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Literature for peptidase C01.001: papain

Summary Alignment Sequences Sequence features Distribution Structure Literature Substrates Inhibitors Pharma

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    2025
  1. Juliano,M.A., Persico,M., Severino,B., Tumbarello,G., Okamoto,D., Fernandes,K.R., Trigo,G., Tanaka,A.S., Lacerda,J.T., Tkachuck,O., Corvino,A., Fiorino,F., Scognamiglio,A., Frecentese,F., Santagada,V., Vertuccio,S., Caliendo,G., Juliano,L. and Fattorusso,C.
    1,2,4-Thiadiazolidin-3,5-Diones as Inhibitors of Cysteine Proteases
    Molecules (2025) 30 PubMed  Europe PubMed DOI  PMC  EPMC  I
  2. Vlahakis,N.W., Flowers,C.W., Liu,M., Agdanowski,M.P., Johnson,S., Summers,J.A., Jacobs,L.M.C., Keyser,C., Russell,P., Rose,S.L., Orlans,J., Adhami,N., Chen,Y., Sawaya,M.R., Basu,S., de Sanctis,D., Chen,Y., Wakatsuki,S., Nelson,H.M., Loo,J.A., Tang,Y. and Rodriguez,J.A.
    Combining MicroED and native mass spectrometry for structural discovery of enzyme-small molecule complexes
    Proc Natl Acad Sci U S A (2025) 122, e2503780122-e2503780122. PubMed  Europe PubMed DOI  PMC  EPMC  I
    3. 2020
  3. Azarkan,M., Maquoi,E., Delbrassine,F., Herman,R., M'rabet,N., Calvo Esposito,R., Charlier,P. and Kerff,F.
    Structures of the free and inhibitors-bound forms of bromelain and ananain from Ananas comosus stem and in vitro study of their cytotoxicity
    Sci Rep (2020) 10, 19570-19570. PubMed  Europe PubMed DOI  PMC  EPMC  I
  4. Jastaniah,A., Gaisina,I.N., Knopp,R.C. and Thatcher,G.R.J.
    Synthesis of alpha-Ketoamide-Based Stereoselective Calpain-1 Inhibitors as Neuroprotective Agents
    ChemMedChem (2020) PubMed  Europe PubMed DOI  I
    5. 2019
  5. Liu,C., Barrett,T.M., Chen,X., Ferrie,J.J. and Petersson,E.J.
    Fluorescent probes for studying thioamide positional effects on proteolysis reveal insight into resistance to cysteine proteases
    Chembiochem (2019) 20, 2059-2062. PubMed  Europe PubMed DOI  I
    6. 2015
  6. Benucci,I., Esti,M. and Liburdi,K.
    Effect of wine inhibitors on the proteolytic activity of papain from Carica papaya L. latex
    Biotechnol Prog (2015) 31, 48-54. PubMed  Europe PubMed DOI  I
    7. 2014
  7. Kathman,S.G., Xu,Z. and Statsyuk,A.V.
    A fragment-based method to discover irreversible covalent inhibitors of cysteine proteases
    J Med Chem (2014) 57, 4969-4974. PubMed  Europe PubMed DOI  I
  8. Wammes,A.E., Hendriks,T.G., Amatdjais-Groenen,H.I., Wijdeven,M.A., van Hest,J.C., van Delft,F.L., Ritschel,T. and Rutjes,F.P.
    Influence of azide incorporation on binding affinity by small papain inhibitors
    Bioorg Med Chem (2014) 22, 5593-5603. PubMed  Europe PubMed DOI  I
    9. 2011
  9. Nishiyama,K.
    Substrate specificity of papain dynamic structures for peptides consisting of 8-10 Gly residues
