메뉴 건너뛰기




Volumn 16, Issue 3, 2010, Pages 167-176

An efficient approach for the total synthesis of cyclotides by microwave assisted Fmoc-SPPS

Author keywords

Circular proteins; Cyclotides; Cystine knot; Fmoc SPPS; Microwave chemistry; Native chemical ligation

Indexed keywords

CARBONYL DERIVATIVE; CARBOXYLIC ACID; CYCLOTIDE; CYCLOVIOLACIN O2; KALATA B1; MOMORDICA COCHINCHINENSIS TRYPSIN INHIBITOR II; THIOESTER; TRYPSIN INHIBITOR; UNCLASSIFIED DRUG;

EID: 79951558237     PISSN: 15733149     EISSN: 15733904     Source Type: Journal    
DOI: 10.1007/s10989-010-9221-0     Document Type: Conference Paper
Times cited : (22)

References (57)
  • 1
    • 52449107990 scopus 로고    scopus 로고
    • An efficient Fmoc-SPPS approach for the generation of thioester peptide precursors for use in native chemical ligation
    • Blanco-Canosa JB, Dawson PE (2008) An efficient Fmoc-SPPS approach for the generation of thioester peptide precursors for use in native chemical ligation. Angew Chem Int Ed 47:6851-6855
    • (2008) Angew Chem Int Ed , vol.47 , pp. 6851-6855
    • Blanco-Canosa, J.B.1    Dawson, P.E.2
  • 2
    • 2942525475 scopus 로고    scopus 로고
    • Fmoc-based synthesis of peptide α-thioesters using an aryl hydrazine support
    • DOI 10.1021/jo040140h
    • Camarero JA, Hackel BJ, De Yoreo JJ, Mitchell AR (2004) Fmoc-based synthesis of peptide alpha-thioesters using an aryl hydrazine support. J Org Chem 69:4145-4151 (Pubitemid 38736478)
    • (2004) Journal of Organic Chemistry , vol.69 , Issue.12 , pp. 4145-4151
    • Camarero, J.A.1    Hackel, B.J.2    De Yoreo, J.J.3    Mitchell, A.R.4
  • 3
    • 35648998472 scopus 로고    scopus 로고
    • Reinvestigation of a selenopeptide with purportedly high glutathione peroxidase activity
    • DOI 10.1074/jbc.M705528200
    • Casi G, Hilvert D (2007) Reinvestigation of a selenopeptide with purportedly high glutathione peroxidase activity. J Biol Chem 282:30518-30522 (Pubitemid 350035185)
    • (2007) Journal of Biological Chemistry , vol.282 , Issue.42 , pp. 30518-30522
    • Casi, G.1    Hilvert, D.2
  • 4
    • 47249083936 scopus 로고    scopus 로고
    • Microwave-assisted Boc-solid phase peptide synthesis of cyclic cysteine-rich peptides
    • DOI 10.1002/psc.972
    • Cemazar M, Craik DJ (2008) Microwave-assisted Boc-solid phase peptide synthesis of cyclic cysteine-rich peptides. J Pept Sci 14:683-689 (Pubitemid 351982712)
    • (2008) Journal of Peptide Science , vol.14 , Issue.6 , pp. 683-689
    • Cemazar, M.1    Craik, D.J.2
  • 5
    • 33646340694 scopus 로고    scopus 로고
    • Knots in rings: The circular knotted protein momordica cochinchinensis trypsin inhibitor-II folds via a stable two-disulfide intermediate
    • DOI 10.1074/jbc.M513399200
    • Cemazar M, Daly NL, Häggblad S et al (2006) Knots in rings. The circular knotted protein Momordica cochinchinensis trypsin inhibitor-II folds via a stable two-disulfide intermediate. J Biol Chem 281:8224-8232 (Pubitemid 43847443)
    • (2006) Journal of Biological Chemistry , vol.281 , Issue.12 , pp. 8224-8232
    • Cemazar, M.1    Daly, N.L.2    Haggblad, S.3    Kai, P.L.4    Yulyaningsih, E.5    Craik, D.J.6
  • 7
    • 0034023981 scopus 로고    scopus 로고
    • Peptide thioester preparation by Fmoc solid phase peptide synthesis for use in native chemical ligation
    • DOI 10.1002/(SICI)1099-1387(200005)6:5<225::AID-PSC244>3.0.CO;2-T
