Study on assembling compactness of amphiphilic calixarenes by fluorescence anisotropy

References

• Chang Y, Jiao Y, Symons HE, et al. Molecular engineering of polymeric supra-amphiphiles. Chem Soc Rev. 2019;48(4):989–1003.
   PubMed Web of Science ®Google Scholar
• Chang R, Yan X. Supramolecular immunotherapy of cancer based on the self-assembling peptide design. Small Struct. 2020;1(2):2000068
   Google Scholar
• Xiao S, Huo M, Guan Y, et al. Microwave-positioning assembly: structure and surface optimizations for catalysts. Small Struct. 2022;3(3):2100169
   Google Scholar
• Sorrenti A, Illa O, Ortuno RM. Amphiphiles in aqueous solution: well beyond a soap bubble. Chem Soc Rev. 2013;42(21):8200–8219.
   PubMed Web of Science ®Google Scholar
• Meng F, Zhong Z, Feijen J. Stimuli-responsive polymersomes for programmed drug delivery. Biomacro-molecules. 2009;10(2):197–209.
   PubMed Web of Science ®Google Scholar
• Wang H, Yan Y-Q, Yi Y, et al. Supramolecular peptide therapeutics: host-guest interaction-assisted systemic delivery of anticancer peptides. CCS Chem. 2020;2(6):739–748
   Google Scholar
• Liu Y-C, Sun H-W, Guo D-S. Macrocyclic compounds as amphiphile adaptors. Curr. Org. Chem. 2018;22(22):2127–2149
   Web of Science ®Google Scholar
• Zheng Z, Geng W-C, Xu Z, et al. Macrocyclic amphiphiles for drug delivery. Isr J Chem. 2019;59(10):1–16.
   Web of Science ®Google Scholar
• Shinkai S, Mori S, Koreishi H, et al. Hexasulfonated calix[6]arene derivatives: a new class of catalysts, surfactants, and host molecules. J Am Chem Soc. 1986;108(9):2409–2416.
   PubMed Web of Science ®Google Scholar
• Varan G, Varan C, Erdogar N, et al. Amphiphilic cyclodextrin nanoparticles. Int J Pharm. 2017;531(2):457–469.
   PubMedGoogle Scholar
• Gao J, Guo D-S. Supramolecular medicine of calixarenes. Sci. Sin. Chim. 2019;49(5):811–820
   Google Scholar
• Zhang H, Liu Z, Zhao Y. Pillararene-based self-assembled amphiphiles. Chem Soc Rev. 2018;47(14):5491–5528.
   PubMed Web of Science ®Google Scholar
• Tian H-W, Liu Y-C, Guo D-S. Assembling features of calixarene-based amphiphiles and supra-amphiphiles. Mater Chem Front. 2020;4(1):46–98.
   Web of Science ®Google Scholar
• Kolusheva S, Molt O, Herm M, et al. Selective detection of catecholamines by synthetic receptors embedded in chromatic polydiacetylene vesicles. J Am Chem Soc. 2005;127(28):10000–10001.
   PubMed Web of Science ®Google Scholar
• Sun T, Qi L, Li W, et al. Amphiphilic calix[4]arenes as a highly selective gas chromatographic stationary phase for aromatic amine isomers. J Chromatogr A. 2019;1601(13):310–318.
   PubMedGoogle Scholar
• Mirgorodskaya AB, Yackevich EI, Kudryashova YR, et al. Design of supramolecular biomimetic catalysts of high substrate specificity by noncovalent self-assembly of calix[4]arenes with amphiphilic and polymeric amines. Colloids Surf B. 2014;117(1):497–504.
   PubMedGoogle Scholar
• Cho EJ, Kang JK, Han WS, et al. Stimuli-responsive supramolecular nanostructure from amphiphilic calix[4]arene and its three-dimensional dendritic silver nanostructure. Langmuir. 2008;24(10):5229–5232.
   PubMed Web of Science ®Google Scholar
• Xu Z, Gonzalez-Abradelo D, Li J, et al. Supramolecular color-tunable photoluminescent materials based on a chromophore cascade as security inks with dual encryption. Mater Chem Front. 2017;1(9):1847–1852.
   Web of Science ®Google Scholar
• Pan Y-C, Wang H, Xu X, et al. Coassembly of macrocyclic amphiphiles for anti-β-amyloid therapy of Alzheimer’s disease. CCS Chem. 2020;2(9): 2485–2497
   Google Scholar
• Xu Z, Peng S, Wang -Y-Y, et al. Broad-spectrum tunable photoluminescent nanomaterials constructed from a modular light-harvesting platform based on macrocyclic amphiphiles. Adv Mater. 2016;28(35):7666–7671.
   PubMed Web of Science ®Google Scholar
• Neuberg P, Perino A, Morin-Picardat E, et al. Photopolymerized micelles of diacetylene amphiphile: physical characterization and cell delivery properties. Chem Commun. 2015;51(58):11595–11598.
   PubMed Web of Science ®Google Scholar
• Chang Y, Huang Z, Jiao Y, et al. pH-Induced charge-reversal amphiphile with cancer cell-selective membrane-disrupting activity. ACS Appl Mater Interfaces. 2018;10(25):21191–21197.
   PubMed Web of Science ®Google Scholar
• Pelaz B, Alexiou C, Alvarez-Puebla RA, et al. Diverse applications of nanomedicine. ACS Nano. 2017;11(3):2313–2381.
   PubMed Web of Science ®Google Scholar
• Gravel E, Ogier J, Arnauld T, et al. Drug delivery and imaging with polydiacetylene micelles. Chem Eur J. 2012;18(2):400–408.