    Chem Phys Lett (2011) 501, 513-516. DOI  I
  10. Shokhen,M., Khazanov,N. and Albeck,A.
    The mechanism of papain inhibition by peptidyl aldehydes
    Proteins (2011) 79, 975-985. PubMed  Europe PubMed DOI  I
    11. 2010
  11. Singh,J.P., Tamang,S., Rajamohanan,P.R., Jima,N.C., Chakraborty,G., Kundu,G.C., Gaikwad,S.M. and Khan,M.I.
    Isolation, structure, and functional elucidation of a modified pentapeptide, cysteine protease inhibitor (CPI-2081) from Streptomyces species 2081 that exhibit inhibitory effect on cancer cell migration
    J Med Chem (2010) 53, 5121-5128. PubMed  Europe PubMed DOI  I
    12. 2008
  12. Beavers,M.P., Myers,M.C., Shah,P.P., Purvis,J.E., Diamond,S.L., Cooperman,B.S., Huryn,D.M. and Smith,A.B., III
    Molecular docking of cathepsin L inhibitors in the binding site of papain
    J Chem Inf Model (2008) 48, 1464-1472. PubMed  Europe PubMed DOI  S  I
    13. 2007
  13. Brouwer,A.J., Bunschoten,A. and Liskamp,R.M.
    Synthesis and evaluation of chloromethyl sulfoxides as a new class of selective irreversible cysteine protease inhibitors
    Bioorg Med Chem (2007) 15, 6985-6993. PubMed  Europe PubMed DOI  I
    14. 2004
  14. Janowski,R., Kozak,M., Jankowska,E., Grzonka,Z. and Jaskolski,M.
    Two polymorphs of a covalent complex between papain and a diazomethylketone inhibitor
    J Pept Res (2004) 64, 141-150. PubMed  Europe PubMed DOI  S  I
    15. 2000
  15. Achilles,K., Schneider,M., Schirmeister,T. and Otto,H.H.
    beta-Lactam derivatives as enzyme inhibitors: N-substituted derivatives of (S)-4-oxoazetidine-2-carboxylate as inhibitors of elastase and papain
    Pharmazie (2000) 55, 798-802. PubMed  Europe PubMed  I
  16. Schirmeister,T. and Peric,M.
    Aziridinyl peptides as inhibitors of cysteine proteases: effect of a free carboxylic acid function on inhibition
    Bioorg Med Chem (2000) 8, 1281-1291. PubMed  Europe PubMed DOI  I
  17. [YEAR:7-7-2000]Xian,M., Chen,X., Liu,Z., Wang,K. and Wang,P.G.
    Inhibition of papain by S-nitrosothiols. Formation of mixed disulfides
    J Biol Chem (7-7-2000) 275, 20467-20473. PubMed  Europe PubMed DOI  I
    18. 1999
  18. Ando,R., Sakaki,T., Morinaka,Y., Takahashi,C., Tamao,Y., Yoshii,N., Katayama,S., Saito,K.I., Tokuyama,H., Isaka,M. and Nakamura,E.
    Cyclopropenone-containing cysteine proteinase inhibitors. Synthesis and enzyme inhibitory activities
    Bioorg Med Chem (1999) 7, 571-579. PubMed  Europe PubMed  I
  19. [YEAR:18-5-1999]Czaplewski,C., Grzonka,Z., Jaskolski,M., Kasprzykowski,F., Kozak,M., Politowska,E. and Ciarkowski,J.
    Binding modes of a new epoxysuccinyl-peptide inhibitor of cysteine proteases. Where and how do cysteine proteases express their selectivity?
    Biochim Biophys Acta (18-5-1999) 1431, 290-305. PubMed  Europe PubMed DOI  I
  20. Matsumoto,K., Mizoue,K., Kitamura,K., Tse,W.C., Huber,C.P. and Ishida,T.
    Structural basis of inhibition of cysteine proteases by E-64 and its derivatives
    Biopolymers (1999) 51, 99-107. PubMed  Europe PubMed DOI  I
  21. [YEAR:20-12-1999]Tsuge,H., Nishimura,T., Tada,Y., Asao,T., Turk,D., Turk,V. and Katunuma,N.
    Inhibition mechanism of cathepsin L-specific inhibitors based on the crystal structure of papain-CLIK148 complex
    Biochem Biophys Res Commun (20-12-1999) 266, 411-416. PubMed  Europe PubMed DOI  S  I
    22. 1998
  22. [YEAR:5-11-1998]LaLonde,J.M., Zhao,B., Smith,W.W., Janson,C.A., DesJarlais,R.L., Tomaszek,T.A., Carr,T.J., Thompson,S.K., Oh,H.J., Yamashita,D.S., Veber,D.F. and Abdel-Meguid,S.S.
