The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose

Galactofuranose metabolism is a good target for the development of novel chemotherapeutic agents for the treatment of some microbial infections. This is a valid objective because galactofuranose is absent in mammals. Two enzymes are involved in the biosynthesis of molecules containing galactofuranos...

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Publicado: 2005
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n14_p2958_Marino
http://hdl.handle.net/20.500.12110/paper_1434193X_v_n14_p2958_Marino
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spelling paper:paper_1434193X_v_n14_p2958_Marino2023-06-08T16:14:22Z The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose Carbohydrates Galactofuranosyltransferase Isotopic labeling Nucleotides UDP-Galf Galactofuranose metabolism is a good target for the development of novel chemotherapeutic agents for the treatment of some microbial infections. This is a valid objective because galactofuranose is absent in mammals. Two enzymes are involved in the biosynthesis of molecules containing galactofuranose: a mutase, which catalyzes the interconversion of UDP-Galp and UDP-Galf, and D-galactofuranosyltransferases. The mechanism of action of the mutase and its inhibition is currently being investigated, whereas studies on the galactofuranosyltransferases have been hampered by the lack of a labeled galactofuranose nucleotide. In the present work we describe the chemical synthesis of UDP-α-D-[6-3H]Galf and we prove its effectiveness for incorporation of radioactive galactofuranose into a natural acceptor. This is the first report on the chemical synthesis of a labeled donor of galactofuranose with the potential for studying the galactofuranosyltransferases independently from the UDP-Galp mutase. © Wiley-VCH Verlag GmbH & Co. KGaA, 2005. 2005 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n14_p2958_Marino http://hdl.handle.net/20.500.12110/paper_1434193X_v_n14_p2958_Marino
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Carbohydrates
Galactofuranosyltransferase
Isotopic labeling
Nucleotides
UDP-Galf
spellingShingle Carbohydrates
Galactofuranosyltransferase
Isotopic labeling
Nucleotides
UDP-Galf
The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose
topic_facet Carbohydrates
Galactofuranosyltransferase
Isotopic labeling
Nucleotides
UDP-Galf
description Galactofuranose metabolism is a good target for the development of novel chemotherapeutic agents for the treatment of some microbial infections. This is a valid objective because galactofuranose is absent in mammals. Two enzymes are involved in the biosynthesis of molecules containing galactofuranose: a mutase, which catalyzes the interconversion of UDP-Galp and UDP-Galf, and D-galactofuranosyltransferases. The mechanism of action of the mutase and its inhibition is currently being investigated, whereas studies on the galactofuranosyltransferases have been hampered by the lack of a labeled galactofuranose nucleotide. In the present work we describe the chemical synthesis of UDP-α-D-[6-3H]Galf and we prove its effectiveness for incorporation of radioactive galactofuranose into a natural acceptor. This is the first report on the chemical synthesis of a labeled donor of galactofuranose with the potential for studying the galactofuranosyltransferases independently from the UDP-Galp mutase. © Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
title The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose
title_short The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose
title_full The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose
title_fullStr The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose
title_full_unstemmed The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose
title_sort first chemical synthesis of udp[6-3h]-α-d- galactofuranose
publishDate 2005
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n14_p2958_Marino
http://hdl.handle.net/20.500.12110/paper_1434193X_v_n14_p2958_Marino
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