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Volumn 8, Issue 9, 2002, Pages 529-542

Liquid-phase peptide synthesis on polyethylene glycol (PEG) supports using strategies based on the 9-fluorenylmethoxycarbonyl amino protecting group: Application of PEGylated peptides in biochemical assays

Author keywords

Fmoc protecting group; Liquid phase peptide synthesis (LPPS); Polyethylene glycol (PEG); Polymer support; Screening

Indexed keywords

9 FLUORENYLMETHYL CHLOROFORMATE; FLUORIDE ION; HYBRID PROTEIN; MACROGOL; PIPERIDINE; POLYPEPTIDE; PROTEIN KINASE;

EID: 0036740334     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/psc.413     Document Type: Article
Times cited : (33)

References (54)
  • 1
    • 0015529625 scopus 로고
    • Liquid phase synthesis of peptides
    • Bayer E, Mutter M. Liquid phase synthesis of peptides. Nature 1972; 237: 512-513.
    • (1972) Nature , vol.237 , pp. 512-513
    • Bayer, E.1    Mutter, M.2
  • 2
    • 0000609990 scopus 로고
    • The liquid phase method for peptide synthesis
    • Academic Press: New York
    • Mutter M, Bayer E. The liquid phase method for peptide synthesis. In The Peptides. Academic Press: New York, 1979; 285-332.
    • (1979) The Peptides , pp. 285-332
    • Mutter, M.1    Bayer, E.2
  • 4
    • 0029992806 scopus 로고    scopus 로고
    • Combinatorial chemistry: A liquid-phase approach
    • Janda KD, Han H. Combinatorial chemistry: A liquid-phase approach. Methods Enzymol. 1996; 267: 234-247.
    • (1996) Methods Enzymol , vol.267 , pp. 234-247
    • Janda, K.D.1    Han, H.2
  • 5
    • 0000757794 scopus 로고    scopus 로고
    • Liquid-phase chemistry: Recent advances in soluble polymer-supported catalysts, reagents and synthesis
    • Wentworth P Jr., Janda KD. Liquid-phase chemistry: Recent advances in soluble polymer-supported catalysts, reagents and synthesis. Chem. Commun. 1999; 1917-1924.
    • (1999) Chem. Commun , pp. 1917-1924
    • Wentworth P., Jr.1    Janda, K.D.2
  • 6
    • 0002573610 scopus 로고    scopus 로고
    • Azatides as peptidomimetics. Solution and liquid phase syntheses
    • Han H, Yoon J, Janda KD. Azatides as peptidomimetics. Solution and liquid phase syntheses. Methods Mol. Med. 1999; 23: 87-102.
    • (1999) Methods Mol. Med , vol.23 , pp. 87-102
    • Han, H.1    Yoon, J.2    Janda, K.D.3
  • 7
    • 0001404049 scopus 로고    scopus 로고
    • Exploiting poly(ethylene glycol) as a matrix for liquid-phase organic synthesis
    • Sieber F, Wentworth P Jr., Janda KD. Exploiting poly(ethylene glycol) as a matrix for liquid-phase organic synthesis. Molecules 2000; 5: 1018-1032.
    • (2000) Molecules , vol.5 , pp. 1018-1032
    • Sieber, F.1    Wentworth P., Jr.2    Janda, K.D.3
  • 8
    • 0025354607 scopus 로고
    • HELP (high efficiency liquid phase) new oligonucleotide synthesis on soluble polymeric support
    • Bonara GM, Seremin CL, Colonna FP, Garbesi A. HELP (high efficiency liquid phase) new oligonucleotide synthesis on soluble polymeric support. Nucleic Acids Res. 1990; 18: 3155-3159.
    • (1990) Nucleic Acids Res , vol.18 , pp. 3155-3159
    • Bonara, G.M.1    Seremin, C.L.2    Colonna, F.P.3    Garbesi, A.4
  • 9
    • 0031098534 scopus 로고    scopus 로고
    • Organic synthesis on soluble polymer supports: Liquid-phase methodologies
    • Gravert DJ, Janda KD. Organic synthesis on soluble polymer supports: Liquid-phase methodologies. Chem. Rev. 1997; 97: 489-509.
    • (1997) Chem. Rev , vol.97 , pp. 489-509
    • Gravert, D.J.1    Janda, K.D.2
  • 10
    • 0033593860 scopus 로고    scopus 로고
    • Liquid phase combinatorial synthesis of benzylpiperazines
    • Shey J-Y, Sun C-M. Liquid phase combinatorial synthesis of benzylpiperazines. Bioorg. Med. Chem. Lett. 1999; 9: 519-522.
