[structure: see text] Many peptides bind to calmodulin (CaM) in a helical conformation. Here we describe a group of synthetic inhibitors of CaM based on an arylamide scaffold that is intended to mimic smMLCK, a CaM-binding helical peptide. Compound 1 showed a K(i) value of 7.10 +/- 1.48 nM in a fluorescence polarization assay that monitors the strong association of CaM and its peptide ligand mastoparan X. ((1)H,(15)N)-HSQC NMR spectroscopy experiments suggested that 1 binds to CaM in an analogous fashion to that of smMLCK.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol052478j | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
CO-promoted photocatalytic aryl migration from nitrogen to carbon for switchable transformation of N-arylpropiolamides.
Nat Commun
November 2024
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, PR China.
Photocatalytic N-to-C aryl migration allows for quick construction of highly useful amide derivatives from readily available compounds. By developing the reactions of sodium sulfinates with the N-aryl-propiolamides, we herein demonstrate that the CO-promoted visible-light-induced method enables a large variety of aryl groups on nitrogen atoms of the N-arylamides to undergo efficient aryl migration from N atom to C atom to synthesize tetra- and tri-substituted alkenyl amides selectively. 1,4-N-to-C aryl migration is a key step in this transformation which is achieved through photocatalytic radical-polar crossover pathway.
View Article and Find Full Text PDFDesign, synthesis, biological evaluation and in silico study of N-(Pyrimidin-2-yl)alkyl/arylamide derivatives as quorum sensing inhibitors against Pseudomonas aeruginosa.
Mol Divers
August 2024
University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh, 160014, India.
The emergence of bacterial resistance to antimicrobial agents poses a serious threat to the effectiveness of treating bacterial illnesses. A major factor contributing to antimicrobial resistance is biofilm formation, driven by quorum sensing (QS). QS suppression inhibits the QS signaling pathway, obstructing cell-to-cell communication.
View Article and Find Full Text PDFRu(II)-Catalyzed C(sp)-H Activation Annulation: Synthesis of Fluorescent Benzoisoquinolonyl Acetate/Peptides from -Arylamides and Ethyne at Room Temperature.
J Org Chem
June 2024
School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar, Jatani, Odisha 752050, India.
Benzoisoquinolones are aryl ring extended isoquinolinone derivatives, which are constituents of alkaloid natural products. This report describes the synthesis of novel benzoisoquinolone amino acid/peptide derivatives from the respective -aryl amino esters/peptides through Ru-catalyzed C(sp)-H annulation at room temperature. The -terminal amide acts as an intrinsic directing group and coordinates with the active Ru(II) catalyst for the C-H bond activation and annulation of the aryl ring to produce benzoisoqunolone derivatives.
View Article and Find Full Text PDFIsohexide-Based Tunable Chiral Platforms as Amide- and Thiourea-Chiral Solvating Agents for the NMR Enantiodiscrimination of Derivatized Amino Acids.
Molecules
March 2024
Department of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, Italy.
Article Synopsis
- New chiral solvating agents (CSAs) were developed using isomannide and isosorbide, focusing on creating amino derivatives through specific chemical processes.
- The bis-thiourea derivative showed exceptional ability to distinguish NMR signals of enantiomers of N-acetyl amino acids when combined with DABCO, allowing precise measurement of enantiomeric excess.
- Additionally, differential dipolar interactions indicated unique complex formation for the two enantiomers of N-acetyl valine, revealing a one-to-one complex for one enantiomer and a one-to-two complex for the other, aiding in their stereochemical identification.
Synthesis of 2-Amino-'-aroyl(het)arylhydrazides, DNA Photocleavage, Molecular Docking and Cytotoxicity Studies against Melanoma CarB Cell Lines.
Molecules
January 2024
Laboratory of Organic, Bioorganic and Natural Product Chemistry, Molecular Biology and Genetics Department, Democritus University of Thrace, 68100 Alexandroupolis, Greece.
Diacylhydrazine bridged anthranilic acids with aryl and heteroaryl domains have been synthesized as the open flexible scaffold of arylamide quinazolinones in order to investigate flexibility versus rigidity towards DNA photocleavage and sensitivity. Most of the compounds have been synthesized via the in situ formation of their anthraniloyl chloride and subsequent reaction with the desired hydrazide and were obtained as precipitates, in moderate yields. All compounds showed high UV-A light absorption and are eligible for DNA photocleavage studies under this "harmless" irradiation.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!