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1.
Phytochemistry ; 53(5): 575-9, 2000 Mar.
Article in English | MEDLINE | ID: mdl-10724183

ABSTRACT

The structures of the two major anthocyanins in blue Agapanthus flowers have been determined to be a p-coumaroylated delphinidin diglycoside attached to a flavonol triglycoside via a succinic acid diester link. The structure has been determined unambiguously through degradation studies, glycosidic analysis and NMR experiments. These compounds represent unique examples of anthocyanin pigments where both types of co-pigment, an aromatic acyl group and a flavonoid co-pigment, are attached covalently to the anthocyanin.


Subject(s)
Anthocyanins/chemistry , Coumarins , Flavonoids/chemistry , Glucosides/isolation & purification , Kaempferols , Liliaceae/chemistry , Quercetin/analogs & derivatives , Flavonols , Glucosides/chemistry , Molecular Weight , Quercetin/chemistry , Quercetin/isolation & purification
2.
Carbohydr Res ; 308(3-4): 397-408, 1998 Jun.
Article in English | MEDLINE | ID: mdl-9711831

ABSTRACT

Two classes of phosphatidylinositol manno-oligosaccharides (PIMs) were isolated from each of Mycobacterium bovis AN5 and WAg201 and Mycobacterium smegmatis mc2 155. The deacylated PIMs (dPIMs), were identified as hexasaccharide (dPIM-6) and disaccharide (dPIM-2) species composed of mannose, myo-inositol, glycerol and phosphate residues in the proportions of 6:1:1:1 and 2:1:1:1, respectively. Structural analysis, employing a combination of microanalytical methods, nuclear magnetic resonance spectroscopy, and mass spectrometric techniques established that the sequence of residues within dPIM-6, as shown below, was identical in the three mycobacterial strains investigated.


Subject(s)
Antigens, Bacterial/chemistry , Mycobacterium bovis/chemistry , Mycobacterium/chemistry , Oligosaccharides/chemistry , Phosphatidylinositols/chemistry , Carbohydrate Sequence , Carbon Isotopes , Molecular Sequence Data , Nuclear Magnetic Resonance, Biomolecular , Sequence Analysis
3.
Carbohydr Res ; 276(1): 155-65, 1995 Oct 16.
Article in English | MEDLINE | ID: mdl-8536252

ABSTRACT

Modern chemical and spectroscopic techniques have been used to characterise the polysaccharides extracted from the tetrasporic life stages of Gigartina clavifera and Gigartina alveata. Both are predominantly xi-carrageenans. About one in six of the 3-linked residues in both polysaccharides also have a pyruvate acetal group at the 4- and 6-positions. In addition, a similar proportion of the 4-linked units of each polysaccharide are devoid of sulfate groups, whilst more have sulfate esters on both O-2 and O-6. Some of the 3-linked units contain a sulfate at the 6-position in addition to that at O-2. The polysaccharide from tetrasporophytic G. alveata also contains a small but significant number of 3,6-anhydrogalactosyl units, most of which are naturally sulfated at the 2-position.


Subject(s)
Carrageenan/chemistry , Seaweed/chemistry , Seaweed/physiology , Alkalies , Carbohydrate Conformation , Carbohydrate Sequence , Magnetic Resonance Spectroscopy , Molecular Sequence Data , Molecular Structure , Polysaccharides/chemistry , Spores/chemistry , Sulfates
4.
Carbohydr Res ; 268(2): 219-32, 1995 Mar 17.
Article in English | MEDLINE | ID: mdl-7736470

ABSTRACT

The highly complex polysaccharide extracted from the New Zealand red alga Pachymenia lusoria (Grev.) J. Ag. has been characterised and certain structural features defined. A reductive hydrolysis procedure was used for constituent sugar and linkage analyses, with trideuteriomethylation being employed to enable the location of natural methyl ether groups to be determined. A reductive partial-hydrolysis procedure allowed agarobiosyl constituent residues to be identified. The analytical results are consistent with the polymer having a linear backbone of 3-linked D-galactopyranosyl alternating with 4-linked D- or L-galactopyranosyl residues. The 3-linked residues are nearly all 2-sulfated, with 1 in 3 also being 6-O-methylated and 1 in 5 also bearing a 4,6-pyruvic acetal residue. About one-third of the polymer is comprised of blocks of agarobiosyl repeat units that are 2-sulfated on the beta-D-galactopyranosyl and one-third 2-O-methylated on the 3,6-anhydro-L-galactosyl constituents. Of the remaining 4-linked residues, half are 2-O-methyl-D-galactopyranosyl residues and half are galactopyranosyl residues, of which approximately half are in the L configuration.


Subject(s)
Polysaccharides/chemistry , Seaweed/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Polysaccharides/isolation & purification
5.
Carbohydr Res ; 252: 171-82, 1994 Jan 15.
Article in English | MEDLINE | ID: mdl-8137359

ABSTRACT

The structure of the polysaccharide isolated from tetrasporophytic plants of the New Zealand red alga Gigartina decipiens has been determined by chemical and spectroscopic techniques. It is a linear polymer composed primarily of alternating 3-linked beta-D-galactopyranosyl 2-sulphate and 4-linked alpha-D-galactopyranosyl 2,6-disulphate residues. About 15% of the 3-linked residues have an additional sulphate ester group at the 6-position. Aside from this small extra sulphate substitution, the structure is that of the idealised lambda-carrageenan. Good quality solution-state 13C NMR spectra were recorded and interpreted for this carrageenan and for the carrageenans produced from it by solvolytic desulphation and alkali modification.


Subject(s)
Carrageenan/chemistry , Galactans/chemistry , Rhodophyta/chemistry , Carbohydrate Sequence , Carbon Isotopes , Diploidy , Magnetic Resonance Spectroscopy , Methylation , Molecular Sequence Data , Monosaccharides/analysis , Rhodophyta/growth & development , Sulfuric Acids/analysis
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