    • (1999) Bioorg. Med. Chem. Lett , vol.9 , pp. 519-522
    • Shey, J.-Y.1    Sun, C.-M.2
  • 11
    • 0031436222 scopus 로고    scopus 로고
    • Soluble polyethylene glycol supports for liquid-phase combinatorial synthesis
    • Gravert DJ, Janda KD. Soluble polyethylene glycol supports for liquid-phase combinatorial synthesis. Drugs of the Future 1997; 22: 1147-1150.
    • (1997) Drugs of the Future , vol.22 , pp. 1147-1150
    • Gravert, D.J.1    Janda, K.D.2
  • 12
    • 0019630837 scopus 로고
    • Liquid-phase synthesis of naturally occurring peptides. I. Syntheses of leucine-enkephalin and methionine-enkephalin on a p-alkoxybenzyl-modified soluble support
    • Colombo R, Pinelli A. Liquid-phase synthesis of naturally occurring peptides. I. Syntheses of leucine-enkephalin and methionine-enkephalin on a p-alkoxybenzyl-modified soluble support. Hoppe-Seyler's Z. Physiol. Chem. 1981; 362: 1385-1391.
    • (1981) Hoppe-Seyler's Z. Physiol. Chem , vol.362 , pp. 1385-1391
    • Colombo, R.1    Pinelli, A.2
  • 13
    • 0025232814 scopus 로고
    • Solid phase peptide synthesis utilizing 9-fluorenylmethoxy-carbonyl amino acids
    • Fields GB, Noble RL. Solid phase peptide synthesis utilizing 9-fluorenylmethoxy-carbonyl amino acids. Int. J. Peptide Protein Res. 1990; 35: 161-214.
    • (1990) Int. J. Peptide Protein Res , vol.35 , pp. 161-214
    • Fields, G.B.1    Noble, R.L.2
  • 14
    • 0347005967 scopus 로고
    • New, easily removable poly(ethylene glycol) supports for the liquid-phase method of peptide synthesis
    • Pillai VNR, Mutter M, Bayer E, Gatfield I. New, easily removable poly(ethylene glycol) supports for the liquid-phase method of peptide synthesis. J. Org. Chem. 1980: 45: 5364-5370.
    • (1980) J. Org. Chem , vol.45 , pp. 5364-5370
    • Pillai, V.N.R.1    Mutter, M.2    Bayer, E.3    Gatfield, I.4
  • 15
    • 0001788151 scopus 로고
    • New poly(ethylene glycol) supports for the liquid-phase synthesis of protected peptide hydrazides
    • Colombo R. New poly(ethylene glycol) supports for the liquid-phase synthesis of protected peptide hydrazides. Tetrahedron Lett. 1981; 22: 4129-4132.
    • (1981) Tetrahedron Lett , vol.22 , pp. 4129-4132
    • Colombo, R.1
  • 16
    • 0020451997 scopus 로고
    • 4-(2-Chloropropionyl) phenyl-acetoxy-polyethylene glycol: A new photolabile support for liquid-phase peptide synthesis
    • Tjoeng FS, Heavner GA. 4-(2-Chloropropionyl) phenyl-acetoxy-polyethylene glycol: A new photolabile support for liquid-phase peptide synthesis. Tetrahedron Lett. 1982; 23: 4439-4442.
    • (1982) Tetrahedron Lett , vol.23 , pp. 4439-4442
    • Tjoeng, F.S.1    Heavner, G.A.2
  • 17
    • 0019629224 scopus 로고
    • Liquid-phase synthesis of naturally occurring peptides. II. Syntheses of three mast cell degranulating tetradecapeptide amides from wasp venoms
    • Colombo R. Liquid-phase synthesis of naturally occurring peptides. II. Syntheses of three mast cell degranulating tetradecapeptide amides from wasp venoms. Hoppe-Seyler's Z. Physiol. Chem. 1981; 362: 1393-1403.
    • (1981) Hoppe-Seyler's Z. Physiol. Chem , vol.362 , pp. 1393-1403
    • Colombo, R.1
  • 18
    • 37049102463 scopus 로고
    • Peptide synthesis. Part 1. Preparation and use of polar supports based on poly(dimethylacrylamide)
    • Arshady R, Atherton E, Clive DLJ, Sheppard RC. Peptide synthesis. Part 1. Preparation and use of polar supports based on poly(dimethylacrylamide). J. Chem. Soc. Perkin Trans. 1 1981; 529-537.
