Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose

The mucin-like glycoproteins of Trypanosoma cruzi have novel O-linked oligosaccharides that are acceptors of sialic acid in the trans-sialidase (TcTS) reaction. The transference of sialic acid from host glycoconjugates to the mucins is involved in infection and pathogenesis. The O-linked chains may...

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Autores principales: Agustí, R., Giorgi, M.E., Mendoza, V.M., Gallo-Rodriguez, C., de Lederkremer, R.M.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_09680896_v15_n7_p2611_Agusti
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spelling todo:paper_09680896_v15_n7_p2611_Agusti2023-10-03T15:55:11Z Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose Agustí, R. Giorgi, M.E. Mendoza, V.M. Gallo-Rodriguez, C. de Lederkremer, R.M. Galactofuranose HPAEC-PAD Mucins trans-Sialidase Trypanosoma cruzi alditol amine benzyl glycoside carbohydrate derivative galactofuranose galactopyranose glycoside lactose monosaccharide mucin n acetyllactosamine oligosaccharide recombinant enzyme sialic acid sialidase sialyllactose sugar unclassified drug article carbohydrate synthesis comparative study drug synthesis enzyme mechanism enzyme substrate IC 50 nonhuman parasite virulence protozoal infection sialylation strain identification structure activity relation transport kinetics Trypanosoma cruzi Amino Sugars Animals Carbohydrate Sequence Escherichia coli Galactose Kinetics Molecular Sequence Data Mucins Neuraminidase Oligosaccharides Recombinant Proteins Sialic Acids Trypanosoma cruzi Trypanosoma cruzi The mucin-like glycoproteins of Trypanosoma cruzi have novel O-linked oligosaccharides that are acceptors of sialic acid in the trans-sialidase (TcTS) reaction. The transference of sialic acid from host glycoconjugates to the mucins is involved in infection and pathogenesis. The O-linked chains may contain galactofuranose in addition to the acceptor galactopyranose units. Thus far, the galactofuranose form was found in the mucins of strains belonging to the less infective lineage. The acceptor properties of the chemically synthesized oligosaccharides were now studied in order to correlate their structure with the ability to act as substrates. Recombinant TcTS and sialyllactose as donor were used. The reactions were followed by HPAEC-PAD. The Km values were calculated for the free sugars, the sugar alditols and the benzyl glycosides. All the compounds showed to be good acceptors of sialic acid. Thus, the introduction of galactofuranose in the mucins of the strains of lineage 1 would not be responsible for the diminished virulence of the strains. The oligosaccharides and derivatives inhibited the transfer of sialic acid to the substrate N-acetyllactosamine with IC50 values between 0.6 and 4 mM. © 2007 Elsevier Ltd. All rights reserved. Fil:Agustí, R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Giorgi, M.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Mendoza, V.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Gallo-Rodriguez, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:de Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_09680896_v15_n7_p2611_Agusti
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Galactofuranose
HPAEC-PAD
Mucins
trans-Sialidase
Trypanosoma cruzi
alditol
amine
benzyl glycoside
carbohydrate derivative
galactofuranose
galactopyranose
glycoside
lactose
monosaccharide
mucin
n acetyllactosamine
oligosaccharide
recombinant enzyme
sialic acid
sialidase
sialyllactose
sugar
unclassified drug
article
carbohydrate synthesis
comparative study
drug synthesis
enzyme mechanism
enzyme substrate
IC 50
nonhuman
parasite virulence
protozoal infection
sialylation
strain identification
structure activity relation
transport kinetics
Trypanosoma cruzi
Amino Sugars
Animals
Carbohydrate Sequence
Escherichia coli
Galactose
Kinetics
Molecular Sequence Data
Mucins
Neuraminidase
Oligosaccharides
Recombinant Proteins
Sialic Acids
Trypanosoma cruzi
Trypanosoma cruzi
spellingShingle Galactofuranose
HPAEC-PAD
Mucins
trans-Sialidase
Trypanosoma cruzi
alditol
amine
benzyl glycoside
carbohydrate derivative
galactofuranose
galactopyranose
glycoside
lactose
monosaccharide
mucin
n acetyllactosamine
oligosaccharide
recombinant enzyme
sialic acid
sialidase
sialyllactose
sugar
unclassified drug
article
carbohydrate synthesis
comparative study
drug synthesis
enzyme mechanism
enzyme substrate
IC 50
nonhuman
parasite virulence
protozoal infection
sialylation
strain identification
structure activity relation
transport kinetics
Trypanosoma cruzi
Amino Sugars
Animals
Carbohydrate Sequence
Escherichia coli
Galactose
Kinetics
Molecular Sequence Data
Mucins
Neuraminidase
Oligosaccharides
Recombinant Proteins
Sialic Acids
Trypanosoma cruzi
Trypanosoma cruzi
Agustí, R.
