Reversal of H-bonding direction by N-sulfonation in a synthetic reverse-turn peptide motif
| Autor: | Rajesh G. Gonnade, Kuruppanthara N. Vijayadas, Amol S. Kotmale, Gangadhar J. Sanjayan, Shridhar H. Thorat, Pattuparambil R. Rajamohanan, Roshna V. Nair |
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| Rok vydání: | 2015 |
| Předmět: |
Models
Molecular Magnetic Resonance Spectroscopy Stereochemistry Polymers Amino Acid Motifs Peptide Crystallography X-Ray Biochemistry Turn (biochemistry) Motif (narrative) Sticky and blunt ends Dimethyl Sulfoxide Physical and Theoretical Chemistry chemistry.chemical_classification Sulfonyl Sulfonamides Molecular Structure Hydrogen bond Organic Chemistry Temperature Hydrogen Bonding Sulfonamide Protein Structure Tertiary Oxygen Oxygen atom chemistry Peptides Sulfur |
| Zdroj: | Organicbiomolecular chemistry. 13(10) |
| ISSN: | 1477-0539 |
| Popis: | This communication depicts an intriguing example of hydrogen-bonding reversal upon introduction of a sulfonamide linkage at the N-terminus of a synthetic reverse-turn peptide motif. The ready availability of two sulfonyl oxygen atoms, as hydrogen-bonding acceptors, combined with the inherent twisted conformation of sulfonamides are seen to act as switches that engage/disengage the hydrogen-bond at the sticky ends/termini. |
| Databáze: | OpenAIRE |
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