메뉴 건너뛰기




Volumn 54, Issue 8, 2002, Pages 1145-1155

Methodologies for preparation of synthetic block copolypeptides: Materials with future promise in drug delivery

Author keywords

Block copolymer; Drug delivery; Living polymerization; N Carboxyanhydride; Polypeptide; Self assembly; Transition metal catalysis

Indexed keywords

AMINO ACIDS; BIOSYNTHESIS; CATALYSIS; COMPOSITION; MOLECULAR WEIGHT; POLYMERIZATION; POLYMERS;

EID: 0037130975     PISSN: 0169409X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0169-409X(02)00062-5     Document Type: Article
Times cited : (197)

References (57)
  • 3
    • 0034158145 scopus 로고    scopus 로고
    • Engineering the extracellular matrix: A novel approach to polymeric biomaterials. I. Control of the physical properties of artificial protein matrices designed to support adhesion of vascular endothelial cells
    • (b) Welsh E.R., Tirrell D.A. Engineering the extracellular matrix: a novel approach to polymeric biomaterials. I. Control of the physical properties of artificial protein matrices designed to support adhesion of vascular endothelial cells. Biomacromolecules. 1:2000;23-30.
    • (2000) Biomacromolecules , vol.1 , pp. 23-30
    • Welsh, E.R.1    Tirrell, D.A.2
  • 5
    • 0000738920 scopus 로고
    • Conjugation of methotrexate to poly(L-lysine) increases drug transport and overcomes drug resistance in cultured cells
    • (a) Ryser H.J.-P., Shen W.-C. Conjugation of methotrexate to poly(L-lysine) increases drug transport and overcomes drug resistance in cultured cells. Proc. Natl. Acad. Sci. USA. 75:1978;3867-3870
    • (1978) Proc. Natl. Acad. Sci. USA , vol.75 , pp. 3867-3870
    • Ryser, H.J.-P.1    Shen, W.-C.2
  • 6
    • 0001036012 scopus 로고
    • Micelle-forming block copolymers: Pinocytosis by macrophages and interaction with model membranes
    • (b) Pratten M.K., Lloyd J.B., Hörpel G., Ringsdorf H. Micelle-forming block copolymers: pinocytosis by macrophages and interaction with model membranes. Makromol. Chem. 186:1985;725-733
    • (1985) Makromol. Chem. , vol.186 , pp. 725-733
    • Pratten, M.K.1    Lloyd, J.B.2    Hörpel, G.3    Ringsdorf, H.4
  • 7
    • 0023212742 scopus 로고
    • Receptor-mediated in vitro gene transformation by a double DNA carrier system
    • (c) Wu G.Y., Wu C.H. Receptor-mediated in vitro gene transformation by a double DNA carrier system. J. Biol. Chem. 262:1987;4429-4432
    • (1987) J. Biol. Chem. , vol.262 , pp. 4429-4432
    • Wu, G.Y.1    Wu, C.H.2
  • 8
    • 0022344726 scopus 로고
    • Poly-L-aspartic acid as a carrier for doxorubicin: A comparative in vivo study of free and polymer-bound drug
    • (d) Pratesi G., Savi G., Pezzoni G., Bellini O., Penco S., Tinelli S., Zunino F. Poly-L-aspartic acid as a carrier for doxorubicin: a comparative in vivo study of free and polymer-bound drug. Br. J. Cancer. 52:1985;841-848.
    • (1985) Br. J. Cancer , vol.52 , pp. 841-848
    • Pratesi, G.1    Savi, G.2    Pezzoni, G.3    Bellini, O.4    Penco, S.5    Tinelli, S.6    Zunino, F.7
  • 9
    • 70449273550 scopus 로고
    • Biological properties of poly-α-amino acids
    • Sela M., Katchalski E. Biological properties of poly-α-amino acids. Adv. Protein Chem. 14:1959;391-478.
