A novel mycolactone has been identified from Mycobacterium marinum infecting freshwater fish.
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Interplay between Cα Methylation and Cα Stereochemistry in the Folding Energetics of a Helix-Rich Miniprotein.
Chembiochem
January 2025
University of Pittsburgh, Department of Chemistry, 219 Parkman Ave., 15260, Pittsburgh, UNITED STATES OF AMERICA.
The α-helix is an abundant and functionally important element of protein secondary structure, which has motivated intensive efforts toward chemical strategies to stabilize helical folds. One such method is the incorporation of non-canonical backbone composition through an additional methyl substituent at the Cα atom. Examples of monomers include the achiral 2-aminoisobutyric acid (Aib) with geminal dimethyl substitution and chiral analogues with one methyl and one non-methyl substituent.
View Article and Find Full Text PDFAlkoxyalkylation of Electron-Rich Aromatic Compounds.
Int J Mol Sci
June 2024
Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary.
Alkoxyalkylation and hydroxyalkylation methods utilizing oxo-compound derivatives such as aldehydes, acetals or acetylenes and various alcohols or water are widely used tools in preparative organic chemistry to synthesize bioactive compounds, biosensors, supramolecular compounds and petrochemicals. The syntheses of such molecules of broad relevance are facilitated by acid, base or heterogenous catalysis. However, degradation of the -analogous Mannich bases are reported to yield alkoxyalkyl derivatives via the -Mannich reaction.
View Article and Find Full Text PDFStereochemical Heterogeneity Analysis of Polylactides by Multidimensional Liquid Chromatography.
Anal Chem
March 2024
Department of Multidimensional Polymer Characterization, Institute of Active Polymers, Helmholtz-Center Hereon, Kantstrasse 55, Teltow 14513, Germany.
A new and robust high-performance liquid chromatography (HPLC) method that separates poly(lactic acid) (PLA) according to its stereochemical composition is presented. Using this method, poly(l-lactide) incorporating trace amounts of -lactide resulting from the racemization is separated from the pristine polymer. To prove this aspect in more detail, a representative poly(l-lactic acid) standard, assumed to be highly homogeneous, was separated using this method.
View Article and Find Full Text PDFStereochemistry in All Its Shapes and Forms: The 56 Bürgenstock Conference.
Angew Chem Int Ed Engl
September 2023
Department of Heterogeneous Catalysis, Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
Acknowledging the crucial role of stereochemistry in fields as diverse as total synthesis, synthetic methodology, spectroscopy, and the study of the origin of life, the 56th SCS Conference on Stereochemistry, better known as the BÃ1/4rgenstock Conference, brought together a diverse range of chemistry expertise in Brunnen, Switzerland.
View Article and Find Full Text PDFConformational heterogeneity suggests multiple substrate binding modes in CYP106A2.
J Inorg Biochem
April 2023
Dept. of Biochemistry, Brandeis University, 415 South St., Waltham, MA 02454, United States of America; Dept. of Chemistry, Brandeis University, MS 015, 415 South St., Waltham, MA 02454, United States of America; Rosenstiel Center for Basic Biomedical Research, Brandeis University, 415 South St., Waltham, MA 02454, United States of America. Electronic address:
CYP106A2 (cytochrome P450) is a bacterial enzyme originally isolated from B. megaterium, and has been shown to hydroxylate a wide variety of substrates, including steroids. The regio- and stereochemistry of CYP106A2 hydroxylation has been shown to be dependent on a variety of factors, and hydroxylation often occurs at more than one site and/or with lack of stereospecificity for some substrates.
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