메뉴 건너뛰기




Volumn 1047, Issue , 2013, Pages 23-41

Linkers, resins, and general procedures for solid-phase peptide synthesis

Author keywords

ChemMatrix; COMU; DIC; HATU; HBTU; HOAt; HOBt; Oxyma; PEGA; Polystyrene; Solid phase peptide synthesis; SPPS; TentaGel

Indexed keywords

9 FLUORENYLMETHYL CHLOROFORMATE; CARBOXYLIC ACID; COPOLYMER; MACROGOL; POLYACRYLAMIDE; POLYSTYRENE DERIVATIVE; RESIN;

EID: 84934439321     PISSN: 10643745     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-1-62703-544-6_2     Document Type: Article
Times cited : (28)

References (26)
  • 1
    • 0033186074 scopus 로고    scopus 로고
    • Matrix assisted synthetic transformations: A mosaic of diverse contributions. I. The pattern emerges
    • Hudson D (1999) Matrix assisted synthetic transformations: A mosaic of diverse contributions. I. The pattern emerges. J Comb Chem 1:333-360
    • (1999) J Comb Chem , vol.1 , pp. 333-360
    • Hudson, D.1
  • 2
    • 0033223375 scopus 로고    scopus 로고
    • Matrix assisted synthetic transformations: A mosaic of diverse contributions. II. The pattern is completed
    • Hudson D (1999) Matrix assisted synthetic transformations: A mosaic of diverse contributions. II. The pattern is completed. J Comb Chem 1:403-457
    • (1999) J Comb Chem , vol.1 , pp. 403-457
    • Hudson, D.1
  • 3
    • 20744456789 scopus 로고
    • Solid phase peptide synthesis. I. The synthesis of a tetrapeptide
    • Merrifield RB (1963) Solid phase peptide synthesis. I. The synthesis of a tetrapeptide. J Am Chem Soc 85:2149-2154
    • (1963) J Am Chem Soc , vol.85 , pp. 2149-2154
    • Merrifield, R.B.1
  • 4
    • 0025232814 scopus 로고
    • Solid-phase peptide-synthesis utilizing 9-fluorenylmethoxycarbonyl amino acids
    • Fields GB, Noble RL (1990) Solid-phase peptide-synthesis utilizing 9-fluorenylmethoxycarbonyl amino acids. Int J Pept Protein Res 35:161-214
    • (1990) Int J Pept Protein Res , vol.35 , pp. 161-214
    • Fields, G.B.1    Noble, R.L.2
  • 6
    • 0026029284 scopus 로고
    • Towards the chemical synthesis of proteins
    • Bayer E (1991) Towards the chemical synthesis of proteins. Angew Chem Int Ed 30: 113-129
    • (1991) Angew Chem Int Ed , vol.30 , pp. 113-129
    • Bayer, E.1
  • 7
    • 0026704473 scopus 로고
    • Pega: A flow stable polyethylene glycol dimethyl acrylamide copolymer for solid phase synthesis
    • Meldal M (1992) Pega: A flow stable polyethylene glycol dimethyl acrylamide copolymer for solid phase synthesis. Tetrahedron Lett 33:3077-3080
    • (1992) Tetrahedron Lett , vol.33 , pp. 3077-3080
    • Meldal, M.1
  • 9
    • 0030726646 scopus 로고    scopus 로고
    • Solid-phase peptide synthesis
    • Fields GB (ed. Academic, San Diego
    • Songster MF, Barany G (1997) Solid-phase peptide synthesis. In: Fields GB (ed) Methods in enzymology. Academic, San Diego, pp 126-174
    • (1997) Methods in enzymology , pp. 126-174
    • Songster, M.F.1    Barany, G.2
  • 10
    • 0033683359 scopus 로고    scopus 로고
    • Linkers and cleavage strategies in solid-phase organic synthesis and combinatorial chemistry
    • Guillier F, Orain D, Bradley M (2000) Linkers and cleavage strategies in solid-phase organic synthesis and combinatorial chemistry. Chem Rev 100:2091-2158
    • (2000) Chem Rev , vol.100 , pp. 2091-2158