    • (1959) Adv. Protein Chem. , vol.14 , pp. 391-478
    • Sela, M.1    Katchalski, E.2
  • 10
    • 0031097510 scopus 로고    scopus 로고
    • Polypeptide materials: New synthetic methods and applications
    • (a) Deming T.J. Polypeptide materials: new synthetic methods and applications. Adv. Mater. 9:1997;299-311
    • (1997) Adv. Mater. , vol.9 , pp. 299-311
    • Deming, T.J.1
  • 11
    • 0035823759 scopus 로고    scopus 로고
    • Protein-based materials, toward a new level of structural control
    • (b) van Hest J.C.M., Tirrell D.A. Protein-based materials, toward a new level of structural control. Chem. Commun. 2001;1897-1904
    • (2001) Chem. Commun. , pp. 1897-1904
    • Van Hest, J.C.M.1    Tirrell, D.A.2
  • 12
    • 0031761860 scopus 로고    scopus 로고
    • Diblock copolymer nanoparticles for drug delivery
    • Kwon G.S. Diblock copolymer nanoparticles for drug delivery. Crit. Rev. Ther. Drug Carrier Syst. 15:1998;481-512.
    • (1998) Crit. Rev. Ther. Drug Carrier Syst. , vol.15 , pp. 481-512
    • Kwon, G.S.1
  • 14
    • 0037637898 scopus 로고    scopus 로고
    • Poly(ethylene oxide)-b-poly(L-lysine) complexes with retinoic acid
    • (b) Thünemann A.F., Beyermann J., Kukula H. Poly(ethylene oxide)-b-poly(L-lysine) complexes with retinoic acid. Macromolecules. 33:2000;5906-5911.
    • (2000) Macromolecules , vol.33 , pp. 5906-5911
    • Thünemann, A.F.1    Beyermann, J.2    Kukula, H.3
  • 18
    • 0001924446 scopus 로고
    • Monodisperse polymers
    • 2nd Edition, Wiley-Interscience. New York
    • (a) Fetters L.J. Monodisperse polymers. 2nd Edition Encyclopedia of Polymer Science and Engineering. Vol. 10:1987;19-25 Wiley-Interscience, New York
    • (1987) Encyclopedia of Polymer Science and Engineering , vol.10 , pp. 19-25
    • Fetters, L.J.1
  • 19
    • 0026107795 scopus 로고
    • Living polymerization methods
    • (b) Webster O. Living polymerization methods. Science. 251:1991;887-893.
    • (1991) Science , vol.251 , pp. 887-893
    • Webster, O.1
  • 21
    • 0017402015 scopus 로고
    • Block copolymers of amino acids. II. Physicochemical data on copolymers containing L-alanine or L-phenylalanine
    • (b) Howard J.C., Cardinaux F., Scheraga H.A. Block copolymers of amino acids. II. Physicochemical data on copolymers containing L-alanine or L-phenylalanine. Biopolymers. 16:1977;2029-2051
    • (1977) Biopolymers , vol.16 , pp. 2029-2051
    • Howard, J.C.1    Cardinaux, F.2    Scheraga, H.A.3
  • 22
    • 0016739808 scopus 로고
    • The β conformation of polypeptides of valine, isoleucine, and threonine in solution and solid-state: Optical and infrared studies
    • (c) Kubota S., Fasman G.D. The β conformation of polypeptides of valine, isoleucine, and threonine in solution and solid-state: optical and infrared studies. Biopolymers. 14:1975;605-631.
    • (1975) Biopolymers , vol.14 , pp. 605-631
    • Kubota, S.1    Fasman, G.D.2
  • 23
    • 0001573887 scopus 로고
    • Mechanism of N-carboxy-α-amino acid anhydride (NCA) polymerization
    • (a) Sekiguchi H. Mechanism of N-carboxy-α-amino acid anhydride (NCA) polymerization. Pure Appl. Chem. 53:1981;1689-1714
    • (1981) Pure Appl. Chem. , vol.53 , pp. 1689-1714
    • Sekiguchi, H.1
  • 24
    • 0016619976 scopus 로고
    • Anionic polymerization mechanism of N-carboxy-α-amino acid anhydrides
    • (b) Sekiguchi H., Froyer G. Anionic polymerization mechanism of N-carboxy-α-amino acid anhydrides. J. Polym. Sci. Symp. 52:1975;157-171.
