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Volumn 6, Issue 5, 2000, Pages 225-234

Peptide thioester preparation by Fmoc solid phase peptide synthesis for use in native chemical ligation

Author keywords

1,8 diazabicyclo 5.4.0 undec 7 ene; 1 hydroxybenzotriazole; 2 hydroxy 4 methoxybenzyl; 9 fluorenylmethoxycarbonyl; Aspartimide; Native chemical ligation; Peptide thioesters; Solid phase peptide synthesis

Indexed keywords

ALPHA SYNUCLEIN; BENZOTRIAZOLE DERIVATIVE; BICYCLO COMPOUND; CYSTEINE; IMIDE; N,N DIMETHYLFORMAMIDE; PEPTIDE; SCORPION VENOM; THIOESTER; UNDECANOIC ACID;

EID: 0034023981     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1387(200005)6:5<225::AID-PSC244>3.0.CO;2-T     Document Type: Article
Times cited : (99)

References (22)
  • 3
    • 0030037155 scopus 로고    scopus 로고
    • Extending the applicability of native chemical ligation
    • Canne LE, Bark SJ, Kent SBH. Extending the applicability of native chemical ligation. J. Am. Chem. Soc. 1996; 118: 5891-5896.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 5891-5896
    • Canne, L.E.1    Bark, S.J.2    Kent, S.B.H.3
  • 4
    • 0028842064 scopus 로고
    • A general method for the synthesis of thioester resin linkers for use in the solid phase synthesis of peptide-α-thioacids
    • Canne LE, Walker SM, Kent SBH. A general method for the synthesis of thioester resin linkers for use in the solid phase synthesis of peptide-α-thioacids. Tetrahedron Lett. 1995; 36: 1217-1220.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 1217-1220
    • Canne, L.E.1    Walker, S.M.2    Kent, S.B.H.3
  • 6
    • 0031894588 scopus 로고    scopus 로고
    • Chemical ligation of unprotected peptides directly from a solid support
    • Camarero JA, Cotton GJ, Adeva A, Muir TW. Chemical ligation of unprotected peptides directly from a solid support. J. Peptide Res. 1998; 51: 303-316.
    • (1998) J. Peptide Res. , vol.51 , pp. 303-316
    • Camarero, J.A.1    Cotton, G.J.2    Adeva, A.3    Muir, T.W.4
  • 7
    • 0032548051 scopus 로고    scopus 로고
    • Direct preparation of peptide thioesters using an Fmoc solid-phase method
    • Li X, Kawakami T, Almoto S. Direct preparation of peptide thioesters using an Fmoc solid-phase method. Tetrahedron Lett. 1998; 39: 8669-8672.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 8669-8672
    • Li, X.1    Kawakami, T.2    Almoto, S.3
  • 8
    • 1642640636 scopus 로고    scopus 로고
    • Preparation of a peptide thioester by a 9-fluorenylmethoxycarbonyl solid phase method
    • Abstract 014A
    • Li X, Kawakami T, Aimoto S. Preparation of a peptide thioester by a 9-fluorenylmethoxycarbonyl solid phase method. Abstract 014A, reported at the International Chinese Peptide Symposium, 1998.
    • (1998) International Chinese Peptide Symposium
    • Li, X.1    Kawakami, T.2    Aimoto, S.3
  • 9
    • 0026151057 scopus 로고
    • DBU as an N-α-deprotecting reagent for the fluorenyl-methoxycarbonyl group in continuous flow solid phase peptide synthesis
    • Wade JD, Bedford J, Sheppard RC, Tregear GW. DBU as an N-α-deprotecting reagent for the fluorenyl-methoxycarbonyl group in continuous flow solid phase peptide synthesis. Peptide Res. 1991; 4: 194-199.
    • (1991) Peptide Res. , vol.4 , pp. 194-199
    • Wade, J.D.1    Bedford, J.2    Sheppard, R.C.3    Tregear, G.W.4
  • 10
    • 0030152676 scopus 로고    scopus 로고
    • Optimized preparation of deca(L-alanyl)-L-valinamide by 9-fluorenylmethoxycarbonyl (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-fluorenylmethoxycarbonyl (Fmoc) solid-phase synthesis on polyethylene glycol-polystyrene (PEG-PS) graft supports, with 1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU) deprotection. Peptide Res. 1996; 9: 106-113.
