Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase

Trypanosoma cruzi, the agent of Chagas disease, expresses a unique enzyme, the trans-sialidase (TcTS) involved in the transfer of sialic acid from host glycoconjugates to mucins of the parasite. Crystallographic studies showed two sites in the catalytic region of TcTS, one binding the sialic acid do...

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Detalles Bibliográficos
Autores principales:	Giorgi, M.E., Piuselli, D., Agusti, R., De Lederkremer, R.M.
Formato:	JOUR
Materias:	Inhibitors Lactose derivatives Oseltamivir Trans-sialidase Trypanosoma cruzi
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p260_Giorgi
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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spelling	todo:paper_1551-701_v2011_n7_p260_Giorgi2023-10-03T16:25:19Z Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase Giorgi, M.E. Piuselli, D. Agusti, R. De Lederkremer, R.M. Inhibitors Lactose derivatives Oseltamivir Trans-sialidase Trypanosoma cruzi Trypanosoma cruzi, the agent of Chagas disease, expresses a unique enzyme, the trans-sialidase (TcTS) involved in the transfer of sialic acid from host glycoconjugates to mucins of the parasite. Crystallographic studies showed two sites in the catalytic region of TcTS, one binding the sialic acid donor and the other involved in binding terminal β-D-galactopyranosyl-containing compounds. We have previously described that lactose derivatives effectively inhibited the transfer of sialic acid to N-acetyllactosamine. On the other hand, oseltamivir is a sialic acid mimetic effective against some types of influenza virus. In this paper we report covalent conjugation of oseltamivir with lactose and lactobionolactone with the aim to obtain a bi-substrate potential inhibitor. The behavior of the new compounds in the TcTS reaction was studied. © ARKAT-USA, Inc. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p260_Giorgi
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Inhibitors Lactose derivatives Oseltamivir Trans-sialidase Trypanosoma cruzi
spellingShingle	Inhibitors Lactose derivatives Oseltamivir Trans-sialidase Trypanosoma cruzi Giorgi, M.E. Piuselli, D. Agusti, R. De Lederkremer, R.M. Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
topic_facet	Inhibitors Lactose derivatives Oseltamivir Trans-sialidase Trypanosoma cruzi
description	Trypanosoma cruzi, the agent of Chagas disease, expresses a unique enzyme, the trans-sialidase (TcTS) involved in the transfer of sialic acid from host glycoconjugates to mucins of the parasite. Crystallographic studies showed two sites in the catalytic region of TcTS, one binding the sialic acid donor and the other involved in binding terminal β-D-galactopyranosyl-containing compounds. We have previously described that lactose derivatives effectively inhibited the transfer of sialic acid to N-acetyllactosamine. On the other hand, oseltamivir is a sialic acid mimetic effective against some types of influenza virus. In this paper we report covalent conjugation of oseltamivir with lactose and lactobionolactone with the aim to obtain a bi-substrate potential inhibitor. The behavior of the new compounds in the TcTS reaction was studied. © ARKAT-USA, Inc.
format	JOUR
author	Giorgi, M.E. Piuselli, D. Agusti, R. De Lederkremer, R.M.
author_facet	Giorgi, M.E. Piuselli, D. Agusti, R. De Lederkremer, R.M.
author_sort	Giorgi, M.E.
title	Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
title_short	Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
title_full	Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
title_fullStr	Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
title_full_unstemmed	Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
title_sort	synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on trypanosoma cruzi trans-sialidase
url	http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p260_Giorgi
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Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase

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