    • (1975) J. Polym. Sci. Symp. , vol.52 , pp. 157-171
    • Sekiguchi, H.1    Froyer, G.2
  • 26
    • 0031440842 scopus 로고    scopus 로고
    • Facile synthesis of block copolypeptides of defined architecture
    • (a) Deming T.J. Facile synthesis of block copolypeptides of defined architecture. Nature. 390:1997;386-389
    • (1997) Nature , vol.390 , pp. 386-389
    • Deming, T.J.1
  • 27
    • 0000305157 scopus 로고    scopus 로고
    • Amino acid derived nickelacycles: Intermediates in nickel mediated polypeptide synthesis
    • (b) Deming T.J. Amino acid derived nickelacycles: intermediates in nickel mediated polypeptide synthesis. J. Am. Chem. Soc. 120:1998;4240-4241.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4240-4241
    • Deming, T.J.1
  • 28
    • 0032682324 scopus 로고    scopus 로고
    • Cobalt and iron initiators for the controlled polymerization of α-amino acid-N-carboxyanhydrides
    • Deming T.J. Cobalt and iron initiators for the controlled polymerization of α-amino acid-N-carboxyanhydrides. Macromolecules. 32:1999;4500-4502.
    • (1999) Macromolecules , vol.32 , pp. 4500-4502
    • Deming, T.J.1
  • 29
    • 0034697662 scopus 로고    scopus 로고
    • Chain initiation efficiency in cobalt- and nickel-mediated polypeptide synthesis
    • Deming T.J., Curtin S.A. Chain initiation efficiency in cobalt- and nickel-mediated polypeptide synthesis. J. Am. Chem. Soc. 122:2000;5710-5717.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 5710-5717
    • Deming, T.J.1    Curtin, S.A.2
  • 30
    • 0034270361 scopus 로고    scopus 로고
    • Living polymerization of α-amino acid-N-carboxyanhydrides
    • Deming T.J. Living polymerization of α-amino acid-N-carboxyanhydrides. J. Polym. Sci. Polym. Chem. Ed. 38:2000;3011-3018.
    • (2000) J. Polym. Sci. Polym. Chem. Ed. , vol.38 , pp. 3011-3018
    • Deming, T.J.1
  • 31
    • 0013883244 scopus 로고
    • Synthesis and antigenic properties of sugar-polypeptide conjugates
    • (a) Rüde E., Westphal O., Hurwitz E., Fuchs S., Sela M. Synthesis and antigenic properties of sugar-polypeptide conjugates. Immunochemistry. 3:1966;137-151
    • (1966) Immunochemistry , vol.3 , pp. 137-151
    • Rüde, E.1    Westphal, O.2    Hurwitz, E.3    Fuchs, S.4    Sela, M.5
  • 32
    • 0342526239 scopus 로고
    • Synthesis of the N-carboxy-α-amino acid anhydrides of several O-acetylated serine cylcosides
    • (b) Rüde E., Meyer-Delius M. Synthesis of the N-carboxy-α-amino acid anhydrides of several O-acetylated serine cylcosides. Carbohydr. Res. 8:1968;219-232
    • (1968) Carbohydr. Res. , vol.8 , pp. 219-232
    • Rüde, E.1    Meyer-Delius, M.2
  • 33
    • 0028195162 scopus 로고
    • Glycopeptide synthesis by an α-amino acid N-carboxyanhydride (NCA) method: Ring-opening polymerization of a sugar-substituted NCA
    • (c) Aoi K., Tsutsumiuchi K., Okada M. Glycopeptide synthesis by an α-amino acid N-carboxyanhydride (NCA) method: ring-opening polymerization of a sugar-substituted NCA. Macromolecules. 27:1994;875-877
    • (1994) Macromolecules , vol.27 , pp. 875-877
    • Aoi, K.1    Tsutsumiuchi, K.2    Okada, M.3
  • 34
    • 0035904443 scopus 로고    scopus 로고
    • Nanomolar E-selectin inhibitors: 700-fold potentiation of affinity by multivalent ligand presentation
    • (d) Thoma G., Duthaler R.O., Magnani J.L., Patton J.T. Nanomolar E-selectin inhibitors: 700-fold potentiation of affinity by multivalent ligand presentation. J. Am. Chem. Soc. 123:2001;10113-10114.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 10113-10114
    • Thoma, G.1    Duthaler, R.O.2    Magnani, J.L.3    Patton, J.T.4
  • 35
    • 0001222648 scopus 로고
    • Synthesis, characterization, and racemization of poly-L-serine
    • (a) Bohak Z., Katchalski E. Synthesis, characterization, and racemization of poly-L-serine. Biochemistry. 2:1963;228-237
    • (1963) Biochemistry , vol.2 , pp. 228-237
    • Bohak, Z.1    Katchalski, E.2
  • 36
    • 0014426569 scopus 로고
    • Ultraviolet rotary properties of polypeptides in solution. II. Poly-L-serine
    • (b) Quadrifoglio F., Urry D.W. Ultraviolet rotary properties of polypeptides in solution. II. Poly-L-serine. J. Am. Chem. Soc. 90:1968;2760-2765.