    Use of papain as a model for the structure-based design of cathepsin K inhibitors: crystal structures of two papain-inhibitor complexes demonstrate binding to S'-subsites
    J Med Chem (5-11-1998) 41, 4567-4576. PubMed  Europe PubMed DOI  S  I
  23. [YEAR:3-3-1998]Matsumoto,K., Murata,M., Sumiya,S., Mizoue,K., Kitamura,K. and Ishida,T.
    X-ray crystal structure of papain complexed with cathepsin B-specific covalent-type inhibitor: substrate specificity and inhibitory activity
    Biochim Biophys Acta (3-3-1998) 1383, 93-100. PubMed  Europe PubMed DOI  S  I
    24. 1997
  24. Zheng,Y.J. and Bruice,T.C.
    Is strong hydrogen bonding in the transition state enough to account for the observed rate acceleration in a mutant of papain?
    Proc Natl Acad Sci U S A (1997) 94, 4285-4288. PubMed  Europe PubMed DOI  PMC  EPMC  I
    25. 1996
  25. [YEAR:16-8-1996]Meara,J.P. and Rich,D.H.
    Mechanistic studies on the inactivation of papain by epoxysuccinyl inhibitors
    J Med Chem (16-8-1996) 39, 3357-3366. PubMed  Europe PubMed DOI  I
    26. 1995
  26. Dufour,E., Storer,A.C. and Menard,R.
    Peptide aldehydes and nitriles as transition state analog inhibitors of cysteine proteases
    Biochemistry (1995) 34, 9136-9143. PubMed  Europe PubMed DOI  I
  27. [YEAR:4-8-1995]Martichonok,V., Plouffe,C., Storer,A.C., Menard,R. and Jones,J.B.
    Aziridine analogs of [[trans-(epoxysuccinyl)-L-leucyl]amino]-4-guanidinobutane (E-64) as inhibitors of cysteine proteases
    J Med Chem (4-8-1995) 38, 3078-3085. PubMed  Europe PubMed  I
    28. 1994
  28. Matsumoto,K., Murata,M., Sumiya,S., Kitamura,K. and Ishida,T.
    Clarification of substrate specificity of papain by crystal analyses of complexes with covalent-type inhibitors
    Biochim Biophys Acta (1994) 1208, 268-276. PubMed  Europe PubMed DOI  I
    29. 1993
  29. Ando,R., Morinaka,Y., Tokuyama,H., Isaka,M. and Nakamura,E.
    A new class of proteinase inhibitor. Cyclopropenone-containing inhibitor of papain
    J Am Chem Soc (1993) 115, 1174-1175.  I
  30. Bihovsky,R., Powers,J.C., Kam,C.M., Walton,R. and Loewi,R.C.
    Further evidence for the importance of free carboxylate in epoxysuccinate inhibitors of thiol proteases
    J Enzyme Inhib (1993) 7, 15-25. PubMed  Europe PubMed  I
  31. Schroder,E., Phillips,C., Garman,E., Harlos,K. and Crawford,C.
    X-ray crystallographic structure of a papain-leupeptin complex
    FEBS Lett (1993) 315, 38-42. PubMed  Europe PubMed DOI  S  I
    32. 1992
  32. Kim,M.J., Yamamoto,D., Matsumoto,K., Inoue,M., Ishida,T., Mizuno,H., Sumiya,S. and Kitamura,K.
    Crystal structure of papain-E64-c complex. Binding diversity of E64-c to papain S2 and S3 subsites
    Biochem J (1992) 287, 797-803. PubMed  Europe PubMed  PMC  EPMC  S  I
  33. [YEAR:20-3-1992]Liu,S. and Hanzlik,R.P.
