BRENDA - Enzyme Database

Papain-catalyzed peptide bond formation: enzyme-specific activation with guanidinophenyl esters

de Beer, R.J.; Zarzycka, B.; Amatdjais-Groenen, H.I.; Jans, S.C.; Nuijens, T.; Quaedflieg, P.J.; van Delft, F.L.; Nabuurs, S.B.; Rutjes, F.P.; ChemBioChem 12, 2201-2207 (2011) View publication on PubMed

Data extracted from this reference:

Organism
EC Number
Organism
UniProt
Commentary
Textmining
3.4.22.2
Carica papaya
-
-
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
3.4.22.2
CBZ-beta-Ala 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-beta-Ala-L-Phe-NH2 + CBZ-beta-Ala + 4-guanidinophenol
31.6% yield of CBZ-beta-Ala-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-D-Ala 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-D-Ala-L-Phe-NH2 + CBZ-D-Ala + 4-guanidinophenol
11.6% yield of CBZ-D-Ala-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + D-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-D-Phe-NH2 + CBZ-Gly + 4-guanidinophenol
22.9% yield for CBZ-Gly-D-Phe-NH2 and 74.3% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + H2O
-
717495
Carica papaya
CBZ-Gly + 4-guanidinophenol
94.8% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Ala 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Ala 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
96% yield for CBZ-Gly-L-Ala 4-nitroanilide
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Ala-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-L-Ala-NH2 + CBZ-Gly + 4-guanidinophenol
87% yield for Gly-L-Ala-NH2 and 7.7% yield for Gly-OH
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Phe tert-butyl ester + H2O
-
717495
Carica papaya
CBZ-Gly-L-Phe tert-butyl ester + CBZ-Gly + 4-guanidinophenol
11.8% yield for CBZ-Gly-L-Phe tert-butyl ester
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-L-Phe-NH2 + CBZ-Gly + 4-guanidinophenol
92% yield of CBZ-Gly-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Pro 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Pro 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
90.3% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Ser 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Ser 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
94% yield for CBZ-Gly-L-Ser 4-nitroanilide
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Tyr 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Tyr 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
90.6% yield for CBZ-Gly-L-Tyr 4-nitroanilide and 4.3% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Tyr-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-L-Tyr-NH2 + CBZ-Gly + 4-guanidinophenol
91.3% yield for CBZ-Gly-L-Tyr-NH2 and 2.5% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-L-Ala 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Ala-L-Phe-NH2 + CBZ-L-Ala + 4-guanidinophenol
77.5% yield of CBZ-L-Ala-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Arg 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Arg-L-Phe-NH2 + CBZ-L-Arg + 4-guanidinophenol
45.9% yield of CBZ-L-Arg-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Asn 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
L-Asn-L-Phe-NH2 + CBZ-L-Asn + 4-guanidinophenol
6.1% yield of CBZ-L-Asn-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Glu 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-Glu-L-Phe-NH2 + CBZ-L-Glu + 4-guanidinophenol
68.5% yield of CBZ-L-Glu-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Ile 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Ile-L-Phe-NH2 + CBZ-L-Ile + 4-guanidinophenol
24.5% yield of CBZ-L-Ile-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Thr 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Thr-L-Phe-NH2 + CBZ-L-Thr + 4-guanidinophenol
90.7% yield of CBZ-L-Thr-L-Phe-NH2
-
-
?
3.4.22.2
additional information
glycine is not recognized by papain
717495
Carica papaya
?
-
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
3.4.22.2
CBZ-beta-Ala 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-beta-Ala-L-Phe-NH2 + CBZ-beta-Ala + 4-guanidinophenol
31.6% yield of CBZ-beta-Ala-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-D-Ala 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-D-Ala-L-Phe-NH2 + CBZ-D-Ala + 4-guanidinophenol
11.6% yield of CBZ-D-Ala-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + D-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-D-Phe-NH2 + CBZ-Gly + 4-guanidinophenol
22.9% yield for CBZ-Gly-D-Phe-NH2 and 74.3% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + H2O
-
717495
Carica papaya
CBZ-Gly + 4-guanidinophenol
94.8% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Ala 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Ala 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
96% yield for CBZ-Gly-L-Ala 4-nitroanilide
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Ala-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-L-Ala-NH2 + CBZ-Gly + 4-guanidinophenol
87% yield for Gly-L-Ala-NH2 and 7.7% yield for Gly-OH
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Phe tert-butyl ester + H2O
-
717495
Carica papaya
CBZ-Gly-L-Phe tert-butyl ester + CBZ-Gly + 4-guanidinophenol
11.8% yield for CBZ-Gly-L-Phe tert-butyl ester
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-L-Phe-NH2 + CBZ-Gly + 4-guanidinophenol
92% yield of CBZ-Gly-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Pro 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Pro 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
90.3% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Ser 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Ser 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
94% yield for CBZ-Gly-L-Ser 4-nitroanilide
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Tyr 4-nitroanilide + H2O
-
717495
Carica papaya
CBZ-Gly-L-Tyr 4-nitroanilide + CBZ-Gly + 4-guanidinophenol
90.6% yield for CBZ-Gly-L-Tyr 4-nitroanilide and 4.3% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-Gly 4-guanidinophenyl ester + L-Tyr-NH2 + H2O
-
717495
Carica papaya
CBZ-Gly-L-Tyr-NH2 + CBZ-Gly + 4-guanidinophenol
91.3% yield for CBZ-Gly-L-Tyr-NH2 and 2.5% yield for CBZ-Gly
-
-
?
3.4.22.2
CBZ-L-Ala 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Ala-L-Phe-NH2 + CBZ-L-Ala + 4-guanidinophenol
77.5% yield of CBZ-L-Ala-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Arg 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Arg-L-Phe-NH2 + CBZ-L-Arg + 4-guanidinophenol
45.9% yield of CBZ-L-Arg-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Asn 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
L-Asn-L-Phe-NH2 + CBZ-L-Asn + 4-guanidinophenol
6.1% yield of CBZ-L-Asn-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Glu 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-Glu-L-Phe-NH2 + CBZ-L-Glu + 4-guanidinophenol
68.5% yield of CBZ-L-Glu-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Ile 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Ile-L-Phe-NH2 + CBZ-L-Ile + 4-guanidinophenol
24.5% yield of CBZ-L-Ile-L-Phe-NH2
-
-
?
3.4.22.2
CBZ-L-Thr 4-guanidinophenyl ester + L-Phe-NH2 + H2O
-
717495
Carica papaya
CBZ-L-Thr-L-Phe-NH2 + CBZ-L-Thr + 4-guanidinophenol
90.7% yield of CBZ-L-Thr-L-Phe-NH2
-
-
?
3.4.22.2
additional information
glycine is not recognized by papain
717495
Carica papaya
?
-
-
-
?