STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)

The polysaccharide extracted from Prosopis chilensis seeds in acidic medium showed by total hydrolysis and gas-liquid chromatography analysis of the alditol acetates to be composed of galactose and mannose in the molar ratio 1.0:1.9. Studies by methylation and ¹H and13C NMR spectroscopy indicated th...

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Autores principales:	MATSUHIRO,BETTY, PRESLE,LUIS C, SAENZ,CARMEN, URZUA,CARLOS C
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2006
Materias:	Prosopis chilensis seeds polysaccharide galactomannan carboxymethylation TEMPO oxidation
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000100010
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spelling	oai:scielo:S0717-970720060001000102006-06-08STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)MATSUHIRO,BETTYPRESLE,LUIS CSAENZ,CARMENURZUA,CARLOS C Prosopis chilensis seeds polysaccharide galactomannan carboxymethylation TEMPO oxidation The polysaccharide extracted from Prosopis chilensis seeds in acidic medium showed by total hydrolysis and gas-liquid chromatography analysis of the alditol acetates to be composed of galactose and mannose in the molar ratio 1.0:1.9. Studies by methylation and ¹H and13C NMR spectroscopy indicated that the polysaccharide was a galactomannan with a chain of D-mannopyranosyl residues linked beta 1 <IMG SRC="./1439/ND.JPG" WIDTH=16 HEIGHT=6>4 which carried alternatively alpha-D-galactopyranosyl residues at position O-6 of D-mannose units. The chemical modification of the galactomannan by reaction with sodium chloroacetate afforded in 95.3% yield, a derivative which gave a very viscous solution with water. By titration it was determined a carboxymethylation degree of 0.42 indicating that 64% of the alcoholic groups were etherified. Reaction of the galactomannan with TEMPO-NaCl-NaOBr system gave a water soluble polysaccharide. The DEPT 135º NMR spectrum indicated that the primary alcoholic groups of galactopyranosyl and unbranched mannopyranosyl residues were fully oxidisedinfo:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.51 n.1 20062006-03-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000100010en10.4067/S0717-97072006000100010
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Prosopis chilensis seeds polysaccharide galactomannan carboxymethylation TEMPO oxidation
spellingShingle	Prosopis chilensis seeds polysaccharide galactomannan carboxymethylation TEMPO oxidation MATSUHIRO,BETTY PRESLE,LUIS C SAENZ,CARMEN URZUA,CARLOS C STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)
description	The polysaccharide extracted from Prosopis chilensis seeds in acidic medium showed by total hydrolysis and gas-liquid chromatography analysis of the alditol acetates to be composed of galactose and mannose in the molar ratio 1.0:1.9. Studies by methylation and ¹H and13C NMR spectroscopy indicated that the polysaccharide was a galactomannan with a chain of D-mannopyranosyl residues linked beta 1 <IMG SRC="./1439/ND.JPG" WIDTH=16 HEIGHT=6>4 which carried alternatively alpha-D-galactopyranosyl residues at position O-6 of D-mannose units. The chemical modification of the galactomannan by reaction with sodium chloroacetate afforded in 95.3% yield, a derivative which gave a very viscous solution with water. By titration it was determined a carboxymethylation degree of 0.42 indicating that 64% of the alcoholic groups were etherified. Reaction of the galactomannan with TEMPO-NaCl-NaOBr system gave a water soluble polysaccharide. The DEPT 135º NMR spectrum indicated that the primary alcoholic groups of galactopyranosyl and unbranched mannopyranosyl residues were fully oxidised
author	MATSUHIRO,BETTY PRESLE,LUIS C SAENZ,CARMEN URZUA,CARLOS C
author_facet	MATSUHIRO,BETTY PRESLE,LUIS C SAENZ,CARMEN URZUA,CARLOS C
author_sort	MATSUHIRO,BETTY
title	STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)
title_short	STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)
title_full	STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)
title_fullStr	STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)
title_full_unstemmed	STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)
title_sort	structural determination and chemical modifications of the polysaccharide from seeds of prosopis chilensis mol. (stuntz)
publisher	Sociedad Chilena de Química
publishDate	2006
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000100010
work_keys_str_mv	AT matsuhirobetty structuraldeterminationandchemicalmodificationsofthepolysaccharidefromseedsofprosopischilensismolstuntz AT presleluisc structuraldeterminationandchemicalmodificationsofthepolysaccharidefromseedsofprosopischilensismolstuntz AT saenzcarmen structuraldeterminationandchemicalmodificationsofthepolysaccharidefromseedsofprosopischilensismolstuntz AT urzuacarlosc structuraldeterminationandchemicalmodificationsofthepolysaccharidefromseedsofprosopischilensismolstuntz
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STRUCTURAL DETERMINATION AND CHEMICAL MODIFICATIONS OF THE POLYSACCHARIDE FROM SEEDS OF Prosopis chilensis Mol. (Stuntz)

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