    • (1996) Peptide Res. , vol.9 , pp. 106-113
    • Kates, S.A.1    Sole, N.A.2    Beyermann, M.3    Barany, G.4    Albericio, F.5
  • 12
    • 0000139351 scopus 로고
    • Formation of aspartimide peptides in Asp-Gly sequences
    • Nicolas E, Pedroso E, Giralt E. Formation of aspartimide peptides in Asp-Gly sequences. Tetrahedron Lett. 1989; 30: 497-500.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 497-500
    • Nicolas, E.1    Pedroso, E.2    Giralt, E.3
  • 13
    • 0029171221 scopus 로고
    • N,O-bisFmoc derivatives of N-(2-hydroxy-4-methoxybenzyl)-amino acids: Useful intermediates in peptide synthesis
    • Johnson T, Quibell M, Sheppard RC. N,O-bisFmoc derivatives of N-(2-hydroxy-4-methoxybenzyl)-amino acids: useful intermediates in peptide synthesis. J. Peptide Sci. 1995; 1: 11-25.
    • (1995) J. Peptide Sci. , vol.1 , pp. 11-25
    • Johnson, T.1    Quibell, M.2    Sheppard, R.C.3
  • 14
    • 0030973396 scopus 로고    scopus 로고
    • Modulation of reactivity in native chemiccal ligation through the use of thiol additives
    • Dawson PE, Churchill MJ, Ghadiri MR, Kent SBH. Modulation of reactivity in native chemiccal ligation through the use of thiol additives. J. Am. Chem. Soc. 1997; 119: 4325-4329.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 4325-4329
    • Dawson, P.E.1    Churchill, M.J.2    Ghadiri, M.R.3    Kent, S.B.H.4
  • 15
    • 0029559773 scopus 로고
    • Peptide synthesis using unprotected peptides through orthogonal coupling methods
    • Tam JP, Lu Y-A, Liu C-F, Shao J. Peptide synthesis using unprotected peptides through orthogonal coupling methods. Proc. Natl. Acad. Sci. USA 1995; 92: 12485-12489.
    • (1995) Proc. Natl. Acad. Sci. USA , vol.92 , pp. 12485-12489
    • Tam, J.P.1    Lu, Y.-A.2    Liu, C.-F.3    Shao, J.4
  • 16
    • 0000875125 scopus 로고
    • Sequence dependence of aspartimide formation during 9-fluorenylmethoxy-carbonyl solid phase peptide synthesis
    • Lauer JL, Fields CG, Fields GB. Sequence dependence of aspartimide formation during 9-fluorenylmethoxy-carbonyl solid phase peptide synthesis. Lett. Peptide Sci. 1994; 1: 197-205.
    • (1994) Lett. Peptide Sci. , vol.1 , pp. 197-205
    • Lauer, J.L.1    Fields, C.G.2    Fields, G.B.3
  • 20
  • 21
    • 0029135139 scopus 로고
    • N-2-hydroxy-4-methoxybenzyl (Hmb) backbone protection strategy prevents double aspartimide formation in a 'difficult' peptide sequence
    • Packman LC. N-2-hydroxy-4-methoxybenzyl (Hmb) backbone protection strategy prevents double aspartimide formation in a 'difficult' peptide sequence. Tetrahedron Lett. 1995; 36: 7523-7526.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 7523-7526
    • Packman, L.C.1
  • 22
    • 1542576118 scopus 로고    scopus 로고
    • On resin solid-phase peptide synthesis of asparagine N-linked glycopeptides: Use of N-(2-acetoxy-4-methoxybenzyl) (AcHmb) aspartyl amide bond protection to prevent unwanted aspartimlde formation
    • Offer J, Quibell M, Johnson T. On resin solid-phase peptide synthesis of asparagine N-linked glycopeptides: use of N-(2-acetoxy-4-methoxybenzyl) (AcHmb) aspartyl amide bond protection to prevent unwanted aspartimlde formation. J. Chem. Soc. Perkin Trans. 1996; 1: 175-182.
    • (1996) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 175-182
    • Offer, J.1    Quibell, M.2    Johnson, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.