- Preparation and characterization of 6A-polyamine-mono-substituted β-cyclodextrins
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General syntheses for eleven β-cyclodextrins (cyclomaltoheptaoses) mono-substituted at the C6 position by a polyamine are described. The basis of the synthesis is the reaction of 6A-O-(4-methylphenylsulfonyl)-β-cyclodextrin in the presence of KI in 1-methylpyrrolidin-2-one solution. This produces a clean product and obviates the substantial purification procedures which other preparative methods often entail. Systematic studies of the variations of the P-KaS of the protonated amine groups and the 13C NMR spectra of the modified β-cyclodextrins with pH are reported.
- May, Bruce L.,Kean, Suzanna D.,Easton, Christopher J.,Lincoln, Stephen F.
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- Synthesis of novel cyclomaltoheptaose (β-cyclodextrin) derivatives containing the Ebselen key moiety of benzoisoselenazolone
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A series of five novel cyclomaltoheptaose (β-cyclodextrin) derivatives containing benzoisoselenazolone groups have been synthesized as glutathione peroxidase mimics.
- Yang, Xiangliang,Wang, Qin,Xu, Huibi
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- Controlled transformation from nanorods to vesicles induced by cyclomaltoheptaoses (β-cyclodextrins)
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A modified cyclomaltoheptaose (β-cyclodextrin) containing an anthraquinone moiety, mono[6-deoxy-N-n-hexylamino-(N′-1-anthraquinone)]- β-cyclodextrin (1), which can self-assemble into nanorods in aqueous solution, was synthesized. Interestingly, upon the a
- Sun, Tao,Zhang, Huacheng,Kong, Li,Qiao, Hongwei,Li, Yueming,Xin, Feifei,Hao, Aiyou
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- The crystal structure of 6I-(6-aminohexyl) amino-6I-deoxycyclomaltoheptaose
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The monosubstituted cyclomaltoheptaose derivative, 6I-(6-aminohexyl)amino-6I-deoxycyclomaltoheptaose, crystallizes in the orthorhombic space group P212121 with a = 32.513(2), b= 15.3871(9), c= 15.2645(9) A, V = 7636.6(8) A3 and Z = 4. The macrocycles are spirally aligned along the twofold screw axis parallel to the c crystal axis forming polymeric-like columns. The 6-aminohexyl chain enters the cavity of an adjacent cyclomaltoheptaose moiety in the column from the secondary side and its extremity protrudes from the primary side of the latter. All the atoms of the chain exhibit high thermal motion.
- Mentzafos, Dimitris,Terzis, Aris,Coleman, Antony W.,De Rango, Colette
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- Reversible 2D pseudopolyrotaxanes based on cyclodextrins and cucurbit[6]uril
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In this paper, a pseudorotaxane (2) was synthesized by reaction of cucurbit [6]uril with 6-[(6-aminohexyl)amino]-6-deoxy-β-cyclodextrin chloride. Subsequently, pseudorotaxanes 2 were further assembled to form a 2D pseudopolyrotaxane (3) through an α,ω-PPG2000 diamino polymer threading the cavities of cyclodextrins in 2, and the resulting pseudopolyrotaxane was comprehensively characterized by FT-IR, NMR, TG-DTA, elemental analysis, and transmission electron microscopy. Significantly, the 2D pseudopolyrotaxane can turn into a main-chain pseudopolyrotaxane in the presence of base, and then the addition of α-cyclodextrins may result in a reversible switch between two different 2D pseudopolyrotaxanes.
- Liu, Yu,Ke, Chen-Feng,Zhang, Heng-Yi,Wu, Wei-Jia,Shi, Jun
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- Synthesis and complex formation ability of monomeric and dimeric amphiphilic β-cyclodextrin derivatives
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Applying 6-O-monotosyl derivative of β-cyclodextrin and hexane-1,6-diamine monomeric and dimeric (bridging) amphiphilic compounds were obtained, and the opportunity was demonstrated of the preparation on their basis of inclusion compounds at the interaction with 2-(4-isobutylphenyl)propionic acid (Ibuprofen).