    Structure-activity relationships for inhibition of papain by peptide Michael acceptors
    J Med Chem (20-3-1992) 35, 1067-1075. PubMed  Europe PubMed  I
    34. 1991
  34. Gour-Salin,B.J., Storer,A.C., Castelhano,A., Krantz,A. and Robinson,V.
    Inhibition of papain by peptide nitriles: reactions of external nucleophiles with the thioimidate ester adduct
    Enzyme Microb Technol (1991) 13, 408-411.  I
  35. Yamamoto,D., Matsumoto,K., Ohishi,H., Ishida,T., Inoue,M., Kitamura,K. and Mizuno,H.
    Refined X-ray structure of papain.E-64-c complex at 2.1-A resolution
    J Biol Chem (1991) 266, 14771-14777. PubMed  Europe PubMed  S  I
    36. 1990
  36. Hanzlik,R.P., Zygmunt,J. and Moon,J.B.
    Reversible covalent binding of peptide nitriles to papain
    Biochim Biophys Acta (1990) 1035, 62-70. PubMed  Europe PubMed DOI  I
  37. Hu,L.Y. and Abeles,R.H.
    Inhibition of cathepsin B and papain by peptidyl alpha-keto esters, alpha-keto amides, alpha-diketones, and alpha-keto acids
    Arch Biochem Biophys (1990) 281, 271-274. PubMed  Europe PubMed DOI  I
  38. Yamamoto,D., Ishida,T. and Inoue,M.
    A comparison between the binding modes of a substrate and inhibitor to papain as observed in complex crystal structures
    Biochem Biophys Res Commun (1990) 171, 711-716. PubMed  Europe PubMed DOI  S  I
  39. Yamamoto,D., Matsumoto,K., Ohishi,H., Ishida,T., Inoue,M., Kitamura,K. and Hanada,K.
    The importance of Val-157 hydrophobic interaction for papain inhibitory activity of an epoxysuccinyl amino acid derivative. A structure-activity relationship based on the crystal structure of the papain-E-64-c complex
    FEBS Lett (1990) 263, 134-136. PubMed  Europe PubMed DOI  S  I
    40. 1989
  40. Buttle,D.J., Kembhavi,A.A., Sharp,S.L., Shute,R.E., Rich,D.H. and Barrett,A.J.
    Affinity purification of the novel cysteine proteinase papaya proteinase IV, and papain from papaya latex
    Biochem J (1989) 261, 469-476. PubMed  Europe PubMed  I
  41. [YEAR:13-3-1989]Matsumoto,K., Yamamoto,D., Ohishi,H., Tomoo,K., Ishida,T., Inoue,M., Sadatome,T., Kitamura,K. and Mizuno,H.
    Mode of binding of E-64-c, a potent thiol protease inhibitor, to papain as determined by X-ray crystal analysis of the complex
    FEBS Lett (13-3-1989) 245, 177-180. PubMed  Europe PubMed DOI  S  I
  42. [YEAR:25-1-1989]Schultz,R.M., Varma-Nelson,P., Ortiz,R., Kozlowski,K.A., Orawski,A.T., Pagast,P. and Frankfater,A.
    Active and inactive forms of the transition-state analog protease inhibitor leupeptin: explanation of the observed slow binding of leupeptin to cathepsin B and papain
    J Biol Chem (25-1-1989) 264, 1497-1507. PubMed  Europe PubMed  I
  43. Varughese,K.I., Ahmed,F.R., Carey,P.R., Hasnain,S., Huber,C.P. and Storer,A.C.
    Crystal structure of a papain-E-64 complex
    Biochemistry (1989) 28, 1330-1332. PubMed  Europe PubMed  S  I
    44. 1986
  44. Moon,J.B., Coleman,R.S. and Hanzlik,R.P.
    Reversible covalent inhibition of papain by a peptide nitrile. 13C NMR evidence for a thioimidate ester adduct