Giorgi, M.E.
Mendoza, V.M.
Gallo-Rodriguez, C.
de Lederkremer, R.M.
Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
topic_facet Galactofuranose
HPAEC-PAD
Mucins
trans-Sialidase
Trypanosoma cruzi
alditol
amine
benzyl glycoside
carbohydrate derivative
galactofuranose
galactopyranose
glycoside
lactose
monosaccharide
mucin
n acetyllactosamine
oligosaccharide
recombinant enzyme
sialic acid
sialidase
sialyllactose
sugar
unclassified drug
article
carbohydrate synthesis
comparative study
drug synthesis
enzyme mechanism
enzyme substrate
IC 50
nonhuman
parasite virulence
protozoal infection
sialylation
strain identification
structure activity relation
transport kinetics
Trypanosoma cruzi
Amino Sugars
Animals
Carbohydrate Sequence
Escherichia coli
Galactose
Kinetics
Molecular Sequence Data
Mucins
Neuraminidase
Oligosaccharides
Recombinant Proteins
Sialic Acids
Trypanosoma cruzi
Trypanosoma cruzi
description The mucin-like glycoproteins of Trypanosoma cruzi have novel O-linked oligosaccharides that are acceptors of sialic acid in the trans-sialidase (TcTS) reaction. The transference of sialic acid from host glycoconjugates to the mucins is involved in infection and pathogenesis. The O-linked chains may contain galactofuranose in addition to the acceptor galactopyranose units. Thus far, the galactofuranose form was found in the mucins of strains belonging to the less infective lineage. The acceptor properties of the chemically synthesized oligosaccharides were now studied in order to correlate their structure with the ability to act as substrates. Recombinant TcTS and sialyllactose as donor were used. The reactions were followed by HPAEC-PAD. The Km values were calculated for the free sugars, the sugar alditols and the benzyl glycosides. All the compounds showed to be good acceptors of sialic acid. Thus, the introduction of galactofuranose in the mucins of the strains of lineage 1 would not be responsible for the diminished virulence of the strains. The oligosaccharides and derivatives inhibited the transfer of sialic acid to the substrate N-acetyllactosamine with IC50 values between 0.6 and 4 mM. © 2007 Elsevier Ltd. All rights reserved.
format JOUR
author Agustí, R.
Giorgi, M.E.
Mendoza, V.M.
Gallo-Rodriguez, C.
de Lederkremer, R.M.
author_facet Agustí, R.
Giorgi, M.E.
Mendoza, V.M.
Gallo-Rodriguez, C.
de Lederkremer, R.M.
author_sort Agustí, R.
title Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
title_short Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
title_full Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
title_fullStr Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
title_full_unstemmed Comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from Trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
title_sort comparative rates of sialylation by recombinant trans-sialidase and inhibitor properties of synthetic oligosaccharides from trypanosoma cruzi mucins-containing galactofuranose and galactopyranose
url http://hdl.handle.net/20.500.12110/paper_09680896_v15_n7_p2611_Agusti
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