1401065-85-7Relevant academic research and scientific papers
Reversal of H-bonding direction by N-sulfonation in a synthetic reverse-turn peptide motif
Vijayadas, Kuruppanthara N.,Kotmale, Amol S.,Thorat, Shridhar H.,Gonnade, Rajesh G.,Nair, Roshna V.,Rajamohanan, Pattuparambil R.,Sanjayan, Gangadhar J.
supporting information, p. 3064 - 3069 (2015/04/27)
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.
Orthanilic acid-promoted reverse turn formation in peptides
Kale, Sangram S.,Priya, Gowri,Kotmale, Amol S.,Gawade, Rupesh L.,Puranik, Vedavati G.,Rajamohanan,Sanjayan, Gangadhar J.
supporting information, p. 2222 - 2224 (2013/03/29)
Orthanilic acid (2-aminobenzenesulfonic acid, SAnt), an aromatic β-amino acid, has been shown to be highly useful in inducing a folded conformation in peptides. When incorporated into peptide sequences (Xaa- SAnt-Yaa), this rigid aromatic β-amino acid strongly imparts a reverse-turn conformation to the peptide backbone, featuring robust 11-membered-ring hydrogen-bonding.
Carboxamide versus sulfonamide in peptide backbone folding: A case study with a hetero foldamer
Ramesh, Veera V. E.,Kale, Sangram S.,Kotmale, Amol S.,Gawade, Rupesh L.,Puranik, Vedavati G.,Rajamohanan,Sanjayan, Gangadhar J.
supporting information, p. 1504 - 1507 (2013/06/27)
Strikingly dissimilar hydrogen-bonding patterns have been observed for two sets of closely similar hetero foldamers containing carboxamide and sulfonamides at regular intervals. Although both foldamers maintain conformational ordering, the hydrogen-bondin
An unusual conformational similarity of two peptide folds featuring sulfonamide and carboxamide on the backbone
Vijayadas, Kuruppanthara N.,Davis, Hilda C.,Kotmale, Amol S.,Gawade, Rupesh L.,Puranik, Vedavadi G.,Rajamohanan, Pattuparambil R.,Sanjayan, Gangadhar J.
supporting information, p. 9747 - 9749 (2012/10/29)
Two folded peptides featuring carboxamide and sulfonamide at the core of the peptide fold have been shown to possess almost similar conformational features, despite the well-known fact that carboxamides and sulfonamides have strikingly different hydrogen-