    • Guillier, F.1    Orain, D.2    Bradley, M.3
  • 11
    • 45949123116 scopus 로고
    • Solid phase synthesis of protected peptide fragments using a trialkoxydiphenyl-methylester resin
    • Rink H (1987) Solid phase synthesis of protected peptide fragments using a trialkoxydiphenyl-methylester resin. Tetrahedron Lett 28:3787-3790
    • (1987) Tetrahedron Lett , vol.28 , pp. 3787-3790
    • Rink, H.1
  • 12
    • 0037667047 scopus 로고    scopus 로고
    • Large-scale manufacture of peptide therapeutics by chemical synthesis
    • Bray B (2003) Large-scale manufacture of peptide therapeutics by chemical synthesis. Nat Rev Drug Discov 2:587-593
    • (2003) Nat Rev Drug Discov , vol.2 , pp. 587-593
    • Bray, B.1
  • 13
    • 2942525475 scopus 로고    scopus 로고
    • Fmoc-based synthesis of peptide α-thioesters using an aryl hydrazine support
    • Camarero J, Hackel BJ, De Yoreo JJ, Mitchell AR (2004) Fmoc-based synthesis of peptide α-thioesters using an aryl hydrazine support. J Org Chem 69:4145-4151
    • (2004) J Org Chem , vol.69 , pp. 4145-4151
    • Camarero, J.1    Hackel, B.J.2    De Yoreo, J.J.3    Mitchell, A.R.4
  • 14
    • 34250006884 scopus 로고    scopus 로고
    • The use of aryl hydrazide linkers for the solid phase synthesis of chemically modified peptides
    • Woo Y-H, Mitchell AR, Camarero JA (2007) The use of aryl hydrazide linkers for the solid phase synthesis of chemically modified peptides. Int J Pept Res Ther 13:181-190
    • (2007) Int J Pept Res Ther , vol.13 , pp. 181-190
    • Woo, Y.-H.1    Mitchell, A.R.2    Camarero, J.A.3
  • 15
    • 0032503569 scopus 로고    scopus 로고
    • Backbone amide linker (BAL) strategy for solid-phase synthesis of C-terminal-modified cyclic peptides
    • Jensen KJ, Alsina J, Songster M, Vagner J, Albericio F, Barany G (1998) Backbone amide linker (BAL) strategy for solid-phase synthesis of C-terminal-modified cyclic peptides. J Am Chem Soc 120:5441-5452
    • (1998) J Am Chem Soc , vol.120 , pp. 5441-5452
    • Jensen, K.J.1    Alsina, J.2    Songster, M.3    Vagner, J.4    Albericio, F.5    Barany, G.6
  • 16
    • 0012376090 scopus 로고    scopus 로고
    • The ortho backbone amide linker (o-BAL) is an easily prepared and highly acid-labile handle for solid-phase synthesis
    • Boas U, Brask J, Christensen J, Jensen KJ (2002) The ortho backbone amide linker (o-BAL) is an easily prepared and highly acid-labile handle for solid-phase synthesis. J Comb Chem 4:223-228
    • (2002) J Comb Chem , vol.4 , pp. 223-228
    • Boas, U.1    Brask, J.2    Christensen, J.3    Jensen, K.J.4
  • 17
    • 0141520480 scopus 로고    scopus 로고
    • Fmoc solid-phase synthesis of peptide thioesters by masking as trithioortho esters
    • Brask J, Albericio F, Jensen KJ (2003) Fmoc solid-phase synthesis of peptide thioesters by masking as trithioortho esters. Org Lett 5:2951-2953
    • (2003) Org Lett , vol.5 , pp. 2951-2953
    • Brask, J.1    Albericio, F.2    Jensen, K.J.3
  • 19
    • 0023391680 scopus 로고
    • An acid-labile anchoring linkage for solid-phase synthesis of C-terminal peptide amides under mild conditions
    • Albericio F, Barany G (1987) An acid-labile anchoring linkage for solid-phase synthesis of C-terminal peptide amides under mild conditions. Int J Pept Protein Res 30:206-216
