Synthesis of peptide C-terminal derivatives using the transfer active ester condensation technique

Tetrahedron Letters

Volumn 39, Issue 47, 1998, Pages 8719-8720

  Wang, Pu ^a   Shaw, K T ^a   Whigham, B ^a   Ramage, R ^a  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

Active esters; Peptide C terminal derivatives; Peptides

Indexed keywords

ESTER; PEPTIDE DERIVATIVE; TRIAZOLE DERIVATIVE;

ARTICLE; CARBOXY TERMINAL SEQUENCE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METHODOLOGY; PEPTIDE SYNTHESIS; POLYMERIZATION;

EID: 0032548127     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01917-0     Document Type: Article

References (18)

1. [1] Wei, ET, Thomas, HA. Annu. Rev. Pharmacol. Toxcol. 1993; 33:91-108.
2. [2] Wakesman, M, Mouna, AM, Xie, J, Mazaleyrat, JO, Boulay, R, Lelievre, Y, Bousseau, A, Nachmansohn, C, Henin, Y. Bioorganic & Medicinal Chem. Letters. 1994; 4:1551-1554.
3. [3] Bajusz, S, Szell, E, Bagdy, D, Barabas, E, Horvath, G, Dioszegi, M, Fittler, Z, Szabo, G, Juhasz, A, Tomori, E, Szilagyi, G. J. Med. Chem. 1990; 33:1729-1735.
4. [4] Baca, M, Muir, TW, Schnolzer, M, Kent, SBH. J. Am. Chem. Soc. 1995; 117:1881-1887.
5. [5] Lu, W, Qasim, MA, Kent, ABH. J. Am. Chem. Soc. 1996; 118:8518-8523.
6. [6] Canne, L, Ferre-D'Amare, AR, Burley, SK, Kent, SBH. J. Am. Chem. Soc. 1995; 117:2998-3007.
7. [7] Sieber, P. Tetrahedron Lett. 1987; 28:2107-2110.
8. [8] Chan, WC, Mellor, SL. J. Chem. Soc., Chem. Commun. 1995; 1475-1477.
9. [9] Ramage, R, Irving, SL, McInnes, C. Tetrahedron Lett. 1993; 34: 6599-6602.
10. [10] Mullivan, MD, Lauffewr, DJ, Gillespie, RJ, Matharu, SS, Kay, D, Porritt, GM, Evans, PL, Golec, JMC, Murcko, MA, Luong, YP, Raybuck, SA, Livingston, DJ. Bioorg. & Med. Chem. Lett. 1994;4:2359-2364.
11. [11] Fehrentz, JA, Paris, M, Heitz, A, Velek, J, Liu, CF, Winternitz, F, Martinez, J. Tetrahedron Lett. 1995; 43:7871-7874.
12. [12] Murphy, AM, Dagnino, R, Vallar, PL, Trippe, AJ, Sherman, SL, Lumpkin, RH, Tamura, SY, Webb, TR. J. Am. Chem. Soc. 1992;114:3156-3157.
13. [13] Ho, PT, Ngu, KY. J. Org. Chem. 1993;58:2313-2316.
14. [14] Wang, P, Landon, M, Layfield, R, Mayer, RJ, Ramage, R. Innovation and perspectives in solid phase synthesis and combinatorial chemical libraries. Epton, R. editor. Birmingham: Mayflower Scientific Limited, 1997: in press.
15. [15] Miyazawa, T, Nakaja, S, Nishikawa, M, Imagawa, K, Yanagihara, R, Yamada, T. J. Chem. Soc., Perkin Trans. 1. 1996;2867-2868.
16. [16] Miyazawa, T, Tanaka, K, Ensatsu, E, Yanagihara, R, Yamada, T, Tetrahedron Lett. 1998;39:997-1000.
17. [17] Fehrentz, JA, Castro, B, Synthesis. 1983;676-678.
18. [18] Nahm, S, Weinreb, SM. Tetrahedron Lett. 1981; 22:3815-3818.