- Malenkovskaya,Levina,Grachev
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- Functional carrier based on alkylamino cyclodextrin in entrapment of ferulic acid
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The invention discloses application of a functional carrier based on alkylamino cyclodextrin in entrapment of ferulic acid. On the one hand, alkylamino-modified beta-cyclodextrin is designed as a mainbody to prepare a ferulic acid clathrate compound; and on the other hand, an alkylamino cyclodextrin high-molecular polymer connected with linear polymer molecules is designed to load ferulic acid. Compared with the ferulic acid monomer, the ferulic acid entrapped by the carrier has advantages that the water solubility is obviously improved and the thermal stability is also enhanced; and a certain theoretical reference is provided for developing a novel water-soluble ferulic acid material and expanding the application of ferulic acid in the field of food and medicine.
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Paragraph 0039; 0057-0059
(2020/04/02)
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- Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety
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Novel chiral selectors based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin connecting quinine (QN) or quinidine (QD) moiety were synthesized and immobilized on silica gel. Their chromatographic performances were investigated by comparing to the 3,5-dimethyl phenylcarbamoylated β-cyclodextrin (β-CD) chiral stationary phase (CSP) and 9-O-(tert-butylcarbamoyl)-QN-based CSP (QN-AX). Fmoc-protected amino acids, chiral drug cloprostenol (which has been successfully employed in veterinary medicine), and neutral chiral analytes were evaluated on CSPs, and the results showed that the novel CSPs characterized as both enantioseparation capabilities of CD-based CSP and QN/QD-based CSPs have broader application range than β-CD-based CSP or QN/QD-based CSPs. It was found that QN/QD moieties play a dominant role in the overall enantioseparation process of Fmoc-amino acids accompanied by the synergistic effect of β-CD moiety, which lead to the different enantioseparation of β-CD-QN-based CSP and β-CD-QD-based CSP. Furthermore, new CSPs retain extraordinary enantioseparation of cyclodextrin-based CSP for some neutral analytes on normal phase and even exhibit better enantioseparation than the corresponding β-CD-based CSP for certain samples.
- Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong
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supporting information
p. 1080 - 1090
(2020/05/25)
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- Synthesis and evaluation of β-cyclodextrin-functionalized hydrophobically associating polyacrylamide
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Modified β-cyclodextrin and N-phenethyl-methacrylamide were utilized to react with acrylamide and acrylic acid to synthesize hydrophobically associating polyacrylamide (HMPAM) via photoinitiated free-radical micellar copolymerization. HMPAM was characteri
- Pu, Wanfen,Du, Daijun,Liu, Rui,Li, Kewei,Huang, Tengweicong
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p. 96006 - 96014
(2016/10/24)
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- Rational design of network properties in guest-host assembled and shear-thinning hyaluronic acid hydrogels
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Shear-thinning hydrogels afford direct injection or catheter delivery to tissues without potential premature gel formation and delivery failure or the use of triggers such as chemical initiators or heat. However, many shear-thinning hydrogels require long
- Rodell, Christopher B.,Kaminski, Adam L.,Burdick, Jason A.
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p. 4125 - 4134
(2013/12/04)
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- Synthesis and characterization of physical crosslinking systems based on cyclodextrin inclusion/host-guest complexation
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New supramolecular assemblies based on cyclodextrin and adamantane were prepared. Two methacrylate monomers bearing cyclodextrin and adamantane were synthesized, and copolymerized with poly(ethylene glycol) methyl ether methacrylate, (PEGMA, 300 g/mol), by free radical polymerization. Copolymers bearing pendent cyclodextrin and adamantane were characterized by NMR, FTIR, TGA, SEC, Differential scanning calorimetry (DSC), and UV-visible spectrophotometer. All copolymers showed two distinct glass transitions. The specific interaction between pendent adamantyl and cyclodextrin was examined by 1H-NMR. The viscoelastic properties of supramolecular assemblies were investigated with frequency and temperature sweep experiments. The specific host-guest interaction between pendent adamantyl and cyclodextrin lead to large increases of the viscosity; and depending on the concentration of these groups, also to gel formation.
- Kaya, Ethem,Mathias, Lon J.
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experimental part
p. 581 - 592
(2010/12/19)
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- Cyclodextrin-fullerenes: A new class of water-soluble fullerenes
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Solubilization of fullerenes in water by nucleophilic addition of cyclodextrin-R-monoamines to C60, where R represents iminoalkyl and iminoaryl residues, is reported and studies involving the host-guest characteristics, free radical scavenging
- Samal, Shashadhar,Geckeler, Kurt E.
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p. 1101 - 1102
(2007/10/03)
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