19701-85-0Relevant articles and documents
Effects of glycosylation of (2S,4R)-4-hydroxyproline on the conformation, kinetics, and thermodynamics of prolyl amide isomerization
Owens, Neil W.,Braun, Craig,O'Neil, Joe D.,Marat, Kirk,Schweizer, Frank
, p. 11670 - 11671 (2007)
Glycosylation (galactosylation) of (2S,4R)-4-hydroxyproline (Hyp) in the peptide mimic N-acetyl-Hyp-N′-methylamide does not mediate the isomer equilibrium nor the rate of isomerization between the cis- and trans-prolyl amides in water. However, glycosylat
Solution structural features of N-acyl homoserine lactones
Tumminakatti, Shama,Khatri, Bhavesh,Krishnamurti, Vinayak,Athavale, Vishikh,Prabhakaran, Erode N.
supporting information, p. 5771 - 5775 (2015/09/29)
Here we demonstrate that in interbacterial quorum signal moderators, N-acylhomoserine lactones (AHLs), the stabilization of bioactive pharmacophore lactone against lysis is through the e- withdrawing N-acyl motif which reduces lactone carbonyl polarization. This lysis is assisted by weak (-1) contacts between N-acyl O and lactone C′. The interactions that preclude this weak contact, in the free and receptor-bound AHLs, improve lactone halflife and hence are key to the design of the antibacterial AHL analogues.