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Solid-Phase Synthesis of Peptides Containing Reverse-Turn Mimetic Bicyclic Lactams

✍ Scribed by Cesare Gennari; Antonia Mielgo; Donatella Potenza; Carlo Scolastico; Umberto Piarulli; Leonardo Manzoni

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
228 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis

The solid-phase synthesis and characterization of a series of accomplished by means of diisopropylcarbodiimide (DIC)/ hydroxyazabenzotriazole (HOAt). Coupling between amino peptides (4-15) containing reverse-turn mimetic bicyclic lactams is reported. The bicyclic lactams (1a, 1b) possess acids and the mimics was performed with the potent Carpino's reagent O-(7-azabenzotriazol-1-yl)-N,N,NЈ,NЈ-high structural similarity to the two central residues of a βturn. Amino acid conjugates of these bicyclic lactams were tetramethyluronium hexafluorophosphate (HATU). The final compounds were cleaved from the resin and obtained as N-synthesized on solid supports following a 9-fluorenylmethoxycarbonyl (FMOC) protection strategy on Wang-acetylated methyl esters or benzyl amides. Merrifield resin. Coupling between amino acids was turn mimetic compound enforcing chain reversal, [4] or by

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Conformational Preferences of Peptides Containing Reverse-Turn Mimetic Bicyclic Lactams: Inverse γ-Turns versus Type-II′ β-Turns – Insights into β-Hairpin Stability
✍ Laura Belvisi; Cesare Gennari; Antonia Mielgo; Donatella Potenza; Carlo Scolasti 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 271 KB 👁 1 views

The solid-phase synthesis and characterization of a series of of the reverse-turn mimic. In N-acetylated tetrapeptide mimics incorporating the two different bicyclic lactams (a peptides (3-9), containing reverse-turn mimetic bicyclic lactams (1a, 1b), was reported in the preceding paper. The series