    • (1968) J. Am. Chem. Soc. , vol.90 , pp. 2760-2765
    • Quadrifoglio, F.1    Urry, D.W.2
  • 38
    • 0032122361 scopus 로고    scopus 로고
    • Enzymatic degradation of poly[N-5-(2-hydroxyethyl)-L-glutamine] and poly[N-5-(2-hydroxyethyl)-L-glutamine-stat-L-glutamic acid]: Analysis of final degradation products
    • (b) Pytela J., Kotva R., Rypácek F. Enzymatic degradation of poly[N-5-(2-hydroxyethyl)-L-glutamine] and poly[N-5-(2-hydroxyethyl)-L-glutamine-stat-L-glutamic acid]: analysis of final degradation products. J. Bioact. Compat. Polym. 13:1998;198-209.
    • (1998) J. Bioact. Compat. Polym. , vol.13 , pp. 198-209
    • Pytela, J.1    Kotva, R.2    Rypácek, F.3
  • 39
    • 12044254336 scopus 로고
    • Adsorption of proteins onto surfaces containing end-attached oligo(ethylene oxide): A model system using self-assembled monolayers
    • Prime K.L., Whitesides G.M. Adsorption of proteins onto surfaces containing end-attached oligo(ethylene oxide): a model system using self-assembled monolayers. J. Am. Chem. Soc. 115:1993;10714-10721.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 10714-10721
    • Prime, K.L.1    Whitesides, G.M.2
  • 40
    • 0033616087 scopus 로고    scopus 로고
    • Methylated mono- and diethyleneglycol functionalized polylysines: Nonionic, helical, water soluble polypeptides
    • Yu M., Nowak A.P., Pochan D.P., Deming T.J. Methylated mono- and diethyleneglycol functionalized polylysines: nonionic, helical, water soluble polypeptides. J. Am. Chem. Soc. 121:1999;12210-12211.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 12210-12211
    • Yu, M.1    Nowak, A.P.2    Pochan, D.P.3    Deming, T.J.4
  • 41
    • 0015870378 scopus 로고
    • Circular dichroism and optical rotary dispersion of proteins and polypeptides
    • Adler A.J., Greenfield N.J., Fasman G.D. Circular dichroism and optical rotary dispersion of proteins and polypeptides. Methods Enzymol. 27:1973;675-735.
    • (1973) Methods Enzymol. , vol.27 , pp. 675-735
    • Adler, A.J.1    Greenfield, N.J.2    Fasman, G.D.3
  • 42
    • 0034883907 scopus 로고    scopus 로고
    • Methylated mono and diethyleneglycol-functionalized beta-sheet forming polypeptides
    • Hwang J., Deming T.J. Methylated mono and diethyleneglycol-functionalized beta-sheet forming polypeptides. Biomacromolecules. 2:2001;17-21.
    • (2001) Biomacromolecules , vol.2 , pp. 17-21
    • Hwang, J.1    Deming, T.J.2
  • 44
    • 0033581193 scopus 로고    scopus 로고
    • Initiators for end-group functionalized polypeptides via tandem addition reactions
    • Curtin S.A., Deming T.J. Initiators for end-group functionalized polypeptides via tandem addition reactions. J. Am. Chem. Soc. 121:1999;7427-7428.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 7427-7428
    • Curtin, S.A.1    Deming, T.J.2
  • 45
    • 0035912981 scopus 로고    scopus 로고
    • Synthesis of ABA triblock copolymers via acyclic diene metathesis polymerization and living polymerization of α-amino acid-N-carboxyanhydrides
    • Brzezinska K.R., Deming T.J. Synthesis of ABA triblock copolymers via acyclic diene metathesis polymerization and living polymerization of α-amino acid-N-carboxyanhydrides. Macromolecules. 34:2001;4348-4354.
