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Pregled bibliografske jedinice broj: 673702

Cucurbit[7]uril⋅guest pair with an attomolar dissociation constant


Cao, Liping; Šekutor, Marina; Zavalij, Peter Y.; Mlinarić-Majerski, Kata; Glaser, Robert; Isaacs, Lyle
Cucurbit[7]uril⋅guest pair with an attomolar dissociation constant // Angewandte Chemie. International edition, 53 (2014), 4; 988-993 doi:10.1002/anie.201309635 (međunarodna recenzija, članak, znanstveni)


Naslov
Cucurbit[7]uril⋅guest pair with an attomolar dissociation constant

Autori
Cao, Liping ; Šekutor, Marina ; Zavalij, Peter Y. ; Mlinarić-Majerski, Kata ; Glaser, Robert ; Isaacs, Lyle

Izvornik
Angewandte Chemie. International edition (1433-7851) 53 (2014), 4; 988-993

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Affinity pairs; avidin–biotin; cucurbit[n]uril; host-guest systems; X-ray diffraction

Sažetak
Host⋅guest complexes between cucurbit[7] (CB[7]) or CB[8] and diamantane diammonium ion guests 3 or 6 were studied by 1H NMR spectroscopy and X-ray crystallography. 1H NMR competition experiments revealed that CB[7]⋅6 is among the tightest monovalent non-covalent complexes ever reported in water with Ka=7.2×1017 M−1 in pure D2O and 1.9×1015 M−1 in D2O buffered with NaO2CCD3 (50 mM). The crystal structure of CB[7]⋅6 allowed us to identify some of the structural features responsible for the ultratight binding, including the distance between the NMe3+ groups of 6 (7.78 Å), which allows it to establish 14 optimal ion-dipole interactions with CB[7], the complementarity of the convex van der Waals surface contours of 6 with the corresponding concave surfaces of CB[7], desolvation of the C[DOUBLE BOND]O portals within the CB[7]⋅6 complex, and the co-linearity of the C7 axis of CB[7] with the N+⋅⋅⋅N+ line in 6. This work further blurs the lines of distinction between natural and synthetic receptors.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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