    • Clippingdale AB, Barrow CJ, Wade JD (2000) Peptide thioester preparation by Fmoc solid phase peptide synthesis for use in native chemical ligation. J Pept Sci 6:225-234 (Pubitemid 30248632)
    • (2000) Journal of Peptide Science , vol.6 , Issue.5 , pp. 225-234
    • Clippingdale, A.B.1    Barrow, C.J.2    Wade, J.D.3
  • 8
    • 2442715239 scopus 로고    scopus 로고
    • Thermal, chemical, and enzymatic stability of the cyclotide kalata B1: The importance of the cyclic cystine knot
    • DOI 10.1021/bi049711q
    • Colgrave ML, Craik DJ (2004) Thermal, chemical, and enzymatic stability of the cyclotide kalata B1: the importance of the cyclic cystine knot. Biochemistry 43:5965-5975 (Pubitemid 38669464)
    • (2004) Biochemistry , vol.43 , Issue.20 , pp. 5965-5975
    • Colgrave, M.L.1    Craik, D.J.2
  • 10
    • 33645077862 scopus 로고    scopus 로고
    • Chemistry. Seamless proteins tie up their loose ends
    • Craik DJ (2006) Chemistry. Seamless proteins tie up their loose ends. Science 311:1563-1564
    • (2006) Science , vol.311 , pp. 1563-1564
    • Craik, D.J.1
  • 11
    • 0033579483 scopus 로고    scopus 로고
    • Plant cyclotides: A unique family of cyclic and knotted proteins that defines the cyclic cystine knot structural motif
    • DOI 10.1006/jmbi.1999.3383
    • Craik DJ, Daly NL, Bond T, Waine C (1999) Plant cyclotides: a unique family of cyclic and knotted proteins that defines the cyclic cystine knot structural motif. J Mol Biol 294:1327-1336 (Pubitemid 30008803)
    • (1999) Journal of Molecular Biology , vol.294 , Issue.5 , pp. 1327-1336
    • Craik, D.J.1    Daly, N.L.2    Bond, T.3    Waine, C.4
  • 12
    • 34248222232 scopus 로고    scopus 로고
    • Potential therapeutic applications of the cyclotides and related cystine knot mini-proteins
    • DOI 10.1517/13543784.16.5.595
    • Craik DJ, Clark RJ, Daly NL (2007) Potential therapeutic applications of the cyclotides and related cystine knot mini-proteins. Expert Opin Investig Drugs 16:595-604 (Pubitemid 46723268)
    • (2007) Expert Opinion on Investigational Drugs , vol.16 , Issue.5 , pp. 595-604
    • Craik, D.J.1    Clark, R.J.2    Daly, N.L.3
  • 13
    • 0033543137 scopus 로고    scopus 로고
    • Chemical synthesis and folding pathways of large cyclic polypeptides: Studies of the cystine knot polypeptide kalata B1
    • Daly NL, Love S, Alewood PF, Craik DJ (1999) Chemical synthesis and folding pathways of large cyclic polypeptides: studies of the cystine knot polypeptide kalata B1. Biochemistry 38:10606-10614
    • (1999) Biochemistry , vol.38 , pp. 10606-10614
    • Daly, N.L.1    Love, S.2    Alewood, P.F.3    Craik, D.J.4
  • 14
    • 0037458652 scopus 로고    scopus 로고
    • Disulfide folding pathways of cystine knot proteins: Tying the knot within the circular backbone of the cyclotides
    • DOI 10.1074/jbc.M210492200
    • Daly NL, Clark RJ, Craik DJ (2003) Disulfide folding pathways of cystine knot proteins. Tying the knot within the circular backbone of the cyclotides. J Biol Chem 278:6314-6322 (Pubitemid 36800889)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.8 , pp. 6314-6322
    • Daly, N.L.1    Clark, R.J.2    Craik, D.J.3
  • 15
    • 0027944205 scopus 로고
    • Synthesis of proteins by native chemical ligation
    • Dawson PE, Muir TW, Clark-Lewis I, Kent SB (1994) Synthesis of proteins by native chemical ligation. Science 266:776-779 (Pubitemid 24359280)
    • (1994) Science , vol.266 , Issue.5186 , pp. 776-779
    • Dawson, P.E.1    Muir, T.W.2    Clark-Lewis, I.3    Kent, S.B.H.4
