STRUCTURE OF AN ARABOGALACTAN FROM WHITE SPRUCE (PICEA GLAUCA (MOENCH) VOSS)

1958 ◽  
Vol 36 (5) ◽  
pp. 755-762 ◽  
Author(s):  
G. A. Adams
Keyword(s):  
Picea Glauca ◽  
Periodate Oxidation ◽  
White Spruce ◽  
Water Soluble ◽  
Molar Ratio ◽  
Glycosidic Bonds ◽  
Spruce Wood ◽  
Soluble Polysaccharide ◽  
Branched Structure ◽  
Hydrolysis Of

A water-soluble polysaccharide isolated from white spruce wood contained D-galactose, L-arabinose, and D-xylose in a molar ratio of 21:3:1. Hydrolysis of the fully methylated polysaccharide yielded 2,3,5-tri-O-methyl-L-arabinose (12 moles); 2,3,4,6-tetra-O-methyl-D-galactose (29 moles); 2,3,4-tri-O-methyl-D-galactose (34 moles); 2,6-di-O-methyl-D-galactose (0.5 moles); 2,4-di-O-methyl-D-galactose (45 moles); 2,3-di-O-methyl-D-xylose (5 moles); and monomethyl xylose (1 mole). When oxidized by periodate the polysaccharide consumed 1.18 moles of oxidant, and yielded 0.56 moles of formic acid per mole of anhydro-D-galactose. The D-xylose was attributed to the presence of a xylan mixed with the arabogalactan in the original polysaccharide preparation. The methylation and periodate oxidation data showed that the arabogalactan possessed a highly branched structure with the anhydro-D-galactose units being joined by 1 → 3 and 1 → 6 glycosidic bonds. All of the L-arabinose was present in the furanoside form as non-reducing terminal units.

CONSTITUTION OF THE GALACTOMANNAN FROM THE KERNEL OF GREEN PALMYRA PALM NUT (BORASSUS FLABELLIFER LINN.)

1961 ◽  
Vol 39 (7) ◽  
pp. 1408-1418 ◽  
Author(s):  
A. K. Mukherjee ◽  
D. Choudhury ◽  
P. Bagchi
Keyword(s):  
Periodate Oxidation ◽  
Structural Formula ◽  
Water Soluble ◽  
Molar Ratio ◽  
Partial Hydrolysis ◽  
Soluble Polysaccharide ◽  
Hydrolysis Of

The water-soluble polysaccharide extracted from the kernel of green palmyra palm nut (Borassusflabellifer Linn.) was shown to be composed of D-galactose and D-mannose in the proportion of 1:2.4. Hydrolysis of the fully methylated galactomannan yielded 2,3,4,6-tetra-O-methyl-D-galactose, 2,3,6-tri-O-methyl-D-mannose, and 2,3-di-O-methyl-D-mannose in the molar ratio of 1:1.4:0.95. Partial hydrolysis of the galactomannan afforded 4-O-β-D-mannopyranosyl-D-mannose, 6-O-α-D-galactopyranosyl-D-mannose, and two trisaccharides. Based on these results a structural formula for the galactomannan has been proposed, additional evidence for which was adduced from periodate-oxidation studies.

URONIC ACIDS FROM WHITE SPRUCE (PICEA GLAUCA (MOENCH) VOSS)

1959 ◽  
Vol 37 (1) ◽  
pp. 29-34 ◽  
Author(s):  
G. A. Adams
Keyword(s):  
Acid Hydrolysis ◽  
Picea Glauca ◽  
Glucuronic Acid ◽  
White Spruce ◽  
Uronic Acids ◽  
Spruce Wood ◽  
Acidic Sugars ◽  
Hydrolysis Of ◽  
Acidic Components

Acid hydrolysis of extractive-free white spruce wood produced a number of neutral and acidic sugars and oligosaccharides. The acidic components were isolated and three of these were shown to be 4-O-methyl-D-glucuronic acid, 2-O-(4-O-methyl-α-D-glucopyranosyluronic acid)-D-xylose, and tentatively O-(4-O-methyl-α-D-glucopyranosyluronic acid)-(1→ 2)-O-β-D-xylopyranosyl-(1→ 4)-D-xylopyranose.

