ficus sp.
-
ficin II and III
-
-
?
p-nitrophenyl N-benzyloxycarbonylglycinate + H2O
p-nitrophenol + N-benzyloxycarbonylglycine
Ficus sp.
-
ficin II and III
-
-
?
p-nitrophenyl N-formylglycinate + H2O
p-nitrophenol + N-formylglycine
Ficus sp.
-
ficin II and III
-
-
?
p-nitrophenyl N-trans-cinnamoylglycinate + H2O
p-nitrophenol + N-trans-cinnamoylglycine
Ficus sp.
-
ficin II and III
-
-
?
Phe-citrulline-p-nitroanilide + H2O
?
Ficus sp.
-
activity is 3.8fold higher than with benzoyl-DL-Arg-p-nitroanilide
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 3-bromobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 25%, 47:53 anti/syn ratio, enantioselectivity: 51%/45% (anti/syn)
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 3-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 29%, 51:49 anti/syn ratio, enantioselectivity: 59%/45% (anti/syn)
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 4-bromobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 35%, 75:25 anti/syn ratio, enantioselectivity: 67%/36% (anti/syn)
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 4-nitrobenzaldehyde
tert-butyl 3-[hydroxy(4-nitrophenyl)methyl]-4-oxopiperidine-1-carboxylate
tert-butyloxycarbonyl-L-Ala-L-Ala-Gly-4-nitroanilide + H2O
tert-butyloxycarbonyl-L-Ala-L-Ala-Gly + 4-nitroaniline
-
-
-
-
?
thian-4-one + 3-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 26%, 86:14 anti/syn ratio, enantioselectivity: 77%/1% (anti/syn)
-
-
?
thian-4-one + 4-cyanobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 23%, 84:16 anti/syn ratio, enantioselectivity: 76%/53% (anti/syn)
-
-
?
thiolan-3-one + 4-nitrobenzaldehyde
?
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 31%, 40:60 anti/syn ratio, enantioselectivity: 45%/23% (anti/syn)
-
-
?
Nalpha-Benzoyl-L-Arg ethyl ester + H2O
Nalpha-Benzoyl-L-Arg + ethanol
-
-
-
-
?
Nalpha-Benzoyl-L-Arg ethyl ester + H2O
Nalpha-Benzoyl-L-Arg + ethanol
Ficus sp.
-
-
-
-
?
Nalpha-carbobenzoxy-Gly p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Gly + 4-nitrophenol
Ficus sp.
-
-
-
-
?
Nalpha-carbobenzoxy-Gly p-nitrophenyl ester + H2O
Nalpha-carbobenzoxy-Gly + 4-nitrophenol
Ficus sp.
-
ficin II
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 4-nitrobenzaldehyde
tert-butyl 3-[hydroxy(4-nitrophenyl)methyl]-4-oxopiperidine-1-carboxylate
-
reaction condition: 30°C, MeCN (0.85 mL) and deionized water (0.15 mL). Yield: 36%, 41:59 anti/syn ratio, enantioselectivity: 60%/14% (anti/syn)
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 4-nitrobenzaldehyde
tert-butyl 3-[hydroxy(4-nitrophenyl)methyl]-4-oxopiperidine-1-carboxylate
-
the catalytic activity and stereoselectivity of ficin are significantly influenced by reaction media. Best yield of 34% with a poor enantioselectivity of 29% in THF. Best enantioselectivity of 57% with a yield of 28% in MeCN. In tested polar solvents including i-PrOH, DMSO, and DMF, ficin shows lower activityand enantioselectivity
-
-
?
tert-butyl 4-oxopiperidine-1-carboxylate + 4-nitrobenzaldehyde
tert-butyl 3-[hydroxy(4-nitrophenyl)methyl]-4-oxopiperidine-1-carboxylate
-
water content is important for enantioselectivity and enzymatic activity. When water content is at 0.15 (H2O/(H2O+MeCN): 0.15,v/v) the reaction give the best enantioselectivity of 59% with 32% yield
-
-
?
additional information
?
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-
destruction of Staphylococcus aureus and Staphylococcus epidermidis biofilms with ficin
-
-
?
additional information
?
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-
a wide variety of peptide bonds is hydrolyzed, but peptide bonds following an aromatic residue appear to be hydrolyzed more efficiently than the other
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-
?
additional information
?
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ficain is the major proteolytic activity component in the milky latex of the plant
-
-
?
additional information
?
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-
substrate specificity compared to papain, the ficain S1-pocket accepts Gly, SEr, Glu, Tyr, and Phe, the S2-pocket accepts cysteic acid, Val, Leu, Gly, and Phe, Arg-NH-nitrophenyl is a poor substrate
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-
?