  • 17
    • 0035933743 scopus 로고    scopus 로고
    • Circular proteins in plants: Solution structure of a novel macrocyclic trypsin inhibitor from Momordica cochinchinensis
    • Felizmenio-Quimio ME, Daly NL, Craik DJ (2001) Circular proteins in plants: solution structure of a novel macrocyclic trypsin inhibitor from Momordica cochinchinensis. J Biol Chem 276:22875-22882
    • (2001) J Biol Chem , vol.276 , pp. 22875-22882
    • Felizmenio-Quimio, M.E.1    Daly, N.L.2    Craik, D.J.3
  • 18
    • 0000193381 scopus 로고
    • Solvation effects in solid-phase peptidesynthesis
    • Fields GB, Fields CG (1991) Solvation effects in solid-phase peptidesynthesis. J Am Chem Soc 113:4202-4207
    • (1991) J Am Chem Soc , vol.113 , pp. 4202-4207
    • Fields, G.B.1    Fields, C.G.2
  • 19
    • 0028690542 scopus 로고
    • Solvents for solid-phase peptide synthesis
    • Fields CG, Fields GB (1994) Solvents for solid-phase peptide synthesis. Methods Mol Biol 35:29-40
    • (1994) Methods Mol Biol , vol.35 , pp. 29-40
    • Fields, C.G.1    Fields, G.B.2
  • 20
    • 0346220263 scopus 로고    scopus 로고
    • Disulfide mapping of the cyclotide kalata B1. Chemical proof of the cyclic cystine knot motif
    • DOI 10.1074/jbc.M308771200
    • Göransson U, Craik DJ (2003) Disulfide mapping of the cyclotide kalata B1: chemical proof of the cyclic cystine knot motif. J Biol Chem 278:48188-48196 (Pubitemid 37523272)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.48 , pp. 48188-48196
    • Goransson, U.1    Craik, D.J.2
  • 22
    • 4444359659 scopus 로고    scopus 로고
    • Novel strategies for isolation and characterization of cyclotides: The discovery of bioactive macrocyclic plant polypeptides in the Violaceae
    • DOI 10.2174/1389203043379495
    • Göransson U, Svangård E, Claeson P, Bohlin L (2004) Novel strategies for isolation and characterization of cyclotides: the discovery of bioactive macrocyclic plant polypeptides in the violaceae. Curr Protein Pept Sci 5:317-329 (Pubitemid 39200162)
    • (2004) Current Protein and Peptide Science , vol.5 , Issue.5 , pp. 317-329
    • Goransson, U.1    Svangard, E.2    Claeson, P.3    Bohlin, L.4
  • 24
    • 0015723952 scopus 로고
    • On the effect of a polypeptide isolated from "kalatakalata" (Oldenlandia affinis DC) on the oestrogen dominated uterus
    • Gran L (1973) On the effect of a polypeptide isolated from "Kalatakalata" (Oldenlandia affinis DC) on the oestrogen dominated uterus. Acta Pharmacol Toxicol 33:400-408
    • (1973) Acta Pharmacol Toxicol , vol.33 , pp. 400-408
    • Gran, L.1
  • 26
    • 33749128301 scopus 로고    scopus 로고
    • Chemical synthesis and biosynthesis of the cyclotide family of circular proteins
    • DOI 10.1080/15216540600889532, PII KP287U827L852077
    • Gunasekera S, Daly NL, Anderson MA, Craik DJ (2006) Chemical synthesis and biosynthesis of the cyclotide family of circular proteins. IUBMB Life 58:515-524 (Pubitemid 44470237)
    • (2006) IUBMB Life , vol.58 , Issue.9 , pp. 515-524
    • Gunasekera, S.1    Daly, N.L.2    Anderson, M.A.3    Craik, D.J.4
  • 27
    • 58149089532 scopus 로고    scopus 로고
    • Engineering stabilized vascular endothelial growth factor-A antagonists: Synthesis, structural characterization, and bioactivity of grafted analogues of cyclotides
    • Gunasekera S, Foley FM, Clark RJ et al (2008) Engineering stabilized vascular endothelial growth factor-A antagonists: synthesis, structural characterization, and bioactivity of grafted analogues of cyclotides. J Med Chem 51:7697-7704
