Document Detail

Structure of a heteroxylan of gum exudate of the palm Scheelea phalerata (uricuri).
MedLine Citation:
PMID:  15381006     Owner:  NLM     Status:  MEDLINE    
The polysaccharide isolated from the gum exudate of palm Scheelea phalerata (SPN) was water-insoluble and composed of Fuc, Ara, Xyl, and uronic acid moieties in a 5:34:54:7 molar ratio: 12% of phenolics were also present. A soluble polysaccharide (SPNa) was obtained after alkaline treatment, which contained Fuc, Ara, Xyl and uronic acid in a 7:44:42:7 molar ratio, with only 2% phenolics. SPNa had an M(W) approximately 1.04 x 10(5) g mol(-1) and was almost monodisperse (M(W)/M(N) : 1.25 +/-0.22). It had a branched structure with side chains of 2-O-substituted Xylp (approximately 8%) and 3-O-substituted Araf (12%) units, and a large proportion of nonreducing end-units of Araf (15%), Fucp (10%), Xylp (4%), and Arap (6%). The (1 --> 4)-linked beta-Xylp main-chain units were 3-O- (9%), 2-O- (13%), and 2,3-di-O- (13%) substituted. Its (13)C NMR spectrum contained at least 9 C-1 signals, those at delta 108.6 and 107.7 arising from alpha-Araf units. Others were present at delta 175.4 from C-6 of alpha-GlcpA and delta 15.6 from C-6 of Fucp units. The main chain of SPNa was confirmed by analysis of a Smith-degraded polysaccharide (SPDS): methylation analysis provided a 2,3-Me(2)-Xyl (65%) derivative and its (13)C NMR spectrum showed five main signals typical of a (1 --> 4)-linked beta-Xylp units. Methylation analysis of a carboxy-reduced polysaccharide (SPN-CR) revealed a 2,3,4,6-Me(4)-Glc derivative (4%) arising from nonreducing end-units of GlcpA. Alpha-GlcpA-(1 --> 2)-alphabeta-Xy1p and alpha-GlcpA-(1 --> 2)-beta-Xylp-(1 --> 4)-alphabeta-Xylp were obtained via partial acid hydrolysis of SPN, showing the structure of side-chain substituents on O-2 of the main-chain units.
Fernanda F Simas; Philip A J Gorin; Marco Guerrini; Annamaria Naggi; Guilherme L Sassaki; Cirene L Delgobo; Marcello Iacomini
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Phytochemistry     Volume:  65     ISSN:  0031-9422     ISO Abbreviation:  Phytochemistry     Publication Date:  2004 Aug 
Date Detail:
Created Date:  2004-09-21     Completed Date:  2005-02-07     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2347-55     Citation Subset:  IM    
Departamento de Bioquímica, Universidade Federal do Paraná, C.P. 19046, CEP 81531-990 Curitiba, PR, Brazil.
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MeSH Terms
Arabinose / analysis
Arecaceae / chemistry*
Fucose / analysis
Gingiva / chemistry*
Magnetic Resonance Spectroscopy
Plants, Medicinal / chemistry*
Polysaccharides / chemistry,  isolation & purification
Uronic Acids / analysis
Xylans / analysis,  chemistry*,  classification,  isolation & purification
Xylose / analysis
Reg. No./Substance:
0/Polysaccharides; 0/Uronic Acids; 0/Xylans; 0/Xylose; 147-81-9/Arabinose; 3713-31-3/Fucose

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