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1. (Article ID: 11786)
Delgobo CL, Gorin PAJ, Tischer CA, Iacomini M
The free reducing oligosaccharides of angico branco (Anadenanthera colubrina) gum exudate: an aid for structural assignments in the heteropolysaccharide
Carbohydrate Research 320(3-4) (1999)
167-175
A novel method is described for the determination of sequential side-chain structures in the complex, high-arabinose polysaccharide of the gum exudate of angico branco (Anadenanthera colubrina), using as basis the structurally similar reducing oligosaccharides present in small quantities. Of the ten detected, eight were characterized as disaccharides (2, 3, and 9), linear trisaccharides (1 and 4), branched pentasaccharides (5 and 6), and a doubly branched heptasaccharide (8). The oligosaccharides are substituents of the polysaccharide, which has a (1→3)-linked β-D-galactopyranosyl main chain, and with two exceptions they had 6-O-substituted galactopyranosyl reducing ends, probably corresponding to its main-chain units. Characterization was effected through their 1D and 2D NMR correlation spectra, which were better resolved and more readily interpretable than those of the polysaccharide. These spectral data were supported by monosaccharide composition and rotation values. Controlled Smith degradations and methylation analyses were carried out when it was necessary. These data were confirmed by field-desorption MS.
polysaccharide, free, gum, Angico branco, Anadenanthera colubrina, reducing oligosaccharides, structural similarity
NCBI PubMed ID: 10573855Publication DOI: 10.1016/S0008-6215(99)00159-7Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Gorin PAJ
bio.ufpr.br>
Institutions: Departamento de Análises Clı́nicas, Universidade de Santa Catarina, Caixa Postal 0476, 88040-970, Florianópolis-SC, Brazil, Departamento de Bioquı́mica, Universidade Federal do Paraná, Caixa Postal 19046, 81531-990, Curitiba-PR, Brazil
Methods: 13C NMR, 1H NMR, periodate oxidation, GC-MS, ESI-MS, acid hydrolysis, Smith degradation, HPLC, optical rotation measurement, MALDI-TOF, ROESY, TOCSY, methylation analysis, reduction with NaBH4, PC, HMBC, HMQC, DEPT, COSY
The publication contains the following compound(s):
- Compound ID: 19585
Structure type: oligomer
С12H22O11
Reference(s) to other database(s): GTC:G85378DV
- Compound ID: 30432
Structure type: oligomer
; 547 [M+Na]+
Reference(s) to other database(s): GTC:G01760WR
- Compound ID: 30433
Structure type: oligomer
; 339
Reference(s) to other database(s): GTC:G53225UJ
- Compound ID: 30434
Structure type: oligomer
; 497 [M+Na]+
Reference(s) to other database(s): GTC:G71678YJ
- Compound ID: 30435
|
a-L-Araf-(1-4)-+
|
a-L-Rhap-(1-4)-b-D-GlcpA-(1-6)-b-D-Galp-(1-6)-D-Galp |
Show graphically |
Structure type: oligomer
; 795
Reference(s) to other database(s): GTC:G21911LM
- Compound ID: 30436
|
a-L-Araf-(1-4)-+
|
b-L-Arap-(1-3)-a-L-Araf-(1-3)-b-D-Galp-(1-6)-D-Galp |
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Structure type: oligomer
; 761
Reference(s) to other database(s): GTC:G38881GW
- Compound ID: 30437
Structure type: oligomer
; 407 [M+Na]+
- Compound ID: 30438
|
b-L-Arap-(1-3)-a-L-Araf-(1-3)-+
|
a-L-Rhap-(1-4)-b-D-GlcpA-(1-6)-b-D-Galp-(1-6)-D-Galp
|
a-L-Araf-(1-4)-+ |
Show graphically |
Structure type: oligomer
; 1083 [M+Na]+
Reference(s) to other database(s): GTC:G88851MI
- Compound ID: 30439
Structure type: oligomer
; 305.5 [M+Na]+
Reference(s) to other database(s): GTC:G93570ET
- Compound ID: 30440
Structure type: oligomer
Reference(s) to other database(s): GTC:G05329TH
- Compound ID: 30441
Structure type: oligomer
Reference(s) to other database(s): GTC:G53315EE
- Compound ID: 30442
Structure type: oligomer
Reference(s) to other database(s): GTC:G98143CZ
- Compound ID: 30443
Structure type: oligomer
Reference(s) to other database(s): GTC:G79537ZB
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