    • (1981) J. Chem. Soc. Perkin Trans , vol.1 , pp. 529-537
    • Arshady, R.1    Atherton, E.2    Clive, D.L.J.3    Sheppard, R.C.4
  • 19
    • 37049106853 scopus 로고
    • α-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and acyl carrier protein 65-74 decapeptide
    • α-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and acyl carrier protein 65-74 decapeptide. J. Chem. Soc. Perkin Trans. 1 1981; 538-546.
    • (1981) J. Chem. Soc. Perkin Trans , vol.1 , pp. 538-546
    • Atherton, E.1    Logan, C.J.2    Sheppard, R.C.3
  • 20
    • 45949123116 scopus 로고
    • Solid-phase synthesis of protected peptide fragments using a trialkoxy-diphenyl-methylester resin
    • Rink H. Solid-phase synthesis of protected peptide fragments using a trialkoxy-diphenyl-methylester resin. Tetrahedron Lett. 1987; 28: 3787-3790.
    • (1987) Tetrahedron Lett , vol.28 , pp. 3787-3790
    • Rink, H.1
  • 21
    • 0023973734 scopus 로고    scopus 로고
    • New segment synthesis of α-inhibin-92 by the acyl disulfide method
    • Yamashiro D, Li CH. New segment synthesis of α-inhibin-92 by the acyl disulfide method. Int. J. Peptide Protein Res. 1996; 31: 322-334.
    • (1996) Int. J. Peptide Protein Res , vol.31 , pp. 322-334
    • Yamashiro, D.1    Li, C.H.2
  • 22
    • 0025103048 scopus 로고
    • A cleavage method which minimizes side reactions following Fmoc solid phase peptide synthesis
    • King DS, Fields CG, Fields GB. A cleavage method which minimizes side reactions following Fmoc solid phase peptide synthesis. Int. J. Peptide Protein Res. 1990; 36: 255-266.
    • (1990) Int. J. Peptide Protein Res , vol.36 , pp. 255-266
    • King, D.S.1    Fields, C.G.2    Fields, G.B.3
  • 23
    • 84989052470 scopus 로고
    • α-Cyano-4-hydroxyeinnamic acid as a matrix for matrix-assisted laser desorption mass spectrometry
    • Beavis RC, Chaudhary T, Chait BT. α-Cyano-4-hydroxyeinnamic acid as a matrix for matrix-assisted laser desorption mass spectrometry. Org. Mass Spectrom. 1992; 27: 156-158.
    • (1992) Org. Mass Spectrom , vol.27 , pp. 156-158
    • Beavis, R.C.1    Chaudhary, T.2    Chait, B.T.3
  • 24
    • 0002714675 scopus 로고
    • Rapid chromatographic technique for preparative separations with moderate resolution
    • Still WC, Kahn M, Mitra A. Rapid chromatographic technique for preparative separations with moderate resolution. J. Org. Chem. 1978; 43: 2923-2925.
    • (1978) J. Org. Chem , vol.43 , pp. 2923-2925
    • Still, W.C.1    Kahn, M.2    Mitra, A.3
  • 26
    • 0034637623 scopus 로고    scopus 로고
    • A versatile polymer-supported 4-(4-methyl-phenyl(chloro)methyl)-phenoxy linker for solid-phase synthesis of pseudopeptides
    • Atkinson GE, Fischer PM, Chan WC. A versatile polymer-supported 4-(4-methyl-phenyl(chloro)methyl)-phenoxy linker for solid-phase synthesis of pseudopeptides. J. Org. Chem. 2000; 65: 5048-5056.
    • (2000) J. Org. Chem , vol.65 , pp. 5048-5056
    • Atkinson, G.E.1    Fischer, P.M.2    Chan, W.C.3
  • 28
    • 0001686537 scopus 로고
    • Polymer-supported solution synthesis of oligosaccharides
    • Douglas SP, Whitfield DM, Krepinsky JJ. Polymer-supported solution synthesis of oligosaccharides. J. Am. Chem. Soc. 1991; 113: 5095-5097.
    • (1991) J. Am. Chem. Soc , vol.113 , pp. 5095-5097
    • Douglas, S.P.1    Whitfield, D.M.2    Krepinsky, J.J.3
  • 29
    • 0014772602 scopus 로고
    • Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides
    • Kaiser E, Colescott RL, Bossinger CD, Cook PI. Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides. Anal. Biochem. 1970; 34: 595-598.
