Tabellen der Ƶucker und Ihrer Derivate

Vogel, Hans J.; Georg, Alfred

doi:10.1007/978-3-642-47764-5

Cited by 16 publications

(6 citation statements)

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“…170 172°C and [a]" +140C (c 0.5 in methanol). Literature melting points of 1740C and 168.8-169.8°C are recorded for D-arabinose 1-benzyl-lphenylhydrazone; values for the specific rotation of this compound are +14.60C and +14.4°C (Vogel & Georg, 1931). When mixed with authentic crystals of D-arabinose 1-benzyl-l-phenylhydrazone, m.p.…”

Section: Resultsmentioning

confidence: 99%

Invertebrate connective tissue. Isolation of d-arabinose from sponge acidic polysaccharide

Katzman

Lisowska

Jeanloz

1970

Biochemical Journal

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1. d-Arabinose, an extremely rare sugar in the animal kingdom, was isolated from a complex acidic polysaccharide obtained from the connective tissue of the sponge Hippospongia gossypina. A crystalline derivative of arabinose, the 1-benzyl-1-phenylhydrazone, was prepared and characterized by its melting point, optical rotation, and mixed melting point with authentic d- and l-enantiomers. 2. The distribution of arabinose within the animal kingdom is discussed, and a biological role is proposed for the spongonucleotides.

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Section: Resultsmentioning

confidence: 99%

Invertebrate connective tissue. Isolation of d-arabinose from sponge acidic polysaccharide

Katzman

Lisowska

Jeanloz

1970

Biochemical Journal

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“…A sample of ferric alcoholate of D-fructose was shown by elemental analysis to consist of D-fructose, iron, and sodium in the ratio 2:2:1. Alco holates of Tl 3 \ Cu 2+ , Cr 3+ , Al 3 \ and Pb 2+ have also been reported (49). Sugars seem to be able to react directly with PbO in aqueous solution; however, nothing is known about the structure of the product or the mechanism of the reaction.…”

Section: Figure 7 Adenosinementioning

confidence: 93%

Ionization of Carbohydrates in the Presence of Metal Hydroxides and Oxides

Rendleman

1973

Carbohydrates in Solution

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Metal hydroxides interact rapidly and reversibly with carbo hydrates to form metal hydroxide-carbohydrate adducts and through hydroxylic proton abstraction to form alcoholates. The formation of an alcoholate, or oxyanion, is an essential step in numerous inter-and intramolecular reactions of polyhydroxy compounds. Bases also attack aldehydo and keto sugars to give carbanions that are precursors for isomerization, epimenzation, internal oxidation and reduction, and group migration. Carbohydrate acidity can be explained in terms of statistical factors, electrostatic field effects, polar group interactions, intramolecular hydrogen bonding, steric hindrance, and entropy of ionization.Ο tudies of the interaction of metal bases with carbohydrates were begun ^ in the early half of the 19th century with chemists such as Berzelius (50) and Peligot (36). Peligot was perhaps the first to prepare alkalimetal and alkaline-earth metal alcoholates of sugars. He deserves recog nition for initiating the investigation of reactions between reducing sugar and alkali that ultimately lead to saccharinic acid formation (37). Alco holates result simply from the loss of a proton from a hydroxyl group whereas saccharinic acid formation and numerous alkali-induced isomerizations, except for anomerization, are initiated by carbanion formation. These carbanions stem from carbon-hydrogen ionization at a carbon atom adjacent to a strongly electron-attracting substituent such as a carbonyl or carboxyl group and are stabilized by derealization of the negative charge over several atoms. One of the resonance structures contributing to this hybrid anion is an enolate ion. 51

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“…The specific rotation, [a]~O, of the pure salt in 2-percent aqueous solution was found to be + 106.2°, expressed on an anhydrous basis. The specific rotation is recorded in the literature as + 88.6° at a temperature of 17° C. Unfortunately, the wavelength of the light used is not given in the original publication [1], but the constant is quoted in various handbooks [7,8] …”

Section: Preparation Of Calcium Melibionatementioning

confidence: 99%

Preparation of calcium melibionate

Walton¹,

Isbell²

1949

J. RES. NATL. BUR. STAN.

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It has been found possible to prepare the comparatively rare salt, calcium melibionate, in any desired quantity by electrolytic oxidation of a crude solution of melibiose. The melibiose solution , prepared from commercial raffinose, is subjected to electrolytic oxidation in the presence of calcium carbonate and calcium bromide, and the calcium melibionate is crystallized directly from t he electrolyte. The optical rotation of a 2-percent aqueous solution of calcium melibionate, expressed on the anhydrous basis, was found to be [a)1°+106.2°, which disagrees with the value, [a)}; +88.6°, reported in the li terature. Calcium melibionate forms a basic calcium salt, Ca( C12H21 0 12)2.4CaO. This is analogous to the basic calcium salts of lactobionic and maltobionic acids.

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Tabellen der Ƶucker und Ihrer Derivate

Cited by 16 publications

References 0 publications

Invertebrate connective tissue. Isolation of d-arabinose from sponge acidic polysaccharide

Invertebrate connective tissue. Isolation of d-arabinose from sponge acidic polysaccharide

Ionization of Carbohydrates in the Presence of Metal Hydroxides and Oxides

Preparation of calcium melibionate

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