Pentamer is the minimum structure for oligomannosylpeptoids to bind to concanavalin A
ABSTRACT Enzyme-linked lectin assay (ELLA) was performed for oligomannosylpeptoids, which were immobilized on microtiter plates through a streptavidin-biotin interaction. The other immobilization methods, a hydrophobic adsorption and a covalent attachment, were found inapplicable to the oligomannosylpeptoids. Penta- and hexamannosylpeptoids with a shorter or longer spacer were found to be significantly recognized by concanavalinA (ConA), while the smaller peptoids showed no bindings. A proportional relationship between the amount of bound ConA and the peptoid density on the microtiter plate was observed, indicating the absence of both cluster and overdense effects that would assist or inhibit the binding increasingly with the ligand density.
Article: From Glycopeptides to Glycopeptoids[Show abstract] [Hide abstract]
ABSTRACT: This review covers the published literature describing the synthesis of glycopeptoids, a family of glycopeptide mimics. Member of this family are composed of an N-substituted glycine or β-alanine oligomer backbone linked to one or several carbohydrate moieties at the amide nitrogen atoms. The interest in this class of biomimetics lies in their enhanced proteolytic stability and greater conformational flexibility relative to glycopeptides. This Microreview not only describes the different methods for synthesising glycopeptoids but also discusses their application both as glycopeptidomimetics and glycocluster constructs.European Journal of Organic Chemistry 09/2014; 2014(26). DOI:10.1002/ejoc.201402238 · 3.15 Impact Factor
Article: Peptoids for biomaterials science[Show abstract] [Hide abstract]
ABSTRACT: Poly(N-substituted glycine) “peptoids” have conventionally been exploited for drug discovery and therapeutics due to their structural similarity to peptides, protease resistance, and relative ease of synthesis. This mini-review highlights recent reports of peptoid self-assembled nanostructures and macromolecular interfaces relevant to biomaterials science. The results illustrate how the versatility of peptoid design and synthesis could be exploited to generate multifunctional, modular and precisely tunable biointerfaces and biomaterials.01/2014; 2(5):627. DOI:10.1039/c3bm60269a
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ABSTRACT: The Androgen Receptor (AR) is a major therapeutic target in prostate cancer pharmacology. Progression of prostate cancer has been linked to elevated expression of AR in malignant tissue, suggesting that AR plays a central role in prostate cancer cell biology. Potent therapeutic agents can be precisely crafted to specifically target AR, potentially averting systemic toxicities associated with non-specific chemotherapies. In this review, we describe various strategies to generate steroid conjugates that can selectively engage AR with high potency. Analogies to recent developments in non-steroidal conjugates targeting AR are also evaluated. Particular focus is placed on potential applications in AR pharmacology. The review culminates with a description of future prospects for targeting AR.Journal of Medicinal Chemistry 06/2014; 57(20). DOI:10.1021/jm500101h · 5.48 Impact Factor