    • (1970) Anal. Biochem , vol.34 , pp. 595-598
    • Kaiser, E.1    Colescott, R.L.2    Bossinger, C.D.3    Cook, P.I.4
  • 30
    • 0003714939 scopus 로고    scopus 로고
    • Fmoc solid phase peptide synthesis: A practical approach
    • Hames BD (ed.). Oxford University Press: Oxford
    • Chan WC, White PD. Fmoc solid phase peptide synthesis: A practical approach. In The Practical Approach Series, Hames BD (ed.). Oxford University Press: Oxford, 2000.
    • (2000) The Practical Approach Series
    • Chan, W.C.1    White, P.D.2
  • 31
    • 0001117875 scopus 로고
    • Removal of 9-fluorenylmethyloxy-carbonyl (Fmoc) group with tetrabutylammonium fluoride
    • Ueki M, Amemiya M. Removal of 9-fluorenylmethyloxy-carbonyl (Fmoc) group with tetrabutylammonium fluoride. Tetrahedron Lett. 1987; 28: 6617-6620.
    • (1987) Tetrahedron Lett , vol.28 , pp. 6617-6620
    • Ueki, M.1    Amemiya, M.2
  • 32
    • 0002147097 scopus 로고
    • One-pot deprotection and coupling of peptides by the Fmoc- strategy
    • Ueki M, Nishigaki N, Aoki H, Tsurusaki T, Katoh T. One-pot deprotection and coupling of peptides by the Fmoc- strategy. Chem. Lett. 1993; 721-724.
    • (1993) Chem. Lett , pp. 721-724
    • Ueki, M.1    Nishigaki, N.2    Aoki, H.3    Tsurusaki, T.4    Katoh, T.5
  • 34
    • 0036830109 scopus 로고    scopus 로고
    • WAF1-derived peptide inhibitors of CDK-mediated pRb phosphorylation: Delineation and structural insights into their interactions with cyclin A
    • in press
    • WAF1-derived peptide inhibitors of CDK-mediated pRb phosphorylation: Delineation and structural insights into their interactions with cyclin A. J. Peptide Res 2002; in press.
    • (2002) J. Peptide Res
    • Zheleva, D.I.1    McInnes, C.2    Gavine, A.-L.3    Zhelev, N.Z.4    Fischer, P.M.5    Lane, D.P.6
  • 35
    • 0033760789 scopus 로고    scopus 로고
    • Inhibitors of cyclin-dependent kinases as anti-cancer therapeutics
    • Fischer PM, Lane DP. Inhibitors of cyclin-dependent kinases as anti-cancer therapeutics. Curr. Med. Chem. 2000; 7: 1213-1245.
    • (2000) Curr. Med. Chem , vol.7 , pp. 1213-1245
    • Fischer, P.M.1    Lane, D.P.2
  • 36
    • 0005215827 scopus 로고
    • The 9-fluorenylmethyloxycarbonyl family of base-sensitive amino-protecting groups
    • Carpino LA. The 9-fluorenylmethyloxycarbonyl family of base-sensitive amino-protecting groups. Acc. Chem. Res. 1987; 20: 401-407.
    • (1987) Acc. Chem. Res , vol.20 , pp. 401-407
    • Carpino, L.A.1
  • 37
    • 0025095466 scopus 로고
    • Rapid continuous peptide synthesis via Fmoc amino acid chloride doupling and 4-(aminomethyl)piperidine deblocking
    • Beyermann M, Bienert M, Niedrich H, Carpino LA, Sadat-Aalaee D. Rapid continuous peptide synthesis via Fmoc amino acid chloride doupling and 4-(aminomethyl)piperidine deblocking. J. Org. Chem. 1990: 55: 721-728.
    • (1990) J. Org. Chem , vol.55 , pp. 721-728
    • Beyermann, M.1    Bienert, M.2    Niedrich, H.3    Carpino, L.A.4    Sadat-Aalaee, D.5
  • 38
    • 0025952348 scopus 로고
    • A new method for rapid solution synthesis of shorter peptides by use of PyBop
    • Hoeg-Jensen T, Jakobsen MH, Holm A. A new method for rapid solution synthesis of shorter peptides by use of PyBop. Tetrahedron Lett. 1991; 32: 6837-6390.