   PubMed Web of Science ®Google Scholar
• Pattni BS, Chupin VV, Torchilin VP. New developments in liposomal drug delivery. Chem Rev. 2015;115(19):10938–10966.
   PubMed Web of Science ®Google Scholar
• Shinkai S, Arimura T, Araki K, et al. Syntheses and aggregation properties of new water-soluble calixarenes. J Chem Soc Perkin Trans. 1989 1;1(11):2039–2045.
   Google Scholar
• Jin T, Fujii F, Sakata H, et al. Amphiphilic p-sulfonatocalix[4]arene-coated CdSe/ZnS quantum dots for the optical detection of the neurotransmitter acetylcholine. Chem Commun. 2005;34(34):4300–4302.
   Google Scholar
• Basilio N, Garcia-Rio L, Martin-Pastor M. Calixarene-based surfactants: evidence of structural reorganization upon micellization. Langmuir. 2012;28(5):2404–2414.
   PubMed Web of Science ®Google Scholar
• Wang K-P, Chen Y, Liu Y. A polycation-induced secondary assembly of amphiphilic calixarene and its multi-stimuli responsive gelation behavior. Chem Commun. 2015;51(9):1647–1649.
   PubMed Web of Science ®Google Scholar
• Tian H-W, Chang Y-X, Hu X-Y, et al. Supramolecular imaging of spermine in cancer cells. Nanoscale. 2021;13(36):15362–15368.
   PubMed Web of Science ®Google Scholar
• Strobel M, Kita-Tokarczyk K, Taubert A, et al. Self-assembly of amphiphilic calix[4]arenes in aqueous solution. Adv Funct Mater. 2006;16(2):252–259.
   Web of Science ®Google Scholar
• Martin AD, Houlihan E, Morellini N, et al. Synthesis and toxicology of p-phosphonic acid calixarenes and o-alkylated analogues as potential calixarene-based phospholipids. ChemPlusChem. 2012;77(4):308–313.
   Web of Science ®Google Scholar
• Pottel H, van der Meer W, Herreman W. Correlation between the order parameter and the steady-state fluorescence anisotropy of 1,6-diphenyl-1,3,5-hexatriene and an evaluation of membrane fluidity. Biochim Biophys Acta. 1983;730(2):181–186.
   Google Scholar
• Thulborn KR, Beddard GS. The effects of cholesterol on the time-resolved emission anisotropy of 12-(9-anthroyloxy)stearic acid in dipalmitoylphosphatidylcholine dilayers. Biochim Biophys Acta. 1982;693(1):246–252.
   PubMedGoogle Scholar
• Marcelino J, Lima JLFC, Reis S, et al. Assessing the effects of surfactants on the physical properties of liposome membranes. Chem Phys Lipids. 2007;146(2):94–103.
   PubMed Web of Science ®Google Scholar
• Zhang X, Kirsch LE. Correlation of the thermal stability of phospholipid-based emulsions and the microviscosity measurements using fluoresc-ence polarization. Pharm. Dev.Technol. 2004;9(2):219–227
   PubMed Web of Science ®Google Scholar
• Lentz BR. Use of fluorescent probes to monitor molecular order and motions within liposome bilayers. Chem Phys Lipids. 1993;64(1–3):99–116.
   PubMed Web of Science ®Google Scholar
• Zhang X, Jackson JK, Burt HM. Determination of surfactant critical micelle concentration by a novel fluorescence depolarization technique. J Biochem Biophys Methods. 1996;31(3–4):145–150.
   PubMedGoogle Scholar
• Tendian SW, Lentz BR. Evaluation of membrane phase behavior as a tool to detect extrinsic protein-induced domain formation: binding of prothrombin to phosphatidylserine/phosphatidylcholine vesicles. Biochemistry. 1990;29(28):6720–6729.
   PubMed Web of Science ®Google Scholar
• Barrow DA, Lentz BR. Membrane structural domains. Resolution limits using diphenylhexatriene fluorescence decay. Biophys J. 1985;48(2):221–234.
   PubMed Web of Science ®Google Scholar
• Lu Y, Yue Z-G, Xie J-B, et al. Micelles with ultralow critical micelle concentration as carriers for drug delivery. Nat Biomed Eng. 2018;2(5):318–325.
   PubMed Web of Science ®Google Scholar
• Palazzesi F, Calvaresi M, Zerbetto F. A molecular dynamics investigation of structure and dynamics of SDS and SDBS micelles. Soft Matter. 2011;7(19):9148–9156.
   Web of Science ®Google Scholar
• Carnero Ruiz C. Rotational dynamics of coumarin 153 in non-ionic mixed micelles of n-octyl-beta-d-thioglucoside and triton X-100. Photochem Photobiol Sci. 2012;11(8):1331–1338.
   PubMed Web of Science ®Google Scholar
• Steele HBB, Sydor MJ, Anderson DS, et al. Using time-resolved fluorescence anisotropy of di-4-ANEP PDHQ and F2N12S to analyze lipid packing dynamics in model systems. J. Fluoresc. 2019;29(2):347–352
   PubMed Web of Science ®Google Scholar
• Yoshida I, Yamamoto N, Sagara F, et al. Re-evaluation of the acid dissociation constants of the hydroxyl groups in tetrasodium 25,26,27,28-tetrahydroxycalix[4]arene-5,11,17,23-tetrasulfonate. Bull Chem Soc Jpn. 1992;65(4):1012–1015.
   Web of Science ®Google Scholar