    • (2001) Macromolecules , vol.34 , pp. 4348-4354
    • Brzezinska, K.R.1    Deming, T.J.2
  • 46
    • 2142694984 scopus 로고    scopus 로고
    • Unpublished results, University of California
    • K.R. Brzezinska, T.J. Deming, Unpublished results, University of California.
    • Brzezinska, K.R.1    Deming, T.J.2
  • 47
    • 0034891511 scopus 로고    scopus 로고
    • Thermo-responsive peptide-modified hydrogels for tissue regeneration
    • Stile R.A., Healy K.E. Thermo-responsive peptide-modified hydrogels for tissue regeneration. Biomacromolecules. 2:2001;185-194.
    • (2001) Biomacromolecules , vol.2 , pp. 185-194
    • Stile, R.A.1    Healy, K.E.2
  • 48
    • 0542421525 scopus 로고    scopus 로고
    • Foldamers: A manifesto
    • (a) Gellman S.H. Foldamers: a manifesto. Acc. Chem. Res. 31:1998;173-180
    • (1998) Acc. Chem. Res. , vol.31 , pp. 173-180
    • Gellman, S.H.1
  • 49
    • 0033519190 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of a cyclo-β-tetrapeptide as a somatostatin analogue
    • (b) Gademann K., Ernst M., Hoyer D., Seebach D. Synthesis and biological evaluation of a cyclo-β-tetrapeptide as a somatostatin analogue. Angew. Chem. Int. Ed. 38:1999;1223-1226.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1223-1226
    • Gademann, K.1    Ernst, M.2    Hoyer, D.3    Seebach, D.4
  • 50
    • 0001082570 scopus 로고
    • Poly-β-L-aspartic acid. Synthesis through pentachlorophenyl active ester and conformational studies
    • (a) Kovacs J., Ballina R., Rodin R., Balasubramanian D., Applequist J. Poly-β-L-aspartic acid. Synthesis through pentachlorophenyl active ester and conformational studies. J. Am. Chem. Soc. 87:1965;119-120
    • (1965) J. Am. Chem. Soc. , vol.87 , pp. 119-120
    • Kovacs, J.1    Ballina, R.2    Rodin, R.3    Balasubramanian, D.4    Applequist, J.5
  • 52
    • 84982060231 scopus 로고
    • Studien zur bildung von N-carboxy-β-aminosäureanhydriden
    • (a) Birkofer L., Modic R. Studien zur bildung von N-carboxy-β-aminosäureanhydriden. Liebigs Ann. Chem. 628:1959;162-172
    • (1959) Liebigs Ann. Chem. , vol.628 , pp. 162-172
    • Birkofer, L.1    Modic, R.2
  • 53
    • 0035902703 scopus 로고    scopus 로고
    • Synthesis and conformational analysis of optically active poly(β-peptides)
    • (b) Cheng J., Deming T.J. Synthesis and conformational analysis of optically active poly(β-peptides). Macromolecules. 34:2001;5169-5174.
    • (2001) Macromolecules , vol.34 , pp. 5169-5174
    • Cheng, J.1    Deming, T.J.2
  • 55
    • 0033115593 scopus 로고    scopus 로고
    • Proton transfer-controlled anionic polymerization of methyl-substituted β-lactams with potassium t-butoxide and subsequent coupling reaction with saccharides
    • (b) Hashimoto K., Yasuda J., Kobayashi M. Proton transfer-controlled anionic polymerization of methyl-substituted β-lactams with potassium t-butoxide and subsequent coupling reaction with saccharides. J. Polym. Sci., Part A: Polym. Chem. 37:1999;909-915.
    • (1999) J. Polym. Sci., Part A: Polym. Chem. , vol.37 , pp. 909-915
    • Hashimoto, K.1    Yasuda, J.2    Kobayashi, M.3
  • 56
    • 0035955198 scopus 로고    scopus 로고
    • Controlled polymerization of β-lactams using metal-amido complexes. Synthesis of block copoly(β-peptides)
    • Cheng J., Deming T.J. Controlled polymerization of β-lactams using metal-amido complexes. Synthesis of block copoly(β-peptides). J. Am. Chem. Soc. 123:2001;9457-9458.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 9457-9458
    • Cheng, J.1    Deming, T.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.