The direct nucleophilic addition of alkyl amines to the α(δ')-carbon atom of dimethyl (E)-hex-2-en-4-ynedioate to generate α,β-dehydroamino acid derivatives is reported. Herein, we have studied the reactivity of various primary and secondary alkyl amines in the α-selective nucleophilic conjugate addition to conjugated dimethyl (E)-hex-2-en-4-ynedioate. The reaction with primary alkyl amines giv...

Introduction Long alkyl chains have a tendency to aggregate and form localized hydrophobic environments in polar solvent. This tendency has been exploited to prepare a variety of artificial structures, such as micelles, vesicles, core-shell structured polymers, and dendrimers, where the localized hydrophobic environments show interesting properties. These artificial long alkyl chain assemblies,...

Non-activated alkyl halides are challenging substrates for cross-coupling reactions because they are reluctant to undergo oxidative addition and because metal alkyl intermediates are prone to beta-H elimination. Despite recent progress, well-defined catalysts are rare. We recently prepared Ni complexes with a chelating pincer-type bis(amino)amide ligand. The chloride complex [((Me)NN2)NiCl] is ...

We determined the acyl and alkyl chain composition of GPI-anchors isolated from MDCK and Fischer rat thyroid (FRT) cells. Both cell lines synthesize GPI-anchors containing C16/C18 or C18/C18 saturated acyl and alkyl chains. The GPI-anchored placental alkaline phosphatase (PLAP) expressed in both cells is raft-associated and PLAP purified from FRT cells is raft-associated in vitro when reconstit...

Pneumocystis carinii carinii and rat lung phospholipids contained 3-6% 1-alkyl-2-acyl glycerols composed of the glyceryl ether species, 1-O-octadecyl glycerol (batyl alcohol), 1-O-octadec-9-enyl glycerol (selachyl alcohol), 1-O-hexadecyl glycerol (chimyl alcohol), and 1-O-hexadec-9-enyl glycerol. Of the major phospholipid classes, phosphatidylinositol (PI) and phosphatidylserine contained the h...

A simple, fast, efficient and environmentally friendly method for synthesis of benzimidazole and its 2-alkyl, aryl and heteroaryl substituted derivatives was developed using zeolite HY. Two component cyclolcondensation of 1,2-phenylenediamine (o-phenylenediamine) and commercially available carboxylic acids catalyzed by zeolite HY without any solvent, under microwave irradiation led to formation...

Inhibitory effect of 8-alkyl cyclic AMP derivatives on the soluble guanylate cyclase activity from human platelets was investigated. Cyclic AMP derivatives with alkyl chains of 6 or less carbons at 8-position of the purine base were not inhibitory, but the derivatives with alkyl chains of 7 or more carbons produced significant inhibition of the soluble guanylate cyclase activity. The extent of ...

The first method for the stereoconvergent cross-coupling of racemic α-halonitriles is described, specifically, nickel-catalyzed Negishi arylations and alkenylations that furnish an array of enantioenriched α-arylnitriles and allylic nitriles, respectively. Noteworthy features of this investigation include: the highly enantioselective synthesis of α-alkyl-α-aryl nitriles that bear secondary α-al...

Fluorinated organic molecules are of interest in fields ranging from medicinal chemistry to polymer science. Herein, we describe a mild, convenient, and versatile method for the synthesis of compounds that bear a perfluoroalkyl group attached to a tertiary carbon, via an alkyl–alkyl crosscoupling. Thus, a nickel catalyst derived from commercially available components (NiCl2·glyme and a pybox li...

A series of N-alkyl-3-(alkylamino)pyrazine-2-carboxamides and their N-alkyl-3-chloropyrazine-2-carboxamide precursors were prepared. All compounds were characterized by analytical methods and tested for antimicrobial and antiviral activity. The antimycobacterial MIC values against Mycobacterium tuberculosis H37Rv of the most effective compounds, 3-(hexylamino)-, 3-(heptylamino)- and 3-(octylami...