On the Structure of Galactinol

Kabat, Elvin A.; MacDonald, Donald L.; Ballou, Clinton E.; Fischer, Hermann O. L.

doi:10.1021/ja01114a034

Cited by 58 publications

(10 citation statements)

References 4 publications

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“…The lack of specificity for the pyrimidine portion of the base might be due to the existence of one nonspecific enzyme or to a mixture of several specific enzymes. An enzyme has been obtained from unripe pea seeds which catalyzes the transfer of D-galactosyl residues from UDP-D-galactose to myo-inositol to yield I-O-a-D-galactopyranosyl-myo-inositol (40). This compound, named galactinol, is present in sugar beets (41).…”

Section: Glycosidesmentioning

confidence: 99%

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Biosynthesis of Oligosaccharides and Polysaccharides in Plants

Hassid

1969

Science

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Section: Glycosidesmentioning

confidence: 99%

“…K. Hueck, Die Wadler Siidamerikas (Fischer, Stuttgart, 1966 (1967); Auk 84, 343 (1967). 40. A. Aubr6ville, Etiode ecologiquie des princi-pales formations v egetales dit Brasil et contribhition a la connaissance des forets de l'Amnaz-onie bresiliettne (Centre Technique Forestier Tropicale, Nogent-sur-Marne, France, 1961), pp.…”

unclassified

Biosynthesis of Oligosaccharides and Polysaccharides in Plants

Hassid

1969

Science

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“…Methylation of the galactinol showed that this compound has the same structure as the coinpound found earlier in sugar beet juice (5,6). The glucopyranosyl-myoinositol gave glucose and inyoinositol on hydrolysis.…”

mentioning

confidence: 78%

“…On acid hydrolysis it gave galactose and myoinositol (1 : The nonamethyl ether of galactinol(30 mg) was hydrolyzed with N hydrochloric acid (4ml) for 10 h. The reaction mixture was neutralized (Ag2C03), filtered, and concentrated under reduced pressure to a syrup (30 mg). 6). Mnr~nir~otriose This reducing component (21 mg) with Rr,rrinase 0.37 (n) and 0.39 (b) gave on complete hydrolysis galactose and glucose (2:l).…”

Section: Plnrzteosementioning

confidence: 99%

Low molecular weight carbohydrates from potato(Solanium tuberosum)

Urbas¹

1968

Can. J. Chem.

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An investigation was made of the low molecular weight carbohydrates of potato, Netted Gem variety. The material soluble in 80% alcohol was fractionated and separated by a combination of charcoal–Celite column and paper chromatography. Fifteen major components were isolated and characterized, and five minor components were detected. The major components were galactose, glucose, fructose, myoinositol, and eleven oligosaccharides, namely, sucrose, melibiose (Galp 1 → 6 Gp), maltotriose (Gp 1 → 4 Gp 1 → 4 Gp), digalactosyl glycerol (Galp 1 → 6 Galp, 1 → 1 Glyc), glucosyl → myoinositol, raffinose (Galp, 1 → 6 Gp 1 → 2 Fruf), planteose (Galp, 1 → 6 Fruf 2 → 1 Gp), galactinol (D-1-O-α-D-galactopyranosyl-myoinositol), manninotriose (Galp 1 → 6 Galp, 1 → 6 Gp), stachyose (Galp 1 → 6 Galp 1 → 6 Gp, 1 → 2 Fruf), and trigalactosyl glycerol (Galp 1 → 6 Galp 1 → 6 Galp 1 → 1 Glyc). The five components detected in small amounts were: three disaccharides, ribosyl-glucose, xylosyl-glucose, and arabinosyl-glucose, and two trisaccharides both made up of fructose and glucose units in the ratio of 2:1.

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“…To complete the characterization, we carried out a definitive synthesis of L-myoinositol l-phosphate, starting from galactinol (9). For this synthesis, we perbenzylated galactinol, removed the benzylated galactose moiety by acidic methanolysis, and phosphorylated the free L-1-position of the recovered penta-O-benzylmyoinositol.…”

mentioning

confidence: 99%