    • (2008) J Med Chem , vol.51 , pp. 7697-7704
    • Gunasekera, S.1    Foley, F.M.2    Clark, R.J.3
  • 28
    • 64549116362 scopus 로고    scopus 로고
    • Dissecting the oxidative folding of circular cystine knot miniproteins
    • Gunasekera S, Daly N, Clark R, Craik DJ (2009) Dissecting the oxidative folding of circular cystine knot miniproteins. Antioxid Redox Signal 11:971-980
    • (2009) Antioxid Redox Signal , vol.11 , pp. 971-980
    • Gunasekera, S.1    Daly, N.2    Clark, R.3    Craik, D.J.4
  • 29
    • 0028036769 scopus 로고
    • Circulins A and B: Novel HIV-inhibitory macrocyclic peptides from the tropical tree Chassalia parvifolia
    • Gustafson KR, Sowder RC II, Henderson LE et al (1994) Circulins A and B: novel HIV-inhibitory macrocyclic peptides from the tropical tree Chassalia parvifolia. JAmChem Soc 116:9337-9338
    • (1994) JAmChem Soc , vol.116 , pp. 9337-9338
    • Gustafson, K.R.1    Sowder II, R.C.2    Henderson, L.E.3
  • 30
    • 0030711494 scopus 로고    scopus 로고
    • Trifluoroacetic acid cleavage and deprotection of resin-bound peptides following synthesis by Fmoc chemistry
    • DOI 10.1016/S0076-6879(97)89044-1
    • Guy CA, Fields GB (1997) Trifluoroacetic acid cleavage and deprotection of resin-bound peptides following synthesis by Fmoc chemistry. Methods Enzymol 289:67-83 (Pubitemid 27467243)
    • (1997) Methods in Enzymology , vol.289 , pp. 67-83
    • Guy, C.A.1    Fields, G.B.2
  • 32
    • 77951247943 scopus 로고    scopus 로고
    • Lysine-scanning mutagenesis reveals an amendable face of the cyclotide kalata B1 for the optimization of nematocidal activity
    • Huang YH, Colgrave ML, Clark RJ, Kotze AC, Craik DJ (2010) Lysine-scanning mutagenesis reveals an amendable face of the cyclotide kalata B1 for the optimization of nematocidal activity. J Biol Chem 285:10797-10805
    • (2010) J Biol Chem , vol.285 , pp. 10797-10805
    • Huang, Y.H.1    Colgrave, M.L.2    Clark, R.J.3    Kotze, A.C.4    Craik, D.J.5
  • 33
    • 37049080933 scopus 로고
    • Internal aggregation during solid phase peptide synthesis: Dimethyl sulfoxide as a powerful dissociating solvent
    • Hyde C, Johnson T, Sheppard RC (1992) Internal aggregation during solid phase peptide synthesis: dimethyl sulfoxide as a powerful dissociating solvent. J Chem Soc Chem Commun 1573-1575
    • (1992) J Chem Soc Chem Commun , pp. 1573-1575
    • Hyde, C.1    Johnson, T.2    Sheppard, R.C.3
  • 34
    • 0033572729 scopus 로고    scopus 로고
    • Solid phase synthesis of peptide C-terminal thioesters by Fmoc/t-Bu chemistry
    • Ingenito R, Bianchi E, Fattori D, Pessi A (1999) Solid phase synthesis of peptide C-terminal thioesters by Fmoc/t-Bu chemistry. J Am Chem Soc 121:11369-11374
    • (1999) J Am Chem Soc , vol.121 , pp. 11369-11374
    • Ingenito, R.1    Bianchi, E.2    Fattori, D.3    Pessi, A.4
  • 36
    • 33646728877 scopus 로고    scopus 로고
    • Insights into the mechanism and catalysis of the native chemical ligation reaction
    • Johnson EC, Kent SB (2006) Insights into the mechanism and catalysis of the native chemical ligation reaction. J Am Chem Soc 128:6640-6646
    • (2006) J Am Chem Soc , vol.128 , pp. 6640-6646
    • Johnson, E.C.1    Kent, S.B.2
  • 37
    • 0030020427 scopus 로고    scopus 로고
    • Racemization studies of Fmoc-cys(Trt)-OH during stepwise Fmoc-solid phase peptide synthesis
