메뉴 건너뛰기




Volumn 12, Issue 6, 2006, Pages 428-436

The effect of peptide length on the cleavage kinetics of 2-chlorotrityl resin-bound ethers

Author keywords

Cleavage; Kinetics; Peptide alcohol; Trifluoroacetylation; Trityl resin

Indexed keywords

ACID; AMINO ACID DERIVATIVE; AMINOALCOHOL; ETHER DERIVATIVE; PEPTIDE; PEPTIDE DERIVATIVE; SERINE DERIVATIVE; SOLVENT; THREONINE; TRIFLUOROACETIC ACID;

EID: 33745299636     PISSN: 10752617     EISSN: 10991387     Source Type: Journal    
DOI: 10.1002/psc.745     Document Type: Article
Times cited : (12)

References (26)
  • 1
    • 0002627297 scopus 로고    scopus 로고
    • Kinetic comparison of trifluoroacetic acid cleavage reactions of resin-bound carbamates, ureas, secondary amides, and sulfonamides from benzyl-, benzhydryl-, and indole-based linkers
    • Yan B, Nguyen N, Liu L, Holland G, Raju B. Kinetic comparison of trifluoroacetic acid cleavage reactions of resin-bound carbamates, ureas, secondary amides, and sulfonamides from benzyl-, benzhydryl-, and indole-based linkers. J. Comb. Chem. 2000; 2: 66-74.
    • (2000) J. Comb. Chem. , vol.2 , pp. 66-74
    • Yan, B.1    Nguyen, N.2    Liu, L.3    Holland, G.4    Raju, B.5
  • 2
    • 0038101555 scopus 로고    scopus 로고
    • Towards a selective Boc deprotection on acid cleavable Wang resin
    • Lejeune V, Martinez J, Cavelier F. Towards a selective Boc deprotection on acid cleavable Wang resin. Tetrahedron Lett. 2003; 44: 4757-4759.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 4757-4759
    • Lejeune, V.1    Martinez, J.2    Cavelier, F.3
  • 3
    • 84985272116 scopus 로고
    • Application of 4-Polystyryltriphenylmethyl Chloride to the Syntheses of Peptides and Amino-Acid Derivatives
    • Barlos K, Gatos D, Kallitsis I, Papaioannou D, Sotiriou P. Application of 4-Polystyryltriphenylmethyl Chloride to the Syntheses of Peptides and Amino-Acid Derivatives. Liebigs Ann. Chem. 1988; 1079-1081.
    • (1988) Liebigs Ann. Chem. , pp. 1079-1081
    • Barlos, K.1    Gatos, D.2    Kallitsis, I.3    Papaioannou, D.4    Sotiriou, P.5
  • 6
    • 0025767755 scopus 로고
    • 2-Chlorotrityl Chloride Resin - Studies on Anchoring of Fmoc-Amino Acids and Peptide Cleavage
    • Barlos K, Chatzi O, Gatos D, Stavropoulos G. 2-Chlorotrityl Chloride Resin - Studies on Anchoring of Fmoc-Amino Acids and Peptide Cleavage. Int. J. Pept. Protein Res. 1991; 37: 513-520.
    • (1991) Int. J. Pept. Protein Res. , vol.37 , pp. 513-520
    • Barlos, K.1    Chatzi, O.2    Gatos, D.3    Stavropoulos, G.4
  • 9
    • 45549111520 scopus 로고
    • Peptide synthesis by a combination of solid-phase and solution methods I: A new very acid-labile anchor group for the solid phase synthesis of fully protected fragments
    • Mergler M, Tanner R, Gosteli J, Grogg P. Peptide synthesis by a combination of solid-phase and solution methods I: A new very acid-labile anchor group for the solid phase synthesis of fully protected fragments. Tetrahedron Lett. 1988; 29: 4005-4008.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 4005-4008
    • Mergler, M.1    Tanner, R.2    Gosteli, J.3    Grogg, P.4
  • 10
    • 0000992268 scopus 로고
    • Peptide synthesis by a combination of solid-phase and solution methods II synthesis of fully protected peptide fragments on 2-methoxy-4-alkoxy-benzyl alcohol resin
    • Mergler M, Nyfeler R, Tanner R, Gosteli J, Grogg P. Peptide synthesis by a combination of solid-phase and solution methods II synthesis of fully protected peptide fragments on 2-methoxy-4-alkoxy-benzyl alcohol resin. Tetrahedron Lett. 1988; 29: 4009-4012.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 4009-4012
    • Mergler, M.1    Nyfeler, R.2    Tanner, R.3    Gosteli, J.4    Grogg, P.5
  • 13
    • 0040627140 scopus 로고
    • The Solvolysis of Triphenylmethyl Benzoate
