N-Heterocyclic carbene–palladium catalysts for the direct arylation of pyrrole derivatives with aryl chlorides

• Ismail Özdemir,
• Nevin Gürbüz,
• Nazan Kaloğlu,
• Öznur Doğan,
• Murat Kaloğlu,
• Christian Bruneau and
• Henri Doucet

Beilstein J. Org. Chem. 2013, 9, 303–312, doi:10.3762/bjoc.9.35

• important research area in organic synthesis as such motives are known to be present in several bioactive molecules, such as Atorvastatin, which is used for lowering blood cholesterol, Fendosal, which is an anti-inflammatory agent, or Tanaproget, which is a progesterone-receptor agonist (Figure 1). The

The β-cyclodextrin/benzene complex and its hydrogen bonds – a theoretical study using molecular dynamics, quantum mechanics and COSMO-RS

• Jutta Erika Helga Köhler and
• Nicole Grczelschak-Mick

Beilstein J. Org. Chem. 2013, 9, 118–134, doi:10.3762/bjoc.9.15

• simulations displayed different hydrogen bond patterns of cyclodextrins in crystal and in solution and confirmed the experimental findings of soluble cyclodextrin complexes of cholesterol type versus precipitates of cis/trans-cyclohexadecenone//CDs [10][11][12]. MD with λ-dynamics and calculation of the

Peptoids and polyamines going sweet: Modular synthesis of glycosylated peptoids and polyamines using click chemistry

• Daniel Fürniss,
• Timo Mack,
• Frank Hahn,
• Sidonie B. L. Vollrath,
• Katarzyna Koroniak,
• Ute Schepers and
• Stefan Bräse

Beilstein J. Org. Chem. 2013, 9, 56–63, doi:10.3762/bjoc.9.7

• be efficacious in the cellular delivery of oligonucleotides such as DNA [5][6][7] and RNA [8][9][10][11]. Conjugates of polyamines with aliphatic lipids or cholesterol yielding, i.e., dioctadecylaminoglycylspermine (DOGS, transfectam) are well established reagents for the transfection of DNA and

Design of a novel tryptophan-rich membrane-active antimicrobial peptide from the membrane-proximal region of the HIV glycoprotein, gp41

• Evan F. Haney,
• Leonard T. Nguyen,
• David J. Schibli and
• Hans J. Vogel

Beilstein J. Org. Chem. 2012, 8, 1172–1184, doi:10.3762/bjoc.8.130

• -α-phosphatidylethanolamine (ePE), egg-derived L-α-phosphatidylglycerol (ePG) and cholesterol were purchased from Avanti Polar Lipids, Inc. (Alabaster, AL). Deuterated methanol used in the NMR samples was obtained from Cambridge Isotopes Laboratories, Inc. (Andover, MA). Deuterated chloroform (CDCl3

• : SDS, sodium dodecylsulfate; DPC, dodecylphosphocholine; ePC, egg-derived L-α-phosphatidylcholine; ePE, egg-derived L-α-phosphatidylethanolamine; ePG, egg-derived L-α-phosphatidylglycerol; Chol, cholesterol. Relative Ksv values calculated for gp41w, gp41w-4R, gp41w-KA and gp41w-FKA in buffer and in the

An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines

• Zhiyuan Ma,
• Feng Ni,
• Grace H. C. Woo,
• Sie-Mun Lo,
• Philip M. Roveto,
• Scott E. Schaus and
• John K. Snyder

Beilstein J. Org. Chem. 2012, 8, 829–840, doi:10.3762/bjoc.8.93

• ], inhibitors of ApoB-100-associated lipoprotein production for cholesterol lowering [21], and more recently, as inhibitors of CDK1 kinase as potential anticancer agents [22]. This later filing has triggered investigations into α-carbolines as potential multikinase inhibitors [23]. Existing synthetic approaches

Self-assembly and semiconductivity of an oligothiophene supergelator

• Pampa Pratihar,
• Suhrit Ghosh,
• Vladimir Stepanenko,
• Sameer Patwardhan,
• Ferdinand C. Grozema,
• Laurens D. A. Siebbeles and
• Frank Würthner

Beilstein J. Org. Chem. 2010, 6, 1070–1078, doi:10.3762/bjoc.6.122

• ability of quaterthiophene and hexathiophene derivatives with peripheral amide-linked cholesterol moieties [19]. We recently reported [12] the self-assembly of perylene bisimide (PBI) π-systems that are functionalized with trialkoxybenzamide moiety and have shown that they possess much superior and

• versatile gelation and self-assembly properties compared to those of cholesterol-linked PBI gelators reported earlier [10]. We also have demonstrated that the trialkoxybenzamide units provide a unique opportunity to tune the mode of self-assembly (H-type vs. J-type) of PBIs by systematically varying the

Stereoselective synthesis of (2S,3S,4Z)-4-fluoro- 1,3-dihydroxy- 2-(octadecanoylamino)octadec- 4-ene, [(Z)-4-fluoroceramide], and its phase behavior at the air/water interface

• Gergana S. Nikolova and
• Günter Haufe

Beilstein J. Org. Chem. 2008, 4, No. 12, doi:10.3762/bjoc.4.12

• , sphingolipids are crucial e.g. for the function of the skin because they contribute to the formation of the water permeability barrier consisting of a highly organized multilaminar lipid matrix of free fatty acids, cholesterol and ceramides containing additional hydroxyl groups in the sphingosin part and longer

• water permeability barrier consisting of a highly organized multilaminar lipid matrix of free fatty acids, cholesterol and ceramides containing additional hydroxyl groups in the sphingosin part and longer fatty acid amide functions [23]. The function of the additional free OH group seems to be the

• -position. While the primary OH group is functionalized with a carbohydrate, a phosphate, sulfate, etc. the 3-OH group is free for various interactions with other constituents of the cell membrane such as cholesterol or proteins [1][26]. The nature of these interactions among other factors depends on the