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Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors

Academic Article
Publication Date:
2013
Citation:
Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors / F. Pertici, N. Varga, A. van Duijn, M. Rey-Carrizo, A. Bernardi, R.J. Pieters. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - 9(2013), pp. 215-222. [10.3762/bjoc.9.25]
abstract:
The synthesis of phenylene-ethynylene rods and their use as rigid spacers is described. Alternation of a Sonogashira reaction and
silyl group cleavage was used to obtain rigid spacers with even and odd numbers of phenylene units. Preliminary applications of
these rods in divalent systems are shown. Inhibition studies with Pseudomonas Aeruginosa lectin LecA showed that the rigid spacer
proved greatly beneficial for the inhibitory potency
IRIS type:
01 - Articolo su periodico
Keywords:
LecA inhibition; Multivalent carbohydrates; Phenylene ethynylene; Rigid spacers; Sonogashira reaction
List of contributors:
F. Pertici, N. Varga, A. van Duijn, M. Rey Carrizo, A. Bernardi, R.J. Pieters
Authors of the University:
BERNARDI ANNA ( author )
Link to information sheet:
https://air.unimi.it/handle/2434/220235
Full Text:
https://air.unimi.it/retrieve/handle/2434/220235/277674/BJOC-2013.pdf
Project:
Carbohydrate Multivalent Systems as tools to study Pathogen interaction with DC-SIGN
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