CONSTITUTION OF A WATER SOLUBLE HEMICELLULOSE FROM AMERICAN BEECHWOOD (FAGUS GRANDIFOLIA)

1957 ◽  
Vol 35 (6) ◽  
pp. 556-564 ◽  
Author(s):  
G. A. Adams
Keyword(s):  
Average Molecular Weight ◽  
Periodate Oxidation ◽  
Reducing Power ◽  
Fagus Grandifolia ◽  
Water Soluble ◽  
Hot Water ◽  
Molar Ratio ◽  
Weight Average Molecular Weight ◽  
Homogeneous Fraction ◽  
Hydrolysis Of

Extraction of beechwood chlorite holocellulose with hot water yielded a hemicellulose in 13.4% yield (based on original extractive-free wood) containing D-xylose 72%, D-galactose 11.0%, and uronic acid 13.2%. Purification of the crude hemicellulose by complexing with Fehling's solution yielded a chemically homogeneous fraction containing D-xylose 83% and 4-O-methyl-D-glucuronic acid 15.5%. Hydrolysis of the fully methylated hemicellulose yielded 2,3,4-tri-O-methyl-D-xylose, 2,3-di-O-methyl-D-xylose, 3-O-methyl-D-xylose, and 3-O-methyl-2-O-(2,3,4-tri-O-methyl-D-glucopyranosyluronic acid)-D-xylose in a molar ratio of 2:35:3:5. On the basis of the methylation data, periodate oxidation, reducing power determinations, and weight average molecular weight values a possible structure for the hemicellulose is proposed.

THE WATER-SOLUBLE POLYSACCHARIDES OF DERMATOPHYTES: III. A GALACTOMANNAN FROM TRICHOPHYTON INTERDIGITALE

1964 ◽  
Vol 42 (12) ◽  
pp. 2862-2871 ◽  
Author(s):  
F. Blank ◽  
M. B. Perry
Keyword(s):  
Formic Acid ◽  
Acid Hydrolysis ◽  
Copper Complex ◽  
Periodate Oxidation ◽  
Water Soluble ◽  
Mild Acid Hydrolysis ◽  
Trichophyton Interdigitale ◽  
Soluble Polysaccharide ◽  
Hydrolysis Of ◽  
Mild Acid

The water-soluble polysaccharide preparation from Trichophytoninterdigitale was fractionated to give two distinct galactomannans and a glucan. A galactomannan isolated via its insoluble copper complex had [α]D +75° (water) and was composed of D-galactose (12%) and D-mannose (88%). On periodate oxidation, the galactomannan consumed 1.73 mole periodate and released 0.67 mole formic acid and 0.12 mole formaldehyde per anhydrohexose unit. Hydrolysis of the methylated galactomannan gave 2,3,5,6-tetra-O-methyl-D-galactose (1 part), 2,3,4,6-tetra-O-methyl-D-mannose (1 part), 2,3,4-tri-O-methyl-D-mannose (4 parts), and3,4-di-O-methyl-D-mannose (2 parts). Mild acid hydrolysis of the galactomannan removed all the galactose residues, leaving a mannan having [α]D +84° (water) whose structure was analyzed by periodate oxidation and methylation techniques.

STRUCTURE OF AN ARABOGALACTAN FROM TAMARACK (LARIX LARICINA)

1960 ◽  
Vol 38 (2) ◽  
pp. 280-293 ◽  
Author(s):  
G. A. Adams
Keyword(s):  
Aqueous Solution ◽  
Water Soluble ◽  
Molar Ratio ◽  
Larix Laricina ◽  
Soluble Polysaccharide ◽  
Main Component ◽  
Hydrolysis Of

A water-soluble polysaccharide containing L-arabinose and D-galactose in a molar ratio 1:3.8 was isolated from tamarack. Fractionation with ethanol from aqueous solution yielded one main component which was judged to be homogeneous on the basis of electrophoresis and sedimentation data. Hydrolysis of the fully methylated polysaccharide yielded, 2,3,5-tri-O-methyl-L-arabinose (2 moles); 2,3,4,6-tetra-O-methyl-D-galactose (16 moles); 2,5-di-O-methyl-L-arabinose (5 moles); 2,3,4-tri-O-methyl-L-arabinose (5.5 moles); 2,3,4-tri-O-methyl-D-galactose (11 moles); 2,4,6-tri-O-methyl-D-galactose (3 moles); 2,6-di-O-methyl-D-galactose (1 mole); 2,4-di-O-methyl-D-galactose (20 moles); 2-O-methyl-D-galactose (3 moles).Possible structures for the arabogalactan are proposed and discussed on the basis of these results.

