ChemInform Abstract: SELECTIVE DEOXYGENATION OF KETONES AND ALDEHYDES INCLUDING HINDERED SYSTEMS WITH SODIUM CYANOBOROHYDRIDE

Hutchins, Robert O.; Milewski, Cynthia A.; Maryanoff, Bruce E.

doi:10.1002/chin.197331188

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“…Analysis of the residue by gas-liquid chromatography showed that the conversion of the acyl chloride to the keto ester (V) ranged from 70% to 95% and it was then further purified by silicic acid column chromatography. The keto ester was deoxygenated (Hutchins et al, 1973) and the ester (VI) also purified by silicic acid column chromatography. The fatty acid (VII) was isolated after deesterification and crystallization .…”

Section: Methodsmentioning

confidence: 99%

Thermotropic phase behavior of model membranes composed of phosphatidylcholines containing methyl iso-branched fatty acids. 1. Differential scanning calorimetric studies

Lewis¹,

McElhaney²

1985

Biochemistry

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The thermotropic phase behavior of aqueous dispersions of phosphatidylcholines containing one of a series of methyl iso-branched fatty acyl chains was studied by differential scanning calorimetry. These compounds exhibit a complex phase behavior on heating which includes two endothermic events, a gel/gel transition, involving a molecular packing rearrangement between two gel-state forms, and a gel/liquid-crystalline phase transition, involving the melting of the hydrocarbon chains. The gel to liquid-crystalline transition is a relatively fast, highly cooperative process which exhibits a lower transition temperature and enthalpy than do the chain-melting transitions of saturated straight-chain phosphatidylcholines of similar acyl chain length. In addition, the gel to liquid-crystalline phase transition temperature is relatively insensitive to the composition of the aqueous phase. In contrast, the gel/gel transition is a slow process of lower cooperativity than the gel/liquid-crystalline phase transition and is sensitive to the composition of the bulk aqueous phase. The gel/gel transitions of the methyl iso-branched phosphatidylcholines have very different thermodynamic properties and depend in a different way on hydrocarbon chain length than do either the "subtransitions" or the "pretransitions" observed with linear saturated phosphatidylcholines. The gel/gel and gel/liquid-crystalline transitions are apparently concomitant for the shorter chain iso-branched phosphatidylcholines but diverge on the temperature scale with increasing chain length, with a pronounced odd/even alternation of the characteristic temperatures of the gel/gel transition.(ABSTRACT TRUNCATED AT 250 WORDS)

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Section: Methodsmentioning

confidence: 99%

Thermotropic phase behavior of model membranes composed of phosphatidylcholines containing methyl iso-branched fatty acids. 1. Differential scanning calorimetric studies

Lewis¹,

McElhaney²

1985

Biochemistry

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ChemInform Abstract: SELECTIVE DEOXYGENATION OF KETONES AND ALDEHYDES INCLUDING HINDERED SYSTEMS WITH SODIUM CYANOBOROHYDRIDE

Abstract: Bei der Reduktion der Tosylhydrazone aliphatischer Aldehyde oder Ketone des Typs (I) bzw. (III) mit Na‐trihydridocyanoborat in einem sauren 1:1‐ Gemisch aus DMF und Sulfolan entstehen ausschließlich die entsprechenden Kohlenwasserstoffe (II) bzw. Cyanester (IV).

Cited by 1 publication

References 1 publication

Thermotropic phase behavior of model membranes composed of phosphatidylcholines containing methyl iso-branched fatty acids. 1. Differential scanning calorimetric studies

Thermotropic phase behavior of model membranes composed of phosphatidylcholines containing methyl iso-branched fatty acids. 1. Differential scanning calorimetric studies

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