    • (1991) Tetrahedron Lett , vol.32 , pp. 6390-6837
    • Hoeg-Jensen, T.1    Jakobsen, M.H.2    Holm, A.3
  • 39
    • 37049095806 scopus 로고
    • Convenient source of 'naked' fluoride: Tetra-n-butylammonium chloride and potassium fluoride dihydrate
    • Carpino LA, Sau AC. Convenient source of 'naked' fluoride: Tetra-n-butylammonium chloride and potassium fluoride dihydrate. J. Chem. Soc. Chem. Commun. 1979; 514-515.
    • (1979) J. Chem. Soc. Chem. Commun , pp. 514-515
    • Carpino, L.A.1    Sau, A.C.2
  • 40
    • 0028344405 scopus 로고
    • Selective removal of fluorenylmethoxycarbonyl (Fmoc) groups under mild conditions
    • Jiang J, Li WR, Joullie MM. Selective removal of fluorenylmethoxycarbonyl (Fmoc) groups under mild conditions. Synth. Commun. 1994; 24: 187-195.
    • (1994) Synth. Commun , vol.24 , pp. 187-195
    • Jiang, J.1    Li, W.R.2    Joullie, M.M.3
  • 41
    • 0030152676 scopus 로고    scopus 로고
    • Optimized preparation of deca(L-alanyl)-L-valinamide by 9-fluorenylmethyloxycarbonyl (Fmoc) solid-phase synthesis on polyethylene glycol-polystyrene (PEG-PS)graft supports, with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) deprotection
    • Kates SA, Sole NA, Beyermann M, Barany G, Albericio F. Optimized preparation of deca(L-alanyl)-L-valinamide by 9-fluorenylmethyloxycarbonyl (Fmoc) solid-phase synthesis on polyethylene glycol-polystyrene (PEG-PS)graft supports, with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) deprotection. Pept. Res. 1996; 9: 106-113.
    • (1996) Pept. Res , vol.9 , pp. 106-113
    • Kates, S.A.1    Sole, N.A.2    Beyermann, M.3    Barany, G.4    Albericio, F.5
  • 42
    • 0010482889 scopus 로고
    • Rapid one-pot deprotection and coupling of Fmoc peptides
    • Pept. Chem. 1992, Proc. Jpn. Symp., 2nd ESCOM: Leiden
    • Ueki M, Nishigaki N, Aoki H, Tsurusaki T, Katoh T. Rapid one-pot deprotection and coupling of Fmoc peptides. Pept. Chem. 1992, Proc. Jpn. Symp., 2nd. ESCOM: Leiden, 1993; 122-125.
    • (1993) , pp. 122-125
    • Ueki, M.1    Nishigaki, N.2    Aoki, H.3    Tsurusaki, T.4    Katoh, T.5
  • 43
    • 84867898784 scopus 로고    scopus 로고
    • A new one-pot method for Fmoc solution synthesis
    • Pept. 1998, Proc. Eur. Pept. Symp. (1999) 25th Akademiai Kiado: Budapest, Hungary
    • Ueki M, Yanagihara T. A new one-pot method for Fmoc solution synthesis. Pept. 1998, Proc. Eur. Pept. Symp., 25th (1999). Akademiai Kiado: Budapest, Hungary, 1998: 252-253.
    • (1998) , pp. 252-253
    • Ueki, M.1    Yanagihara, T.2
  • 44
    • 0010441967 scopus 로고
    • Rapid solution phase synthesis of peptides by the Fmoc strategy
    • Ueki M, Tsurusaki T, Okumura J. Rapid solution phase synthesis of peptides by the Fmoc strategy. Pept. Chem. 1994: 32: 213-216.
    • (1994) Pept. Chem , vol.32 , pp. 213-216
    • Ueki, M.1    Tsurusaki, T.2    Okumura, J.3
  • 45
    • 0000785097 scopus 로고
    • Use of polymers as protecting groups in organic synthesis. Iii. Selective functionalization of polyhydroxy alcohols
    • Fréchet JMJ, Nuyens LJ. Use of polymers as protecting groups in organic synthesis. Iii. Selective functionalization of polyhydroxy alcohols. Can. J. Chem. 1976; 54: 926-934.
    • (1976) Can. J. Chem , vol.54 , pp. 926-934
    • Fréchet, J.M.J.1    Nuyens, L.J.2
  • 47
    • 0028204040 scopus 로고
    • (R,S) 2-fluoro (chloro)-4′-carboxy-triphenyl methanol. Novel acid labile trityl type handles for solid phase peptide synthesis
    • Zikos CC, Ferderigos NG. (R,S) 2-fluoro (chloro)-4′-carboxy-triphenyl methanol. Novel acid labile trityl type handles for solid phase peptide synthesis. Tetrahedron Lett. 1994; 35: 1767-1768.
