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Synthesis, biological activity and molecular modelling of the 53-54 ketomethylene analogue of HEL(52-61)

Authors
Ettouati, L.
Casimir, J. R.
Raynaud, I.
Trescol-Biemont, M. C.
Gerlier, D.
Rabourdin-Combe, C.
Testa, Bernard
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Published in Protein and Peptide Letters. 1998, vol. 5, no. 4, p. 221-229
Abstract The synthesis of the 53-54 ketomethylene isostere of HEL(52-61), an antigenic decapeptide, was realised by convergent Fmoc solid-phase peptide synthesis. In addition to the target peptide, an unexpected hydroxysuccinyl by-product was recovered. The two ketomethylene epimers did not exhibit any stimulating or competitive activity. Molecular modelling studies of the analogues-MHC-II I-A(k) complex suggested a departure from the canonical polyproline II conformation which could account for the absence of binding to I-A(k) molecule
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ETTOUATI, L. et al. Synthesis, biological activity and molecular modelling of the 53-54 ketomethylene analogue of HEL(52-61). In: Protein and Peptide Letters, 1998, vol. 5, n° 4, p. 221-229. https://archive-ouverte.unige.ch/unige:9929

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Deposited on : 2010-08-06

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