Tetrahedron Letters p. 2669 - 2672 (1997)
Update date:2022-07-30
Topics:
Vanderesse, Regis
David, Laurent
Grand, Vincent
Marraud, Michel
Mangeot, Jean Paul
Aubry, Andre
The reduced aza-peptide fragment (C(α)-CH2-NH-N(α)R-CO-NH-C(α)) is obtained by reduction of the semicarbazone moiety (C(α)-CH=N-N(α)R-CO-NH-C(α)) in an imino aza-peptide. It differs from the aminomethylene link (C(α)-CH2-NH-C(α)HR-CO-NH-C(α)) found in the reduced peptides by the absence of protonation in water in the 2-12 pH range. The reduced aza-analogue of the Pro-Ala dipeptide has been studied in solution by 1H-NMR and IR spectroscopy, and in the solid state by X-ray diffraction. Its structure is guile similar to that of the neutral reduced dipeptide analogue in solution.
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