Glucan isolated from leaves of Althaea officinalis L.

1983 ◽  
Vol 48 (7) ◽  
pp. 2082-2087 ◽  
Author(s):  
Alžbeta Kardošová ◽  
Jozef Rosík ◽  
Rudolf Toman ◽  
Peter Capek
Keyword(s):  
Medicinal Plant ◽  
Periodate Oxidation ◽  
Linear Structure ◽  
Water Soluble ◽  
Partial Hydrolysis ◽  
Methylation Analysis ◽  
Glycosidic Bonds ◽  
Nmr Data ◽  
Althaea Officinalis ◽  
C Nmr

A water-soluble low-molecular D-glucan was isolated from leaves of the medicinal plant marsh-mallow (Althaea officinalis L.). The results of methylation analysis, partial hydrolysis, periodate oxidation, and 13C NMR data indicated a virtually linear structure with α-(1→6) glycosidic bonds.

A WATER-SOLUBLE GALACTOMANNAN FROM COCONUT (COCOS NUCIFERA): PART I. METHYLATION STUDIES

1961 ◽  
Vol 39 (2) ◽  
pp. 375-381 ◽  
Author(s):  
C. V. N. Rao ◽  
D. Choudhury ◽  
P. Bagchi
Keyword(s):  
Cocos Nucifera ◽  
Periodate Oxidation ◽  
Water Soluble ◽  
Soluble Polysaccharide ◽  
Structural Significance

A water-soluble polysaccharide isolated from the kernel of coconut (Cocos nucifera) had [α]D −85° and contained D-galactose (1 mole) and D-mannose (2 moles). Methylation and hydrolysis yielded 2,3,4,6-tetra-O-methyl-D-mannose (0.51 mole); 2,3,4,6-tetra-O-methyl-D-galactose (0.5 mole); 2,3,6-tri-O-methyl-D-mannose (5.52 moles); 2,3,6-tri-O-methyl-D-galactose (1.51 moles); and a di-O-methyl-D-galactose (1 mole). These data agree with those of periodate oxidation. The structural significance of these results is discussed.

THE WATER-SOLUBLE POLYSACCHARIDES OF DERMATOPHYTES: IV. GALACTOMANNANS I FROM TRICHOPHYTON GRANULOSUM, TRICHOPHYTON INTERDIGITALE, MICROSPORUM QUINCKEANUM, TRICHOPHYTON RUBRUM, AND TRICHOPHYTON SCHÖNLEINII

1965 ◽  
Vol 43 (1) ◽  
pp. 30-39 ◽  
Author(s):  
C. T. Bishop ◽  
M. B. Perry ◽  
F. Blank ◽  
F. P. Cooper
Keyword(s):  
Aqueous Solutions ◽  
Copper Complexes ◽  
Trichophyton Rubrum ◽  
Periodate Oxidation ◽  
Structural Features ◽  
Water Soluble ◽  
Major Constituent ◽  
Branch Points ◽  
Terminal Units ◽  
Hydrolysis Of

A group of polysaccharides, called galactomannans I, were precipitated as their insoluble copper complexes from aqueous solutions of the crude polysaccharides obtained from each of the organisms designated in the title. The five galactomannans I were homogeneous under conditions of electrophoresis and ultracentrifugation and had high positive specific rotations. The major constituent monosaccharide was D-mannose; amounts of D-galactose ranged from nil for the polysaccharide from T. rubrum to 13% for that from T. schönleinii. Methylation and hydrolysis of the five galactomannans I yielded varying amounts of the following: 2,3,5,6-tetra-O-methyl-D-galactose (not present in the products from T. rubrum), 2,3,4,6-tetra-O-methyl-D-mannose, 2,3,4-tri-O-methyl-D-mannose, 2,4,6-tri-O-methyl-D-mannose, 3,4-di-O-methyl-D-mannose, and 3,5-di-O-methyl-D-mannose. Periodate oxidation results agreed with the methylation studies. The gross structural features of each galactomannan I appear to be the same, namely, a basic chain of 1 → 6 linked α-D-mannopyranose units for approximately every 22 of which there is a 1 → 3 linked α-D-mannopyranose residue. Branch points occur along the 1 → 6 linked chain at the C2 positions of the D-mannopyranose units and once in every 45 units at the C2 position of a 1 → 6 linked D-mannofuranose residue. The D-galactose in the polysaccharides is present exclusively as non-reducing terminal furanose units; non-reducing terminal units of D-mannopyranose are also present. The variations in the identities and relative amounts of the non-reducing terminal units were the only apparent differences in the gross structural features within this group of polysaccharides.

