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Titolo:
beta-alanine-based dendritic beta-peptides: Dendrimers possessing unusually strong binding ability towards protic solvents and their self-assembly into nanoscale aggregates through hydrogen-bond interactions
Autore:
Mong, TKK; Niu, AZ; Chow, HF; Wu, C; Li, L; Chen, R;
Indirizzi:
Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China Chinese Univ Hong Kong Shatin Hong Kong Peoples R China Peoples R China Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada Univ Alberta Edmonton AB Canada T6G 2G2 hem, Edmonton, AB T6G 2G2, Canada
Titolo Testata:
CHEMISTRY-A EUROPEAN JOURNAL
fascicolo: 3, volume: 7, anno: 2001,
pagine: 686 - 699
SICI:
0947-6539(20010202)7:3<686:BDBDPU>2.0.ZU;2-C
Fonte:
ISI
Lingua:
ENG
Soggetto:
STARBURST DENDRIMERS; CONVERGENT APPROACH; BUILDING-BLOCKS; MACROMOLECULES; CONFORMATIONS; POLYMERS; MICELLES; SHAPE;
Keywords:
aggregation; amides; dendrimers; peptides;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
42
Recensione:
Indirizzi per estratti:
Indirizzo: Chow, HF Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China Chinese Univ Hong Kong Shatin Hong Kong Peoples R China R China
Citazione:
T.K.K. Mong et al., "beta-alanine-based dendritic beta-peptides: Dendrimers possessing unusually strong binding ability towards protic solvents and their self-assembly into nanoscale aggregates through hydrogen-bond interactions", CHEM-EUR J, 7(3), 2001, pp. 686-699

Abstract

A series of poly(beta -alanine) dendrimers 1-4 with Boc-carbamate as the surface functionality, beta -alanine as the dendritic branch. 3.5-diaminobenzoic acid as the branching agent, and 1,2-diaminoethane as the interior core has been synthesized by a solution-phase peptide-coupling method. The structural identities and purities of the products have been fully characterized by spectroscopic and chromatographic methods. H-1 NMR studies on the dendrimers indicated that the Boc-carbamate surface groups exist as a mixture of syn and anti rotamers in solution. and that the dendrimers adopt an openstructure in polar solvents: this allows the free interaction of the interior core functionality with solvent molecules. Due to the cooperative effect of a large number of carbamate and amide groups, the dendrimers exhibit an unusually strong binding ability towards protic solvents and behave as H-bond sponges. As a result, the H/D exchange rates of the N-H protons are significantly enhanced in such dendritic structures, as compared to those of nondendritic carbamates and amides. These dendritic peptide dendrimers alsoexhibit a strong tendency to form nanoscopic aggregates in nonpolar or polar aprotic solvents through intermolecular H-bond interactions.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 11/07/20 alle ore 03:27:01