    • DOI 10.1016/0040-4039(95)02406-9
    • Kaiser T, Nicholoson GJ, Kohlbau HJ, Voleler W (1996) Racemization studies of Fmoc-Cys-(trt)-OH during stepwise Fmoc-solid phase peptide synthesis. Tetrahedron Lett 37:1187-1190 (Pubitemid 26057604)
    • (1996) Tetrahedron Letters , vol.37 , Issue.8 , pp. 1187-1190
    • Kaiser, T.1    Nicholson, G.J.2    Kohlbau, H.J.3    Voelter, W.4
  • 39
    • 38149104557 scopus 로고    scopus 로고
    • Ultra-stable peptide scaffolds for protein engineering-synthesis and folding of the circular cystine knotted cyclotide cycloviolacin O2
    • Leta Aboye T, Clark RJ, Craik DJ, Goransson U (2008) Ultra-stable peptide scaffolds for protein engineering-synthesis and folding of the circular cystine knotted cyclotide cycloviolacin O2. ChemBioChem 9:103-113
    • (2008) ChemBioChem , vol.9 , pp. 103-113
    • Leta Aboye, T.1    Clark, R.J.2    Craik, D.J.3    Goransson, U.4
  • 40
    • 0032548051 scopus 로고    scopus 로고
    • Direct preparation of peptide thioesters using an Fmoc solid-phase method
    • DOI 10.1016/S0040-4039(98)01868-1, PII S0040403998018681
    • Li XQ, Kawakami T, Aimoto S (1998) Direct preparation of peptide thioesters using an Fmoc solid-phase method. Tetrahedron Lett 39:8669-8672 (Pubitemid 28496829)
    • (1998) Tetrahedron Letters , vol.39 , Issue.47 , pp. 8669-8672
    • Li, X.1    Kawakami, T.2    Aimoto, S.3
  • 42
    • 31544463846 scopus 로고    scopus 로고
    • Microwave-assisted parallel synthesis of a 14-helical β-peptide library
    • DOI 10.1021/cc0501099
    • Murray JK, Gellman SH (2006) Microwave-assisted paralled synthesis of a 14-helical beta-peptide library. J Comb Chem 8:58-65 (Pubitemid 43166082)
    • (2006) Journal of Combinatorial Chemistry , vol.8 , Issue.1 , pp. 58-65
    • Murray, J.K.1    Gellman, S.H.2
  • 43
    • 34347259948 scopus 로고    scopus 로고
    • Parallel synthesis of peptide libraries using microwave irradiation
    • Murray JK, Gellman SH (2007) Parallel synthesis of peptide libraries using microwave irradiation. Nat Protoc 2:624-631
    • (2007) Nat Protoc , vol.2 , pp. 624-631
    • Murray, J.K.1    Gellman, S.H.2
  • 44
    • 0007416646 scopus 로고
    • The electron donor-acceptor interaction between mixed solvents and its influence on their β-sheet structure-disrupting potential
    • Narita M, Umeyama H, Isokawa S, Honda S, Sasaki C, Kakei H (1989) The electron donor-acceptor interaction between mixed solvents and its influence on their β-sheet structure-disrupting potential. Bull Chem Soc Jpn 62:780-785
    • (1989) Bull Chem Soc Jpn , vol.62 , pp. 780-785
    • Narita, M.1    Umeyama, H.2    Isokawa, S.3    Honda, S.4    Sasaki, C.5    Kakei, H.6
  • 45
    • 0027440361 scopus 로고
    • A general strategy for the synthesis of large peptides: The combined solid-phase and solution approach
    • Riniker B, Florsheimer A, Fretz H, Sieber P, Kamber B (1993) A general strategy for the synthesis of large peptides: the combined solid-phase and solution approach. Tetrahedron 49:9307-9320
    • (1993) Tetrahedron , vol.49 , pp. 9307-9320
    • Riniker, B.1    Florsheimer, A.2    Fretz, H.3    Sieber, P.4    Kamber, B.5
  • 46
    • 77951856436 scopus 로고    scopus 로고
    • Understanding microwave heating effects in single mode type cavities-theory and experiment
    • Robinson J, Kingman S, Irvine D et al (2010) Understanding microwave heating effects in single mode type cavities-theory and experiment. Phys Chem Chem Phys 12:4750-4758