    • (1994) Tetrahedron Lett , vol.35 , pp. 1767-1768
    • Zikos, C.C.1    Ferderigos, N.G.2
  • 48
    • 0025677280 scopus 로고
    • A versatile acid-labile linker for modification of synthetic biomolecules
    • Gildea BD, Coull JM, Koester H. A versatile acid-labile linker for modification of synthetic biomolecules. Tetrahedron Lett. 1990; 31: 7095-7098.
    • (1990) Tetrahedron Lett , vol.31 , pp. 7095-7098
    • Gildea, B.D.1    Coull, J.M.2    Koester, H.3
  • 49
    • 0028834758 scopus 로고
    • Synthesis of the 3-repeat region of human tau-2 by the solid phase assembly of backbone amide-protected segments
    • Quibell M, Packman LC, Johnson T. Synthesis of the 3-repeat region of human tau-2 by the solid phase assembly of backbone amide-protected segments. J. Am. Chem. Soc. 1995; 117: 11 656-11 668.
    • (1995) J. Am. Chem. Soc , vol.117 , pp. 11656-11668
    • Quibell, M.1    Packman, L.C.2    Johnson, T.3
  • 50
    • 37049074206 scopus 로고
    • A new reagent for the cleavage of fully protected peptides synthesised on 2-chlorotrityl chloride resin
    • Bollhagen R, Schmiedberger M, Barlos K, Grell E. A new reagent for the cleavage of fully protected peptides synthesised on 2-chlorotrityl chloride resin. J. Chem. Soc. Chem. Commun. 1994; 2559-2560.
    • (1994) J. Chem. Soc. Chem. Commun , pp. 2559-2560
    • Bollhagen, R.1    Schmiedberger, M.2    Barlos, K.3    Grell, E.4
  • 51
    • 0002510887 scopus 로고    scopus 로고
    • Avoiding investment in doomed drugs. Is poor solubility an industry wide problem?
    • (April)
    • Lipinski CA. Avoiding investment in doomed drugs. Is poor solubility an industry wide problem? Current Drug Discovery 2001; (April) 17-19.
    • (2001) Current Drug Discovery , pp. 17-19
    • Lipinski, C.A.1
  • 52
    • 0029560180 scopus 로고
    • Amino acids and peptides. XXV. Preparation and fibronectin-related peptide(polyethylene glycol) hybrids and their inhibitory effect on experimental metastasis
    • Kawasaki K, Namikawa M, Yamashiro Y, Iwai Y, Hama T, Tsutsumi Y, Yamamoto S, Nakagawa S, Mayumi T. Amino acids and peptides. XXV. Preparation and fibronectin-related peptide(polyethylene glycol) hybrids and their inhibitory effect on experimental metastasis. Chem. Pharm. Bull. 1995; 43: 2133-2138.
    • (1995) Chem. Pharm. Bull , vol.43 , pp. 2133-2138
    • Kawasaki, K.1    Namikawa, M.2    Yamashiro, Y.3    Iwai, Y.4    Hama, T.5    Tsutsumi, Y.6    Yamamoto, S.7    Nakagawa, S.8    Mayumi, T.9
  • 53
    • 0030059104 scopus 로고    scopus 로고
    • Site-specific attachment of functionalized poly(ethylene glycol) to the amino terminus of proteins
    • Gaertner HF, Offord RE. Site-specific attachment of functionalized poly(ethylene glycol) to the amino terminus of proteins. Bioconjugate Chem. 1996; 7: 38-44.
    • (1996) Bioconjugate Chem , vol.7 , pp. 38-44
    • Gaertner, H.F.1    Offord, R.E.2
  • 54
    • 0015931593 scopus 로고
    • P-alkoxybenzyl alcohol resin and p-alkoxybenzyloxycarbonylhydrazide resin for solid phase synthesis of protected peptide fragments
    • Wang S-S. P-alkoxybenzyl alcohol resin and p-alkoxybenzyloxycarbonylhydrazide resin for solid phase synthesis of protected peptide fragments. J. Am. Chem. Soc. 1973; 95: 1328-1333.
    • (1973) J. Am. Chem. Soc , vol.95 , pp. 1328-1333
    • Wang, S.-S.1


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