2006
DOI: 10.1016/j.carres.2006.04.028
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Synthesis of multivalent lactose derivatives by 1,3-dipolar cycloadditions: selective galectin-1 inhibition

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Cited by 71 publications
(53 citation statements)
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“…Other findings also reported that a multimeric or a clustered arrangement of lacto- side derivatives may enhance their affinity for specific galectins (2,29). While the majority of those compounds are antagonists for both galectin-1 and -3, a few galectin antagonist candidates could be relatively specific for galectin-1 over galectin-3 (73). In the current work, lactoside-derived compounds were first screened for a specific inhibition of galectin-1 using homotypic aggregation of RBC.…”
Section: Discussionmentioning
confidence: 87%
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“…Other findings also reported that a multimeric or a clustered arrangement of lacto- side derivatives may enhance their affinity for specific galectins (2,29). While the majority of those compounds are antagonists for both galectin-1 and -3, a few galectin antagonist candidates could be relatively specific for galectin-1 over galectin-3 (73). In the current work, lactoside-derived compounds were first screened for a specific inhibition of galectin-1 using homotypic aggregation of RBC.…”
Section: Discussionmentioning
confidence: 87%
“…Pioneering studies led by Nilsson and colleagues and Giguere and colleagues reported the development of specific galectin inhibitors by using soluble glycans in fluorescence polarization assays (27,51,63,64,73). Other findings also reported that a multimeric or a clustered arrangement of lacto- side derivatives may enhance their affinity for specific galectins (2,29).…”
Section: Discussionmentioning
confidence: 99%
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“…Later studies have also reported on similar divalent [73,[86][87][88] or trivalent systems. [30,89] The main chain of linear polymers has also been extensively utilized to construct carbohydrate derivatives. In one such approach, Haddleton and coworkers [90] reported on the synthesis of neoglycopolymers through a combination of ATRP polymerization and the click chemistry reaction.…”
Section: Glycoconjugatesmentioning
confidence: 99%
“…[10][11][12][13][14] Among these efforts, 1,2,3-triazole links have emerged as a popular bridging unit in carbohydrate chemistry because of their facile and efficient method of synthesis, which is referred to as 'click chemistry'. 15,16 This method is based on Cu(I)-catalyzed Huisgen's 1,3-dipolar cycloaddition 17 of azides and terminal alkynes, and it has been successfully applied for the synthesis of various glycoconjugates including multivalent glycosides, 18,19 cyclodextrin analogues, 20 glycopeptide mimetics, 21 and glycosidase inhibitors. 22 Moreover, the triazole core is more than a passive linker because it can participate in hydrogen-bonding and dipole interactions, which can favor the binding to biomolecular targets and improve solubility.…”
mentioning
confidence: 99%