    • (2010) Phys Chem Chem Phys , vol.12 , pp. 4750-4758
    • Robinson, J.1    Kingman, S.2    Irvine, D.3
  • 47
    • 0037424506 scopus 로고    scopus 로고
    • Twists, knots, and rings in proteins: Structural definition of the cyclotide framework
    • DOI 10.1074/jbc.M211147200
    • Rosengren KJ, Daly NL, Plan MR, Waine C, Craik DJ (2003) Twists, knots, and rings in proteins. Structural definition of the cyclotide framework. J Biol Chem 278:8606-8616 (Pubitemid 36800615)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.10 , pp. 8606-8616
    • Rosengren, K.J.1    Daly, N.L.2    Plan, M.R.3    Waine, C.4    Craik, D.J.5
  • 48
    • 0028940110 scopus 로고
    • Synthesis of large peptides in solution
    • Sakakibara S (1995) Synthesis of large peptides in solution. Biopolymers 37:17-28
    • (1995) Biopolymers , vol.37 , pp. 17-28
    • Sakakibara, S.1
  • 49
    • 33645033202 scopus 로고    scopus 로고
    • A continent of plant defense peptide diversity: Cyclotides in Australian Hybanthus (Violaceae)
    • Simonsen SM, Sando L, Ireland DC et al (2005) A continent of plant defense peptide diversity: cyclotides in Australian Hybanthus (Violaceae). Plant Cell 17:3176-3189
    • (2005) Plant Cell , vol.17 , pp. 3176-3189
    • Simonsen, S.M.1    Sando, L.2    Ireland, D.C.3
  • 50
    • 43949138210 scopus 로고    scopus 로고
    • Alanine scanning mutagenesis of the prototypic cyclotide reveals a cluster of residues essential for bioactivity
    • Simonsen SM, Sando L, Rosengren KJ et al (2008) Alanine scanning mutagenesis of the prototypic cyclotide reveals a cluster of residues essential for bioactivity. J Biol Chem 283:9805-9813
    • (2008) J Biol Chem , vol.283 , pp. 9805-9813
    • Simonsen, S.M.1    Sando, L.2    Rosengren, K.J.3
  • 51
    • 0034632429 scopus 로고    scopus 로고
    • Facile, Fmoc-compatible solid-phase synthesis of peptide C-terminal thioesters
    • Swinnen D, Hilvert D (2000) Facile, Fmoc-compatible solid-phase synthesis of peptide C-terminal thioesters. Org Lett 2:2439-2442
    • (2000) Org Lett , vol.2 , pp. 2439-2442
    • Swinnen, D.1    Hilvert, D.2
  • 53
    • 0033549108 scopus 로고    scopus 로고
    • Thia zip reaction for synthesis of large cyclic peptides: Mechanisms and applications
    • Tam JP, Lu YA, Yu QT (1999b) Thia zip reaction for synthesis of large cyclic peptides: mechanisms and applications. J Am Chem Soc 121:4316-4324
    • (1999) J Am Chem Soc , vol.121 , pp. 4316-4324
    • Tam, J.P.1    Lu, Y.A.2    Yu, Q.T.3
  • 54
    • 33746467082 scopus 로고    scopus 로고
    • Total synthesis of the macrocyclic cysteine knot microprotein MCoTI-II
    • DOI 10.1039/b607324g
    • Thongyoo P, Tate EW, Leatherbarrow RJ (2006) Total synthesis of the macrocyclic cysteine knot microprotein MCoTI-II. Chem Commun (Camb) 27:2848-2850 (Pubitemid 44124186)
    • (2006) Chemical Communications , Issue.27 , pp. 2848-2850
    • Thongyoo, P.1    Tate, E.W.2    Leatherbarrow, R.J.3
  • 56
    • 70350059832 scopus 로고    scopus 로고
    • Potent inhibitors of beta-tryptase and human leukocyte elastase based on the MCoTI-II scaffold
    • Thongyoo P, Bonomelli C, Leatherbarrow RJ, Tate EW (2009) Potent inhibitors of beta-tryptase and human leukocyte elastase based on the MCoTI-II scaffold. J Med Chem 52:6197-6200
    • (2009) J Med Chem , vol.52 , pp. 6197-6200
    • Thongyoo, P.1    Bonomelli, C.2    Leatherbarrow, R.J.3    Tate, E.W.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.