Evaluation of hydrogen bonding complementarity between a secondary sulfonamide and an alpha-amino acid residue.
[structure: see text] 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.
Langenhan
J M
JM
Department of Chemistry and Graduate Program in Biophysics, University of Wisconsin, Madison, WI 53706, USA.
Fisk
J D
JD
Gellman
S H
SH
D000596:Amino Acids / Q000737:chemistry*; D000890:Anti-Infective Agents / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared; D013449:Sulfonamides / Q000737:chemistry*
D000596:Amino Acids; D000890:Anti-Infective Agents; D013449:Sulfonamides