title: A rotaxane mimic of the photoactive yellow protein chromophore environment: effects of hydrogen bonding and mechanical interlocking on a coumaric amide derivative.
abstract: Hydrogen bonding in a [2]rotaxane is shown to stabilise the phenolate anion of a coumaric amide chromophore by almost 3 pKa units; however, the effect on the UV spectral shift in the anion is small and, significantly given the photochemistry of PYP, despite the hydrogen bonding olefin photoisomerisation in the anionic rotaxane remains heavily suppressed.
authors: Van 't Hqff Institute for Molecular Sciences, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS, Amsterdam, The Netherlands.
authors: José
authors: J
authors: Berná
authors: Albert M
authors: AM
authors: Brouwer
authors: Sandro M
authors: SM
authors: Fazio
authors: Natalia
authors: N
authors: Haraszkiewicz
authors: David A
authors: DA
authors: Leigh
authors: Claire M
authors: CM
authors: Lennon
mesh_terms: D000577:Amides / Q000737:chemistry*; D001426:Bacterial Proteins / Q000737:chemistry*; D003198:Computer Simulation; D003373:Coumaric Acids / Q000737:chemistry*; D006860:Hydrogen Bonding; D007536:Isomerism; D008027:Light; D020283:Photoreceptors, Microbial / Q000737:chemistry*; D043862:Rotaxanes / Q000737:chemistry* / Q000528:radiation effects
chemical_list: D000577:Amides; D001426:Bacterial Proteins; D003373:Coumaric Acids; D020283:Photoreceptors, Microbial; D043862:Rotaxanes; C050162:photoactive yellow protein, Bacteria