Evaluation of Hydrogen Bonding Complementarity between a Secondary Sulfonamide and an α-Amino Acid Residue

Evaluation of Hydrogen Bonding Complementarity between a Secondary Sulfonamide and an α-Amino Acid Residue

We report an initial step toward the development of sulfonamide-based complements for extended peptide strands. A molecule containing one secondary sulfonamide unit and one valine residue linked by a turn-forming segment was found by IR and NMR to exhibit a doubly hydrogen-bonded folding pattern in...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2001-08, Vol.3 (16), p.2559-2562
Hauptverfasser: Langenhan, Joseph M, Fisk, John D, Gellman, Samuel H
Format: Artikel
Sprache:eng
Schlagworte:
Amino Acids - chemistry
Anti-Infective Agents - chemistry
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Spectrophotometry, Infrared
Sulfonamides - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:We report an initial step toward the development of sulfonamide-based complements for extended peptide strands. A molecule containing one secondary sulfonamide unit and one valine residue linked by a turn-forming segment was found by IR and NMR to exhibit a doubly hydrogen-bonded folding pattern in chloroform.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016237x