Synthesis of sugar–amino acid–nucleosides as potential glycosyltransferase inhibitors

Vembaiyan, Kannan; Pearcey, J.; Bhasin, Milan; Lowary, Todd L.; Zou, Wei

doi:10.1016/j.bmc.2010.11.044

Cited by 28 publications

(27 citation statements)

References 28 publications

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“…The recent work on sugar–amino acid–nucleoside as potential glycosyltransferase inhibitors, [163] in fact, supports the notion that the integration of saccharides, amino acids, and nucleobases into hydrogelators will lead to multifunctional and bioactive soft materials. Despite the potential applications of this kind of molecular hybrids (or conjugates), their exploration is just at the beginning.…”

Section: Supramolecular Hydrogels Made Of the Hybrids Of Basic Biomentioning

confidence: 82%

Supramolecular Hydrogels Made of Basic Biological Building Blocks

Zhou

2014

Chemistry An Asian Journal

110

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As a consequence of the self-assembly of small organic molecules in water, supramolecular hydrogels are evolving from serendipitous events during organic synthesis to become a new type of materials that promise increased applications in biomedicine. In this focus review, we describe the recent development on the use of basic biological building blocks for creating molecules that act as hydrogelators and the potential applications of the corresponding hydrogels. After introducing the concept of supramolecular hydrogels and defining the scope of this review, we briefly describe the methods for making and characterizing supramolecular hydrogels. Then, we discuss representative hydrogelators according to the categories of their building blocks, such as amino acids, nucleobases, and saccharides, and highlight the applications of the hydrogels when necessary. Finally, we offer our perspectives and outlooks on this fast-growing field at the interface of organic chemistry, materials, biology, and medicine. By providing a snapshot for chemists, engineers, and medical scientists, we hope that this focus review will contribute to the development of multidisciplinary research on supramolecular hydrogels for a wide range of applications in different fields.

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Section: Supramolecular Hydrogels Made Of the Hybrids Of Basic Biomentioning

confidence: 82%

Supramolecular Hydrogels Made of Basic Biological Building Blocks

Zhou

2014

Chemistry An Asian Journal

110

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“…Two octyl glycosides, the trisaccharide acceptors β-D-Galf- Contemporary work with sugar-amino acid-nucleoside (SAAN) analogs of d-galactose and l-arabinose is reported by Lowary and coworkers [105]. The D-galactopyranose and L-arabinofuranose-based motifs were synthesized, by conjugating with basic amino acids (lysine, glutamine, tryptophan, and histidine) to mimic a glycosyl nucleotide ( Fig.…”

Section: Galactosyltransferase Inhibitors (Galt) As Anti-tuberculosismentioning

confidence: 98%

“…The D-galactopyranose and L-arabinofuranose-based motifs were synthesized, by conjugating with basic amino acids (lysine, glutamine, tryptophan, and histidine) to mimic a glycosyl nucleotide ( Fig. 18.6) [105]. These targets were further tested against GlfT2.…”

Section: Galactosyltransferase Inhibitors (Galt) As Anti-tuberculosismentioning

confidence: 99%

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Antitubercular Drugs Based on Carbohydrate Derivatives

Gaitonde¹,

Sucheck²

2015

Carbohydrate Chemistry: State of the Art and Challenges for Drug Development

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“…There are many studies describing the synthesis and biological evaluation of uridine-containing analogues [23][24][25][26][27][28]. With the goal of broadening the library of uridine derivatives that could be active against glycosyltransferases, we have synthesized new 5 0 -glycyl derivatives of uridine, in which the glycine is attached via an ester or an amide linkage to the 5 0 -position of uridine (series A and B respectively, Fig.…”

Section: Chemistrymentioning

confidence: 99%