Über die Aceton‐Verbindungen der Zucker und ihre Derivate, XIX. Mitteil.: Der Übergang
 d
 ‐Fructose → ‐
 d
 ‐Psicose (Pseudo‐fructose) →
 d
 ‐Sorbose

Ohle, Heinz; Just, F.

doi:10.1002/cber.19350680409

Cited by 17 publications

(2 citation statements)

References 12 publications

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“…The 1,2-0-isopropylidene-4-O-methyl-!3-~-sorbopyranose (Fig. 2) was prepared as described by Ohle and Just (10). The pure material melted a t 118-119°,…”

Section: Methodsmentioning

confidence: 99%

Substitutional and solvation effects on conformational equilibria. Effects on the interaction between opposing axial oxygen atoms

Lemieux¹,

Pavia²

1969

Can. J. Chem.

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Evidence based both on nuclear magnetic resonance and rotation data primarily obtained from methyl 3-deoxy-13-L-erythro-pentopyranoside and a number of its derivatives is interpreted to show that the electrostatic repulsion between the oxygen atoms at the 2 and 4 positions is substantially less when these oxygens are linked to acyl groups than when in the form of either methyl ethers or as hydroxyl groups hydrogen bonded to solvent. Also, experimental evidence is presented which requires the hydrogen bridge between two axially disposed hydroxyl groups to be s~~bstantially strengthened by hydrogen bonding of the free hydroxyl by solvent.Canadian Journal of Chemistry, 47, 4441 (1969) The DurDose of this communication is to L L report on substitutional and solvation effects on chair-chair conformational equilibria which involve in one conformation an interaction between two oxygen atoms in opposing axial orientation. Profound effects are noted which have an important bearing on the notion that so-called non-bonded interaction free energies can be assigned to such interactions without reference to the kind of compound or to the conditions of the experiment.As seen in Table I, the coupling constants estimated for the di-0-acyl derivatives (16, lc, and ICE) of methyl 3-deoxy-P-L-erythro-pentopyranoside (la) require these compounds to exist largely in the C-1 conformation which has both the acyloxy groups in axial and opposing orien-e R = R' = CH, f R = Ac; R' = CH, g R = H ; R ' = CH3 'Presented by R. U. L. at the Karl Pfister Lecture,

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“…The 1,2-0-isopropylidene-4-O-methyl-!3-~-sorbopyranose (Fig. 2) was prepared as described by Ohle and Just (10). The pure material melted a t 118-119°,…”

Section: Methodsmentioning

confidence: 99%

Substitutional and solvation effects on conformational equilibria. Effects on the interaction between opposing axial oxygen atoms

Lemieux¹,

Pavia²

1969

Can. J. Chem.

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“…A convenient source for the unfermentable substances in molasses is distillery slops, and a factory sample of this material was purified to remove the nonsugars. Although previously Nelson and Greenleaf (17) had failed to identify any carbohydrates in such a product, we have prepared the phenylosazone of a sugar known variously in the literature as d-ribo-2-ketohexose (28) and d-pseudofructose (i/'-fructose), from which it was renamed d-psicose by Ohle and Just (18). Its osazone is identical with allosazone and altrosazone.…”

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confidence: 99%

Unfermentable Reducing Substances in Molasses. Identification of d-Allulose

Zerban¹,

Sattler²

1942

Ind. Eng. Chem.

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THEattempted discovery of the nature of the unfermentable reducing substances in molasses , has been the subject of many investigations ( 22), but the results have been inconclusive for theoretical purposes and of little practical value to the analytical chemist. While it is possible to determine quantitatively the total reducing effect of these substances on Fehling solution by methods such as, for example, those used by Waterman and van der Ent (S3) or by Zerban and Sattler (36), the copper values thus obtained cannot be rigorously interpreted because neither the reducing power of the unfermentable substances nor their chemical identities are completely known.To overcome this impasse, it was suggested that the reduction was caused by glutose, a sugar first studied and named by Lobry de Bruyn and Alberda van Ekenstein (16A), and more recently reinvestigated by Spoehr and his coworkers (25, 26) and by Coltof (6). Lobry de 1180

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Neuere Ergebnisse aus der Kohlenhydratchemie

Micheel

1939

Angewandte Chemie

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Über die Aceton‐Verbindungen der Zucker und ihre Derivate, XIX. Mitteil.: Der Übergang d ‐Fructose → ‐ d ‐Psicose (Pseudo‐fructose) → d ‐Sorbose

Cited by 17 publications

References 12 publications

Substitutional and solvation effects on conformational equilibria. Effects on the interaction between opposing axial oxygen atoms

Substitutional and solvation effects on conformational equilibria. Effects on the interaction between opposing axial oxygen atoms

Unfermentable Reducing Substances in Molasses. Identification of d-Allulose

Neuere Ergebnisse aus der Kohlenhydratchemie

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