STRUCTURE OF A GALACTURONAN FROM SUNFLOWER PECTIC ACID

1966 ◽  
Vol 44 (11) ◽  
pp. 1275-1282 ◽  
Author(s):  
V. Zitko ◽  
C. T. Bishop
Keyword(s):  
Galacturonic Acid ◽  
Periodate Oxidation ◽  
Degree Of Polymerization ◽  
Critical Assessment ◽  
Molar Ratio ◽  
Aqueous Methanol ◽  
Pectic Acid ◽  
Potassium Borohydride ◽  
Rate Of Hydrolysis ◽  
Hydrolysis Of

Fractions of sunflower pectic acid containing 89.8%, 94.2%, and 91.4% of D-galacturonic acid were carboxyl reduced as their methyl or ethylene glycol esters by potassium borohydride. Critical assessment of the effects of three different solvents (water, 80% aqueous dimethyl sulfoxide, and 80% aqueous methanol) on the efficiency of reduction showed that the latter solvent was best. The reductions caused a decrease in the degree of polymerization from 270 to 21. Measurement of the rates of hydrolysis of partially reduced pectic acids containing 90%, 41.6%, 19.9%, 11.0%, and 0.65% of D-galacturonic acid showed that the rate of hydrolysis was directly related to the proportion of galacturonosidic linkages present. Methylation and hydrolysis of the carboxyl-reduced pectic acid fractions yielded 2,3,4,6-tetra-O-methyl-D-galactose and 2,3,6-tri-O-methyl-D-galactose in an approximate molar ratio of 1:20. Results of the periodate oxidation of the carboxyl-reduced pectic acid supported the conclusion inferred from the methylation results that the pectic acid was a linear polymer of 1 → 4 linked α-D-galacturonic acid units.

scholarly journals Characterization of two cell-wall polysaccharides from Fusicoccum amygdali

1971 ◽  
Vol 125 (2) ◽  
pp. 473-480 ◽  
Author(s):  
M. A. Obaidah ◽  
K. W. Buck
Keyword(s):  
Cell Wall ◽  
Sodium Hydroxide ◽  
Periodate Oxidation ◽  
Water Soluble ◽  
Methylation Analysis ◽  
Cell Wall Polysaccharides ◽  
Partial Acid Hydrolysis ◽  
Polysaccharide Fraction ◽  
Linear Chains ◽  
Soluble Polysaccharide

1. The nature of two polysaccharides (s020 values 6S and 2S respectively in 1m-sodium hydroxide), comprising a fragment (fraction BB, [α]D +236° in 1m-sodium hydroxide), previously isolated from cell walls of Fusicoccum amygdali, has been investigated. 2. Both the major (2S) and minor (6S) components were affected by incubation with α-amylase. The 6S polysaccharide was also attacked by exo-β-(1→3)-glucanase, which is evidence that it contained both α-(1→4)- and β-(1→3)-glucopyranose linkages. By fractionation of the products of α-amylase-treated fraction BB it was possible to obtain a water-insoluble polysaccharide, fraction P ([α]D +290° in 1m-sodium hydroxide, 67% of fraction BB) and a water-soluble polysaccharide, fraction Q ([α]D +16° in 1m-sodium hydroxide, 11% of fraction BB), both of which sedimented as single boundaries with s020 values (in 1m-sodium hydroxide) of 1.7S and 4.6S respectively. 3. Evidence from periodate oxidation, methylation analysis, i.r. spectroscopy and partial acid hydrolysis showed that fraction P consisted of linear chains of α-(1→3)-glucopyranose units with blocks of one or two α-(1→4)-glucopyranose units interspersed at intervals along the main chain. The 2S polysaccharide, from which fraction P is derived, evidently also contains longer blocks of α-(1→4)-glucopyranose units, that are susceptible to α-amylase action. 4. Fraction Q consisted of glucose (88%) with small amounts of galactose, mannose and rhamnose. Evidence from digestion with exo- and endo-β-(1→3)-glucanases, periodate oxidation and methylation analysis suggests that fraction Q consists of a branched galactomannorhamnan core, to which is attached a β-(1→3)-, β-(1→6)-glucan. In the cell wall, chains of α-(1→4)-linked glucopyranose units are linked to fraction Q to form the 6S component of fraction BB.

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