    • Hammond GS, Rudesill JT. The Solvolysis of Triphenylmethyl Benzoate. J. Am. Chem. Soc. 1950; 72: 2769-2770.
    • (1950) J. Am. Chem. Soc. , vol.72 , pp. 2769-2770
    • Hammond, G.S.1    Rudesill, J.T.2
  • 15
    • 0000753021 scopus 로고
    • The Cleavage of Ethers
    • Burwell RLJ. The Cleavage of Ethers. Chem. Rev. 1954; 54: 615-685.
    • (1954) Chem. Rev. , vol.54 , pp. 615-685
    • Burwell, R.L.J.1
  • 16
    • 0000193381 scopus 로고
    • Solvation Effects in Solid-Phase Peptide-Synthesis
    • Fields GB, Fields CG. Solvation Effects in Solid-Phase Peptide-Synthesis. J. Am. Chem. Soc. 1991; 113: 4202-4207.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 4202-4207
    • Fields, G.B.1    Fields, C.G.2
  • 17
    • 0030816685 scopus 로고    scopus 로고
    • Mechanism of helix induction by trifluoroethanol: A framework for extrapolating the helix-forming properties of peptides from trifluoroethanol/water mixtures back to water
    • Luo PZ, Baldwin RL. Mechanism of helix induction by trifluoroethanol: A framework for extrapolating the helix-forming properties of peptides from trifluoroethanol/water mixtures back to water. Biochemistry 1997; 36: 8413-8421.
    • (1997) Biochemistry , vol.36 , pp. 8413-8421
    • Luo, P.Z.1    Baldwin, R.L.2
  • 18
    • 0032749246 scopus 로고    scopus 로고
    • A short guide to abbreviations and their use in peptide science
    • Jones JH. A short guide to abbreviations and their use in peptide science. J. Pept. Sci. 1999; 465-471.
    • (1999) J. Pept. Sci. , pp. 465-471
    • Jones, J.H.1
  • 19
    • 0037156446 scopus 로고    scopus 로고
    • Unden A Repetitive solid-phase synthesis of polyamines
    • Jonsson D, Unden A. Repetitive solid-phase synthesis of polyamines. Tetrahedron Lett. 2002; 43: 3125-3128.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 3125-3128
    • Jonsson, D.1
  • 20
    • 0028302933 scopus 로고
    • Synthesis of Triple-Helix Forming Oligonucleotides with a Stretched Phosphodiester Backbone
    • Rao TS, Jayaraman K, Durland RH, Revankar GR. Synthesis of Triple-Helix Forming Oligonucleotides with a Stretched Phosphodiester Backbone. Nucleosides Nucleotides 1994; 13: 255-273.
    • (1994) Nucleosides Nucleotides , vol.13 , pp. 255-273
    • Rao, T.S.1    Jayaraman, K.2    Durland, R.H.3    Revankar, G.R.4
  • 21
    • 0001089050 scopus 로고
    • Preparation of N-Protected Alpha-Amino Alcohols by Acetoxyborohydride Reduction of N-Protected Alpha-Amino-Acid Esters
    • Soucek M, Urban J, Saman D. Preparation of N-Protected Alpha-Amino Alcohols by Acetoxyborohydride Reduction of N-Protected Alpha-Amino-Acid Esters. Collect. Czech. Chem. Commun. 1990; 55: 761-765.
    • (1990) Collect. Czech. Chem. Commun. , vol.55 , pp. 761-765
    • Soucek, M.1    Urban, J.2    Saman, D.3
  • 23
    • 0035861714 scopus 로고    scopus 로고
    • Solid-phase synthesis of oligourea peptidomimetics employing the Fmoc protection strategy
    • Boeijen A, van Ameijde J, Liskamp RMJ. Solid-phase synthesis of oligourea peptidomimetics employing the Fmoc protection strategy. J. Org. Chem. 2001; 66: 8454-8462.
    • (2001) J. Org. Chem. , vol.66 , pp. 8454-8462
    • Boeijen, A.1    van Ameijde, J.2    Liskamp, R.M.J.3
  • 26
    • 0042646053 scopus 로고    scopus 로고
    • New strategy for the synthesis of large peptides as applied to the C-terminal cysteine-rich 41 amino acid fragment of the mouse agouti protein
    • Bodi J, SuliVargha H, Ludanyi K, Vekey K, Orosz G. New strategy for the synthesis of large peptides as applied to the C-terminal cysteine-rich 41 amino acid fragment of the mouse agouti protein. Tetrahedron Lett. 1997; 38: 3293-3296.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 3293-3296
    • Bodi, J.1    SuliVargha, H.2    Ludanyi, K.3    Vekey, K.4    Orosz, G.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.