pH-Triggered conformational switches based on trans-2-aminocyclohexanol moiety

Authors

Vyacheslav V. Samoshin, University of the PacificFollow
Yu Zheng, University of the Pacific
Xin Liu, University of the Pacific
Nataliya M. Samoshina, University of the Pacific
Vyacheslav A. Chertkov
Andreas H. Franz, University of the PacificFollow
Xin Guo, University of the PacificFollow

Document Type

Poster

Conference Title/Conference Publication

241st National Meeting and Exposition of the American Chemical Society (ACS)

Organization

American Chemical Society (ACS)

Location

Anaheim, CA

Conference Dates

March 27-31, 2011

Date of Presentation

3-29-2011

Abstract

Properly designed trans-2-aminocyclohexanols possess a negative allosteric cooperativity and can serve as powerful conformational pH-triggers. Their protonation leads to a conformational flip due to a strong intramolecular hydrogen bond. This 'impulse' is mechanically transmitted by the cycle to induce a conformational change of a remote site, thus altering its properties. Variation of NR2 groups allows a tuning of the conformational equilibrium, which was studied by NMR. These triggers were used in pH-sensitive lipid vesicles for drug and gene delivery.

Comments

Click here to view the conference website

Recommended Citation

Samoshin, Vyacheslav V.; Zheng, Yu; Liu, Xin; Samoshina, Nataliya M.; Chertkov, Vyacheslav A.; Franz, Andreas H.; and Guo, Xin, "pH-Triggered conformational switches based on trans-2-aminocyclohexanol moiety" (2011). School of Pharmacy Faculty Presentations. 392.
https://scholarlycommons.pacific.edu/phs-facpres/392