Globular Carbohydrate Macromolecules "Sugar Balls". 1. Synthesis of Novel Sugar-Persubstituted Poly(amido amine) Dendrimers

Aoi, Keigo; Itoh, Katsuhito; Okada, Masahiko

doi:10.1021/ma00119a037

Cited by 290 publications

(179 citation statements)

References 5 publications

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“…Thus, further studies on shorter amphiphiles are required, however, aggregates with moderately large size should enable confinement of larger amounts of hydrophobic drugs than sugar-ball dendrimers. 4) Furthermore, the specific recognition ability of PMG-PEG-LA aggregate like sugar-ball micelles demonstrated above appears to be potentially useful for designed drug targeting.…”

Section: Recognition Of the Pmg-peg-la Aggregate By Lectinmentioning

confidence: 96%

“…Substantial studies have been made to elucidate the recognition mechanism for sugars, by constructing artificial host molecules, 2,3) and furthermore, host supermolecules such as dendrimers, both of which have sugar residues. 4) Host supermolecules also have practical significance, in terms of applications as a drug delivery system (DDS). One can solubilize hydrophobic drugs in the hydrophobic core of the dendrimer, which is available as a novel drug carrier.…”

mentioning

confidence: 99%

“…One can solubilize hydrophobic drugs in the hydrophobic core of the dendrimer, which is available as a novel drug carrier. 4) However, because of their small sizes, the amount of the drugs included in the dendrimers is restricted. On the other hand, peptide-based amphiphilic polymers have been reported to form micelles with ordered cores consisting of peptide residues having a-helical structures.…”

mentioning

confidence: 99%

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Preparation of a Novel Aggregate Like Sugar-Ball Micelle Composed of Poly(methylglutamate) and Poly(ethyleneglycol) Modified by Lactose and Its Molecular Recognition by Lectin.

Toyotama

Kugimiya

Yamanaka

et al. 2001

CHEMICAL & PHARMACEUTICAL BULLETIN

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We report the preparation and characteristics of a novel micellar aggregate of an amphiphilic diblock copolymer, poly(methylglutamate) (PMG)-poly(ethyleneglycol) (PEG), whose terminus was modified by lactose lactone (LA). Due to the terminal LA moiety, this aggregate could be specifically recognized by RCA 120 lectin. PMG-PEG-LA was synthesized by polymerizing the N-carboxy anhydride of L-glutamic acid g g-methyl ester with H 2 N-PEG-LA as a polymerization initiator. By applying a fluorescence method using pyrene as a probe molecule, we found that PMG-PEG-LA could form the aggregate in aqueous solution. Fluorescence measurements showed that the critical aggregation concentration (C.A.C.) was 1.1؋10 ؊5 M. The average diameter of the aggregate was 220 nm at 25°C, as determined by the dynamic light scattering method. Circular dichroism measurements for the aggregate solution showed that the PMG residue took an a a-helical structure, and that they associated to constitute the hydrophobic core of the aggregate. By adding RCA 120 lectin to the aggregate solution, the turbidity of the solution increased rapidly, due to association of the aggregates. This implies that the aggregate could be recognized by lectin, and also suggests that sugar residues locate at the surface of the aggregates. From these findings, we concluded that the PMG-PEG-LA molecules form an aggregate like a "sugar ball" micelle, whose surface is covered by the sugar moieties. Application of the present aggregate system as a drug carrier is briefly discussed.

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Section: Recognition Of the Pmg-peg-la Aggregate By Lectinmentioning

confidence: 96%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Preparation of a Novel Aggregate Like Sugar-Ball Micelle Composed of Poly(methylglutamate) and Poly(ethyleneglycol) Modified by Lactose and Its Molecular Recognition by Lectin.

Toyotama

Kugimiya

Yamanaka

et al. 2001

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Multivalency is important in the biological function of saccharides because it increases the affinity between the saccharides and proteins when the saccharide interaction is weak (Mammen et al, 1998). Glycoclusters include glycopolymers, glycodendrimers (Aoi et al, 1995), and glyco-thin layers (Lang et al, 2008), which all increase the protein-saccharide interactions. Among these types of glycoclusters, glycopolymers with pendant saccharides showed the strongest amplification effect.…”

Section: Introductionmentioning

confidence: 99%

Interaction and Aggregation of Amyloid β Peptide with Multivalent Sulfonated Sugar

Miura¹,

Fukuda²

2011

Amyloidosis - Mechanisms and Prospects for Therapy

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“…[19][20][21][22][23][24][25] They are readily prepared by polymerizing AB x (x 2) type of monomers. Earlier, Percec et al [26][27][28][29][30][31][32][33] reported LC behavior of hyperbranched aromatic polyethers containing flexible spacers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Liquid Crystalline Properties of Hyperbranched Aromatic Polyesters Consisting of Azoxybenzene Mesogens and Polymethylene Spacers

Park¹,

Lee²,

Jin³

2002

Bulletin of the Korean Chemical Society

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A new series of hyperbranched aromatic polyesters containing azoxybenzene mesogens and polymethylene spacers were prepared by polymerizing AB 2 type monomers that have the isophthaloyl dicarboxylic acid terminal at one end and the p-oxyphenol terminal at the other end. The monomers contain a built-in azoxybenzene mesogen that is linked to the terminal groups through polymethylene spacers. The polyesters prepared were characterized by solution viscosity, differential scanning calorimetry, X-ray diffractometry and polarizing microscopy. All of the polyesters were found to be thermotropic (nematic). Their glass-transition temperatures and mesophase temperature ranges were very sensitive to the length of the two spacers existing in the repeating unit. The degree of branching of one of the polyesters was determined by the NMR spectroscopy and found to be 0.56.

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Globular Carbohydrate Macromolecules "Sugar Balls". 1. Synthesis of Novel Sugar-Persubstituted Poly(amido amine) Dendrimers

Cited by 290 publications

References 5 publications

Preparation of a Novel Aggregate Like Sugar-Ball Micelle Composed of Poly(methylglutamate) and Poly(ethyleneglycol) Modified by Lactose and Its Molecular Recognition by Lectin.

Preparation of a Novel Aggregate Like Sugar-Ball Micelle Composed of Poly(methylglutamate) and Poly(ethyleneglycol) Modified by Lactose and Its Molecular Recognition by Lectin.

Interaction and Aggregation of Amyloid β Peptide with Multivalent Sulfonated Sugar

Synthesis and Liquid Crystalline Properties of Hyperbranched Aromatic Polyesters Consisting of Azoxybenzene Mesogens and Polymethylene Spacers

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