    • (1987) Int J Pept Protein Res , vol.30 , pp. 206-216
    • Albericio, F.1    Barany, G.2
  • 20
    • 0025032015 scopus 로고
    • Preparation and application of the 5-(4-(9-fluorenylmethyloxycarbonyl) aminomethyl-3, 5-dimethoxyphenoxy)-valeric acid (PAL) handle for the solid-phase synthesis of C-terminal peptide amides under mild conditions
    • Albericio F, Kneib-Cordonier N, Biancalana S, Gera L, Masada RI, Hudson D, Barany G (1990) Preparation and application of the 5-(4-(9- fluorenylmethyloxycarbonyl) aminomethyl-3, 5-dimethoxyphenoxy)-valeric acid (PAL) handle for the solid-phase synthesis of C-terminal peptide amides under mild conditions. J Org Chem 55:3730-3743
    • (1990) J Org Chem , vol.55 , pp. 3730-3743
    • Albericio, F.1    Kneib-Cordonier, N.2    Biancalana, S.3    Gera, L.4    Masada, R.I.5    Hudson, D.6    Barany, G.7
  • 21
    • 62449152302 scopus 로고    scopus 로고
    • Amide bond formation: Beyond the myth of coupling reagents
    • Valeur E, Bradley M (2009) Amide bond formation: Beyond the myth of coupling reagents. Chem Soc Rev 38:606-631
    • (2009) Chem Soc Rev , vol.38 , pp. 606-631
    • Valeur, E.1    Bradley, M.2
  • 22
    • 84863653629 scopus 로고    scopus 로고
    • Effect of residual water and microwave heating on the half-life of the reagents and reactive intermediates in peptide synthesis
    • Tofteng AP, Pedersen SL, Staerk D, Jensen KJ (2012) Effect of residual water and microwave heating on the half-life of the reagents and reactive intermediates in peptide synthesis. Chem Eur J 18:9024-9031
    • (2012) Chem Eur J , vol.18 , pp. 9024-9031
    • Tofteng, A.P.1    Pedersen, S.L.2    Staerk, D.3    Jensen, K.J.4
  • 23
    • 0002118469 scopus 로고
    • N-(2-chlorobenzyloxycarbonyloxy)-succinimide as a terminating agent for solid-phase peptide syn thesis application to a one-step purification procedure
    • Ball HL, Mascagni P (1995) N-(2-chlorobenzyloxycarbonyloxy)-succinimide as a terminating agent for solid-phase peptide synthesis: Application to a one-step purification procedure. Lett Pept Sci 2:49-57
    • (1995) Lett Pept Sci , vol.2 , pp. 49-57
    • Ball, H.L.1    Mascagni, P.2
  • 24
    • 33947207869 scopus 로고    scopus 로고
    • Limiting racemization and aspartimide formation in microwave-enhanced Fmoc solid phase peptide synthesis
    • Palasek SA, Cox ZJ, Collins JM (2007) Limiting racemization and aspartimide formation in microwave-enhanced Fmoc solid phase peptide synthesis. J Pept Sci 13:143-148
    • (2007) J Pept Sci , vol.13 , pp. 143-148
    • Palasek, S.A.1    Cox, Z.J.2    Collins, J.M.3
  • 25
    • 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 (1970) Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides. Anal Biochem 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
  • 26
    • 84883241978 scopus 로고    scopus 로고
    • December 2012 http://www.pcasbiomatrix.com, http://www.merck millipore.com
    • Information on swelling is available from different distributors (December 2012) http://www.rapp-polymere.com, http://www.pcasbiomatrix.com, http://www.merck millipore.com
    • Information on swelling is available from different distributors


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.