Red-light-responsive molecular encapsulation in water: an ideal combination of photochemistry and host–guest interaction12. Issue 4 (11th January 2019)

• Record Type: Journal Article
• Authors: Wei, Jie; Jin, Ting-Ting; Yin, Yong-Fei; Jiang, Xia-Min; Zheng, Si-Tai; Zhan, Tian-Guang; Cui, Jiecheng; Liu, Li-Juan; Kong, Li-Chun; Zhang, Kang-Da
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 4(2019)
• Page Start: 498
• Page End: 505
• Publication Date: 2019-01-11
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c8qo01157e
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Red-light-responsive CB[8]-mediated host–guest system featured with high photoisomerization ratio was fabricated which could be used as molecular container with red-light-activated release ability. Abstract : A major limitation in the application of light-responsive host–guest complex-based photoresponsive materials in living organisms is the lack of reliable photocontrollable recognition motifs activated beyond UV light, especially by the light within a biological window (650–1450 nm). Herein, we present long wavelength light-responsive cucurbit[8]uril (CB[8])-mediated binary host–guest complexes, in which the encapsulated photoisomerizable azobenzene-derived guests exhibit high E → Z photoisomerization ratios upon irradiation of yellow (>500 nm) or red (650 nm) lights. The non-irradiated binary host–guest complexes can further serve as supramolecular nanocontainers to uptake second guests ( e.g., selected drug molecules). Moreover, "on command" release of the non-photoactive molecular cargos can be triggered by irradiating the resulting CB[8]-mediated heteroternary host–guest complexes with yellow or red lights. Due to activation within the biological window with high photoisomerization ratio, the specific red-light-responsive CB[8]-mediated heteroternary host–guest complexation is expected to be a promising tool in the extensive applications of photopharmacotherapy, drug delivery and biocompatible dynamic materials.