ChemInform Abstract: SYNTHESIS OF SOME 1,2‐DI‐O‐HEXADECYLGLYCEROPHOSPHORIC ACID PROPYL ESTERS

Nuhn, P.; Rueger, H.-J.; Kertscher, P.; Gawrisch, Klaus; Arnold, Klaus

doi:10.1002/chin.197843271

Cited by 2 publications

(2 citation statements)

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“…Dioctadecyloxy propan-1-ol 55 [60] was heated with sodium hydride and 1-(methanesulfony1)-10-(triphenylcarbinyl)-1,4,7,10-tetraoxadecane in THF to give the triphenylcarbinyl tetraoxadecane polyether 56, which was treated directly with p-TsOH in 1:1 THF:methanol to afford the corresponding alcohol 57 in 88% yield, over the two steps. Stirring 57 with a mixture of carbon tetrabromide and triphenylphosphine in THF for 14 h converted the hydroxyl group into the bromo derivative 58 in 79% yield.…”

Section: Cu-dsida Lipidmentioning

confidence: 99%

Synthetic Approaches to Functionalized Lipids for Protein Monolayer Crystallizations

Hussein¹,

Ross

Landsberg³

et al. 2009

COC

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The use of lipid monolayers to bind and adsorb proteins is an attractive and increasingly important method for generating high localized concentrations of oriented proteins and protein complexes. These bound proteins can be imaged directly, or they may form 2-D crystalline arrays that are amenable to structure determination by single particle analysis or 2-D electron crystallography. 2-D crystals grown by this technique can also be used to initiate the growth of 3-D crystals for X-ray diffraction analysis. Many derivatized lipids have been prepared for use with this technique, incorporating a diverse range of ligands to enable binding to specific proteins. Synthetic lipids containing functionalized head groups that chelate Ni 2+ or Cu 2+ have also been prepared to bind and orient expressed proteins that contain His-tags. Protein-binding monolayer-forming lipids generally consist of two distinct components: (1) a branched hydrocarbon tail to confer fluidity to the monolayer and (2) a functionalized hydrophilic head group to facilitate binding of protein molecules at the air-water interface. Newer examples of these compounds also incorporate perfluorinated hydrocarbon moieties to confer detergent resistance to these lipids. This review focuses on synthetic approaches to functionalized lipids for protein monolayer crystallizations.

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Section: Cu-dsida Lipidmentioning

confidence: 99%

Synthetic Approaches to Functionalized Lipids for Protein Monolayer Crystallizations

Hussein¹,

Ross

Landsberg³

et al. 2009

COC

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“…Die Synthese und Reinigung sowie einige physikalisch-chemische Parameter der verschiedenen Abk6mmlinge der 1,2-Di-Ohexadecylglycero-3-phosphors~iure wurden bereits beschrieben [10][11][12][13][14]. Tabelle 1 erfaik die verschiedenen Substimenten R der Phosphors~iureestergruppe.…”

Section: Substanzenunclassified

Kopfgruppeneinflu� homologer 1,2-Dihexadecylglycerophospholipide auf die Phasenumwandlungen ihrer Phospholipid/Wasser-Mischungen im heterogenen Zweiphasengebiet

Dörfler

Brezesinski

Nuhn

et al. 1985

Colloid & Polymer Sci

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Zusammenfassung: Mittels Differential-Scanning-Kalorimetrie wurde der Einflut~ des chemischen Aufbaus der Kopfgruppe von 14 Derivaten der 1,2-Di-O-hexadecylglycero-3-phosphors~iure im wasserreichen heterogenen Zweiphasengebiet untersucht. Es wurden die Phasenumwandlungstemperaturen und -enthalpien bestimmt und verglichen. Zusammenh~inge zwischen der Variation der Kopfgruppenstruktur und den Trends in den Umwandlungsparametern werden diskutiert.Abstract: A series of hexadecylglycerophospholipids was studied by differential scanning calorimetry in the heterogeneous two-phase region (50 wt. % water). The phase transition temperatures and enthalpies of the hydrated phospholipids were determined and compared. Correlations between the chemical structure of the polar headgroups and the thermodynamical parameters of the phase transitions were discussed.

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ChemInform Abstract: SYNTHESIS OF SOME 1,2‐DI‐O‐HEXADECYLGLYCEROPHOSPHORIC ACID PROPYL ESTERS

Abstract: Ausgehend von Glycerin wird über mehrere Stufen der Glycerin‐benzyl‐dialkylether (Ia) erhalten, der zu (Ib) hydrogenolysiert wird.

Cited by 2 publications

References 0 publications

Synthetic Approaches to Functionalized Lipids for Protein Monolayer Crystallizations

Synthetic Approaches to Functionalized Lipids for Protein Monolayer Crystallizations

Kopfgruppeneinflu� homologer 1,2-Dihexadecylglycerophospholipide auf die Phasenumwandlungen ihrer Phospholipid/Wasser-Mischungen im heterogenen Zweiphasengebiet

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