Conformational Re-engineering of Porphyrins as Receptors with Switchable N-H···X-type Binding Modes.

08:00 EDT 14th August 2019 | BioPortfolio

Summary of "Conformational Re-engineering of Porphyrins as Receptors with Switchable N-H···X-type Binding Modes."

The selectivity and functional variability of porphyrin cofactors are typically based on substrate binding of metalloporphyrins wherein the pyrrole nitrogen units only serve to chelate the metal ions. Yet, using the free base porphyrin inner core system for other functions is possible through conformational engineering. As a first step towards porphyrin 'enzyme-like' active centers, a structural and spectroscopic study of substrate binding to the inner core porphyrin system shows that a highly saddle distorted porphyrin with peripheral amino receptor groups [2,3,7,8,12,13,17,18-octaethyl-5,10,15,20-tetrakis(2-aminophenyl)porphyrin] coordinates analytes in a switchable manner dependent on the acidity of the solution. The supramolecular ensemble exhibits exceptionally high affinity to the pyrophosphate anion (2.26 ± 0.021)⋅109 M-1 and does so in preference to other anions. 1H NMR spectroscopic studies provided insight into the likely mode of binding action and the characterization of atropisomers, all four of which were also studied by X-ray crystallography.


Journal Details

This article was published in the following journal.

Name: Angewandte Chemie (International ed. in English)
ISSN: 1521-3773


DeepDyve research library

PubMed Articles [17322 Associated PubMed Articles listed on BioPortfolio]

Conformational change within the extracellular domain of B cell receptor in B cell activation upon antigen binding.

B lymphocytes use B cell receptors (BCRs) to recognize antigens. It is still not clear how BCR transduces antigen-specific physical signals upon binding across cell membrane for the conversion to chem...

Efficiency measures the conversion of agonist binding energy into receptor conformational change.

Receptors alternate between resting↔active conformations that bind agonists with low↔high affinity. Here, we define a new agonist attribute, energy efficiency (η), as the fraction of ligand-bindi...

Meso-bis(ethynyl) vs Meso-bis(aryl) Calix4pyrroles: Dimensionally Well-Modulated Receptors that can Regulate the Anion Binding Domains.

Meso-substituted calix[4]pyrroles 2-6 containing direct meso-ethynyl linker displayed high binding affinities and unique conformational features on halide anion binding. A general conformational bias ...

Steroid receptor/coactivator binding inhibitors: An update.

The purpose of this review is to highlight recent developments in small molecules and peptides that block the binding of coactivators to steroid receptors. These coactivator binding inhibitors bind at...

Triazole functionalized acyclic cucurbitnuril-type receptors: host·guest recognition properties.

We report the synthesis of three new triazole functionalized acyclic CB[n]-type receptors (2-4) by click chemistry. The compounds have good solubility in water (≥8 mM) and do not undergo strong self...

Clinical Trials [5946 Associated Clinical Trials listed on BioPortfolio]

A Study of Anti-VEGF Monoclonal Antibody hPV19 in Patients With Solid Tumors

hPV19 is a monoclonal antibody (mAb) directed against vascular endothelial growth factor (VEGF). hPV19 binds to human VEGF with unique binding site on VEGF different from that of Bevacizum...

Dopamine and Insulin Resistance

Obese individuals have fewer striatal dopamine type 2 receptors (DRD2) than normal weight individuals. Lower DRD2 levels are associated with addiction and a decreased sense of pleasure. ...

Safety Study of Aminolevulinic Acid (ALA) to Enhance Visualization and Resection of Malignant Tumors of the Brain

The prodrug, 5-Aminolevulinic acid (ALA), has been shown to lead to intracellular accumulation of fluorescent porphyrins in high grade malignant gliomas in the brain. On imaging, this accu...

Use of Mesenchymal Stem Cells for Alveolar Bone Tissue Engineering for Cleft Lip and Palate Patients

The aim of this study is to perform the bone tissue engineering to reconstruct the alveolar bone defect in cleft lip and palate patients using mesenchymal stem cells from deciduous dental ...

Tissue Engineering for Hair Follicle Regeneration

This study is to try to maintain cultured dermal papilla cells in spherical structure in vitro before transplanting into dermis in vivo. Also, this study is aimed in clarifying actual mech...

Medical and Biotech [MESH] Definitions

Receptors for ACTIVINS are membrane protein kinases belonging to the family of PROTEIN-SERINE-THREONINE KINASES, thus also named activin receptor-like kinases (ALK's). Activin receptors also bind TRANSFORMING GROWTH FACTOR BETA. As those transmembrane receptors of the TGF-beta superfamily (RECEPTORS, TRANSFORMING GROWTH FACTOR BETA), ALK's consist of two different but related protein kinases, Type I and Type II. Activins initiate cellular signal transduction by first binding to the type II receptors (ACTIVIN RECEPTORS, TYPE II ) which then recruit and phosphorylate the type I receptors (ACTIVIN RECEPTORS, TYPE I ) with subsequent activation of the type I kinase activity.

Stucturally-related receptors that are typically found on NATURAL KILLER CELLS. They are considered lectin-like proteins in that they share sequence homology with the carbohydrate binding domains of C-TYPE LECTINS. They differ from classical C-type lectins, however, in that they appear to lack CALCIUM-binding domains.

A site on an enzyme which upon binding of a modulator, causes the enzyme to undergo a conformational change that may alter its catalytic or binding properties.

Methods and techniques used to modify or select cells and develop conditions for growing cells for biosynthetic production of molecules (METABOLIC ENGINEERING), for generation of tissue structures and organs in vitro (TISSUE ENGINEERING), or for other BIOENGINEERING research objectives.

Porphyrins which are combined with a metal ion. The metal is bound equally to all four nitrogen atoms of the pyrrole rings. They possess characteristic absorption spectra which can be utilized for identification or quantitative estimation of porphyrins and porphyrin-bound compounds.

Quick Search

DeepDyve research library

Relevant Topics

Enzymes are proteins that catalyze (i.e., increase the rates of) chemical reactions. In enzymatic reactions, the molecules at the beginning of the process, called substrates, are converted into different molecules, called products. Almost all chemical re...

Radiology is the branch of medicine that studies imaging of the body; X-ray (basic, angiography, barium swallows), ultrasound, MRI, CT and PET. These imaging techniques can be used to diagnose, but also to treat a range of conditions, by allowing visuali...

Searches Linking to this Article