Mannose-decorated cyclodextrin vesicles: The interplay of multivalency and surface density in lectin–carbohydrate recognition

• Ulrike Kauscher and
• Bart Jan Ravoo

Beilstein J. Org. Chem. 2012, 8, 1543–1551, doi:10.3762/bjoc.8.175

• guest interaction with the surface of the vesicles has become a useful system to investigate recognition, adhesion and fusion of biological cell membranes [24][25][26]. In this context, amphiphilic cyclodextrins are a promising platform due to their ability to form stable bilayer vesicles that can be

Stereoselective synthesis of trans-fused iridoid lactones and their identification in the parasitoid wasp Alloxysta victrix, Part II: Iridomyrmecins

• Robert Hilgraf,
• Nicole Zimmermann,
• Lutz Lehmann,
• Armin Tröger and
• Wittko Francke

Beilstein J. Org. Chem. 2012, 8, 1256–1264, doi:10.3762/bjoc.8.141

• iridoid lactones which are present in the cephalic secretions of Alloxysta victrix show an unusual trans-fusion. Among the compounds showing this structure, only the lactone X [1] (Figure 1) and a compound with the same relative configuration [21] have been described from insects so far. In contrast to

Investigation of the network of preferred interactions in an artificial coiled-coil association using the peptide array technique

• Raheleh Rezaei Araghi,
• Carsten C. Mahrenholz,
• Rudolf Volkmer and
• Beate Koksch

Beilstein J. Org. Chem. 2012, 8, 640–649, doi:10.3762/bjoc.8.71

• selectivity, forming stable multimers with strong interhelical interactions. Recently, their potential as drug targets has become the focus of medical research [3]. Their effectiveness in the successful inhibition of membrane fusion proteins of viruses, such as HIV [4] and avian influenza [5], also supports

Synthesis of fluorinated maltose derivatives for monitoring protein interaction by ¹⁹F NMR

• Michaela Braitsch,
• Hanspeter Kählig,
• Georg Kontaxis,
• Michael Fischer,
• Toshinari Kawada,
• Robert Konrat and
• Walther Schmid

Beilstein J. Org. Chem. 2012, 8, 448–455, doi:10.3762/bjoc.8.51

• rationale for choosing maltose lies in the fact that maltodextrin/maltose-binding protein (MBP) is a generally applicable protein fusion tag with beneficial solution properties and therefore widely used in molecular biology [12][13]. MBP belongs to the family of periplasmic binding proteins, which are

• -labeled maltose (gluco- and manno-type) to the maltose-binding protein and a MBP-V53 fusion protein comprising five V3 modules of the LDL receptor in a linear tandem arrangement (V33333) were analyzed. As can be seen in Figure 3 and Figure 4, the stereoisomers of 2-F labeled maltose clearly exhibit

• , probably corresponding to the closed- and open-domain conformations of MBP; but only the α-anomer complex has been observed in X-ray structures of MBP with maltose [21]. Furthermore we used this technique for probing the interactions between 2-F-maltose and the MBP-V53 [43][44] fusion protein, which has

Coupled chemo(enzymatic) reactions in continuous flow

• Ruslan Yuryev,
• Simon Strompen and
• Andreas Liese

Beilstein J. Org. Chem. 2011, 7, 1449–1467, doi:10.3762/bjoc.7.169

• . This principle has been recently utilized in applied biocatalysis for the development of novel types of catalysts for multistep reaction cascades, i.e., metabolon catalysts [55], self-assembled fusion protein complexes [56] and polymerosomes [57]. It is very probable that application of these novel

Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold–triethynylphosphine complex: Construction of azepine frameworks by 7-exo-dig cyclization

• Hideto Ito,
• Tomoya Harada,
• Hirohisa Ohmiya and
• Masaya Sawamura

Beilstein J. Org. Chem. 2011, 7, 951–959, doi:10.3762/bjoc.7.106

• have geminal disubstitution or ring fusion within a linker chain connecting the attacking nitrogen atom and the alkyne moiety. It should be noted, however, that 7-“endo”-dig cyclizations of (o-alkynyl)phenylacetamides and a diynamide were achieved with gold and palladium complexes [39][46][52][53], and

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

• Marcus Baumann,
• Ian R. Baxendale,
• Steven V. Ley and
• Nikzad Nikbin

Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57

• as T-cells and macrophages followed by viral fusion and entry into white blood cells. Maraviroc blocks this pathway by acting as an antagonist for the CCR-5 receptor hence disrupting HIV life cycle. The structural features of this molecule are a geminal difluorocyclohexyl carboxamide which is linked

Review of “Stereochemistry Workbook, 191 Problems and Solutions” by K.-H. Hellwich and C. D. Siebert

• Roald Hoffmann

Beilstein J. Org. Chem. 2009, 5, No. 38, doi:10.3762/bjoc.5.38

• variety the normal world generates suffices. But it is good to be aware of just what the assumptions are. Let me give an example. In one problem, a set of isomers of a bicyclic compound (cyclothiazide) is eliminated from discussion because a bridge can be formed only by cis fusion. In another example, two

Radical cascades using enantioenriched 7-azabenzonorbornenes and their applications in synthesis

• David M. Hodgson and
• Leonard H. Winning

Beilstein J. Org. Chem. 2008, 4, No. 38, doi:10.3762/bjoc.4.38

• for the rapid enhancement of molecular complexity. Furthermore, in the structurally similar system created by the formal fusion of the norbornenyl skeleton with an aromatic ring, the ‘nortricyclyl’ radical is delocalised in the originally aromatic π-system. Ring-opening of this ‘nortricyclyl’ radical

Total synthesis of the indolizidine alkaloid tashiromine

• Stephen P. Marsden and
• Alison D. McElhinney

Beilstein J. Org. Chem. 2008, 4, No. 8, doi:10.1186/1860-5397-4-8

• trifluoroacetic acid in dichloromethane at room temperature gave the bicyclic amide 2 in 85% yield as a 96:4 mixture of diastereomers. The identity of the major diastereomer was confirmed by comparison of the spectral data with those of Hiemstra [16]: specifically, the signal for the (ring-fusion) proton at C6