Dünnschicht-Chromatographie cis-trans isomerer carbonsäuren

Pastuska, Gerhard; Petrowitz, Hans-Joachim

doi:10.1016/s0021-9673(01)92349-0

Cited by 24 publications

(6 citation statements)

References 4 publications

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“…With untreated silica gel G plates, however, toxicarol, and especially sumatrol, had Rf values as high as, or higher than, compounds such as rotenone which lack a hydroxyl group (Figure 1, solvents A, B, D, and E). This probably is due to hydrogen bonding between the hydroxyl group and the adjacent carbonyl group, and is also found with other compounds, such as the nitrophenols (6).…”

Section: Resultsmentioning

confidence: 57%

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Separation and Identification of Rotenoids, Thin-Layer Chromatography of Rotenone and Related Compounds

Delfel¹

1966

J. Agric. Food Chem.

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A mixture of rotenone, deguelin, elliptone, tephrosin, sumatrol, and toxicarol was chromatographed on silica gel G. Both rotenone and sumatrol were separated as their mercuric acetate derivatives with n-propyl alcohol-acetic acid (100 to 1). Sumatrol was precipitated at the origin by 85% phosphoric acid-5N potassium iodide-ethyl alcoholwater (10:1:10:30). separated sumatrol and tephrosin.Heptane-cyclohexanone-ethyl acetoacetate-water (1200:200:800:3) was used for tephrosin and elliptone. Hexane-ethyl acetate-water (600:400:1) separated sumatrol plus toxicarol (one spot) and gave a partial resolution of the others. Plates prepared with 12.5% silver nitrate solution and developed with chloroform-acetic acid (199:1) were useful for rotenone; those with 16% ferric chloride, for sumatrol plus toxicarol. Hydriodic acid spray (1 volume of 5N potassium iodide plus 30 volumes of 45% phosphoric acid) turned rotenone blue, elliptone reddish violet, and sumatrol grayish blue immediately; and deguelin, tephrosin, and toxicarol pink after 20 minutes at 120°C.

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Section: Resultsmentioning

confidence: 57%

“…thick silica gel G layers, developed with solvent E, and sprayed with the hydriodic acid reagent. 6 Heated 20 minutes at 120°C. water (10:1:10:30), 150 minutes.…”

Section: Preparation Of Mercuric Acetatementioning

confidence: 99%

Separation and Identification of Rotenoids, Thin-Layer Chromatography of Rotenone and Related Compounds

Delfel¹

1966

J. Agric. Food Chem.

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“…Two hundred 125-ml fractions were collected at a flow rate of 25 ml/min. The acids in 1 ml of every third fraction were separated by thin-layer chromatography on silica gel plates (0.3 mm thickness) using the solvents t-amyl alcohol -acetic acid (25 : 10) and 95 "/, ethanol -ammonia -water (20: 3 :2) and were detected with a basic solution of KMnO, (16). Fractions were pooled, dried, and dissolved in a minimum amount of water.…”

Section: Ion Exchange Chromatographymentioning

confidence: 99%

Analysis of the Organic Acids of Bryophyllum calycinum

Marriage¹,

Wilson²

1971

Can. J. Biochem.

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of the organic acids sf Brypbmyllurn calycir~esrn. Can. J.Biochem. 49,282-296 ($971 1.Major and minor acids present in dried leaf tissue of Bryophylhm calycir~esm were identified or characterized using the combined methods of ion exchange chromatography, paper and thin-layer chromatography, gas chromatography, and infrared spectroscopy. After esterification sf the acids in methanol containing H+ form cation exchange resin, their amounts were determined by gas chromatography. The acids identified and their approximate percentage amounts of the total acid content were: malic 32.5 0/,, citric 10.1 %, isocitric 46.5 "/,, suainic 1 .O %, fumaric 0.9 %, pyruvic 1.0 O/,, oxalacetic 0.4 0/,; of-ketoglutaric 0.5 "/,, glyoxylic 0.1 %, lactic 0.2 %, oxalic 0.2 %, and cis-aconitic f .6 %. Tentative characteristics were proposed for previously undetermined acids present mainly in amounts from 0.05 "/, to 0.6 %. These were apparently mono-, di-, and tricarboxylic acids containing from thee to seven carbons in the carbon chain. Most of these evidently had additional functional groups, including methyl, keto, and hydroxyl groups. The boiling points of the methyl esters sf these acids ranged from 140" to 308". MARRIAGE, P. B., ET WILSON, D. G. Analysis of the organic acids of Bryoghylkwn cakyciraetrn. Can. J. Biochem. 49,282-296 (1971).Les acides majeurs et mineurs presents dans le tissu de feuilles skchees de BryophydIurn calycinurn ont $tC identifibs ou caractCrisCs par chromatographie d'dchange d'ion, chromatographie sur papier et en couche mince, chromatographie en phase gazeuse, et spectroscopie infrarouge-La dktermination quantitative de ces acides par chromatographie en phase gazeuse a Ct C effectuee apr6s leur est6rification dans le mkthanol contenant une rCsine khangeuse de cation sous forme H+. Les acides identifib ainsi que leur teneur approximative exprimee en pourcentage par rapport au contenu total en acides sont: malique 32.5 %, citrique 10.1 0/,, isocitrique 46.5 "/,, succinique 1.0 0/,, fumarique 0.9 %, pyruvique 1.0 %, csxaloacBtique 0.4 O/,, or-cdtog8utarique 0.5 %, glyoxylique 8.1 %, lactique 0.2 %, oxalique 0.2 %, et cisaconitique 1.4 "/,. On a tent6 de caracteriser des acides auparavant non dosCs presents surtout en quantitks allant de 0.05 % Zi 0.6 %. HI s'agit apparemment d'acides mono-, di-, et tricarboxyliques dont la chaine de carbone comprend de trois & sept carbones. La plupart de ces acides ont, de toute kvidence, des groupes fowctionnels additionnels tels que les groupes mkthyle, cCts, et hydroxyle. Les points d'dbullition des esters methyliques de ces acides vont de 140" A 388".

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“…Almost all the fatty acids may be separated (71 ) via their hydroxamic acids on Kieselguhr layers (containing diethylene glycol adipate polyester, acetone, and sodium diethyldithiocarbamate). Cis-and trans-acids can be separated (74 ) on silica gel layers with benzenemethanol-acetic acid (45 : 8 : 4) or benzene-dioxane-acetic acid (90 : 25 :4). The components were revealed with a methanolic solution of ferric chloride in hydrochloric acid as the spraying reagent.…”

Section: Ca A= Cmentioning

confidence: 99%