    J Am Chem Soc (1986) 108, 1350-1351.  I
  45. Oka,T. and Morihara,K.
    Inactivation of papain with chloroacetyl amino acid derivatives
    Agric Biol Chem (1986) 50, 519-520. DOI  I
  46. Thompson,S.A., Andrews,P.R. and Hanzlik,R.P.
    Carboxyl-modified amino acids and peptides as protease inhibitors
    J Med Chem (1986) 29, 104-111. PubMed  Europe PubMed  I
    47. 1984
  47. Hanzlik,R.P. and Thompson,S.A.
    Vinylogous amino acid esters: a new class of inactivators for thiol proteases
    J Med Chem (1984) 27, 711-712. PubMed  Europe PubMed  I
  48. Sasmito,T., Demeester,J. and Lauwers,A.
    The inhibition of papain
    Arch Physiol Biochem (1984) 92, BP24-BP25. DOI  I
    49. 1981
  49. Frankfater,A. and Kuppy,T.
    Mechanism of association of N-acetyl-L-phenylalanylglycinal to papain
    Biochemistry (1981) 20, 5517-5524. PubMed  Europe PubMed  I
  50. Tamai,M., Adachi,T., Oguma,K., Morimoto,S., Hanada,K., Ohmura,S. and Ohzeki,M.
    Relationship between structure and papain inhibitory activity of epoxysuccinyl amino acid derivatives
    Agric Biol Chem (1981) 45, 675-679. DOI  I
    51. 1979
  51. Funk,M.O., Nakagawa,Y., Skochdopole,J. and Kaiser,E.T.
    Affinity chromatographic purification of papain. A reinvestigation
    Int J Pept Protein Res (1979) 13, 296-303. PubMed  Europe PubMed  I
  52. Henes,J.B., Mattis,J.A. and Fruton,J.S.
    Interaction of papain with derivatives of phenylalanylglycinal: fluorescence studies
    Proc Natl Acad Sci U S A (1979) 76, 1131-1134. PubMed  Europe PubMed  PMC  EPMC  I
    53. 1977
  53. Bendall,M.R., Cartwright,I.L., Clark,P.I., Lowe,G. and Nurse,D.
    Inhibition of papain by N-acyl-aminoacetaldehydes and N-acyl-aminopropanones. Evidence for hemithioacetal formation by a cross-saturation technique in nuclear-magnetic-resonance spectroscopy
    Eur J Biochem (1977) 79, 201-209. PubMed  Europe PubMed  I
  54. [YEAR:3-10-1977]Halasz,P. and Polgar,L.
    Negatively charged reactants as probes in the study of the essential mercaptide-imidazolium ion-pair of thiolenzymes
    Eur J Biochem (3-10-1977) 79, 491-494. PubMed  Europe PubMed  I
  55. [YEAR:27-12-1977]Leary,R., Larsen,D., Watanabe,H. and Shaw,E.
    Diazomethyl ketone substrate derivatives as active-site-directed inhibitors of thiol proteases. Papain
    Biochemistry (27-12-1977) 16, 5857-5861. PubMed  Europe PubMed  I
  56. [YEAR:10-10-1977]Mattis,J.A., Henes,J.B. and Fruton,J.S.
    Interaction of papain with derivatives of phenylalanylglycinal
    J Biol Chem (10-10-1977) 252, 6776-6782. PubMed  Europe PubMed  I
    57. 1976
  57. Drenth,J., Kalk,K.H. and Swen,H.M.
    Binding of chloromethyl ketone substrate analogues to crystalline papain
    Biochemistry (1976) 15, 3731-3738. PubMed  Europe PubMed  I
  58. [YEAR:11-12-1976]Halasz,P. and Polgar,L.
    Effect of the immediate environment on the reactivity of the essential -SH group of papain
    Eur J Biochem (11-12-1976) 71, 571-575. PubMed  Europe PubMed  I
    59. 1972
  59. [YEAR:18-1-1972]Jolley,C.J. and Yankeelov,J.A., Jr.
    Reaction of papain with alpha-bromo-beta-(5-imidazolyl)propionic acid
    Biochemistry (18-1-1972) 11, 164-169. PubMed  Europe PubMed  I
  60. Williams,A., Lucas,E.C., Rimmer,A.R. and Hawkins,H.C.
    Proteolytic enzymes. Nature of binding forces between papain and its substrates and inhibitors
    J Chem Soc [Perkin 2] (1972) 2, 627-633.  I
    61. 1970
  61. Anderson,B.M. and Vasini,E.C.
    Nonpolar effects in reactions of the sulfhydryl group of papain
    Biochemistry (1970) 9, 3348-3352. PubMed  Europe PubMed  I
    62. 1968
  62. [YEAR:20-3-1968]Whitaker,J.R. and Perez-Villase nor,J.
    Chemical modification of papain. I. Reaction with the chloromethyl ketones of phenylalanine and lysine and with phenylmethyl-sulfonyl fluoride
    Arch Biochem Biophys (20-3-1968) 124, 70-78. PubMed  Europe PubMed  I
    63. 1964
  63. Light,A.
    The reaction of iodoacetate and bromoacetate with papain
    Biochem Biophys Res Commun (1964) 17, 781-785.  I

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