[structure: see text] The fluorescent photoinduced electron transfer (PET) chemosensors 1-3 were synthesized from cholic acid. 1 and 2 containing amidothiourea groups as anion receptive sites demonstrated much higher affinity toward anions than 3 containing traditional thiourea H-bond donating group. Comparative studies on their binding affinity toward carboxylates, dihydrogen phosphate, and halides revealed that the amidothiourea moiety on the C17 side chain could work cooperatively with H-bond donating groups on C7 and C12 to bind spherical halogen anions. An unexpected specific fluorescence enhancement of 1 by coordinating bromide ion was observed.
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http://dx.doi.org/10.1021/jo050913h | DOI Listing |
Langmuir
January 2025
Department of Chemistry, National Institute of Technology, Rourkela, Odisha 769008, India.
Bile salts (BS) are naturally occurring steroidal biosurfactants. The ease of functionalization of BSs has boosted their use as inexpensive building blocks for the fabrication of a broad set of value-added soft functional materials. In the present work, three fluorescent bile acid (FBA) derivatives have been synthesized by conjugating anthracene at the side chain of lithocholic acid, deoxycholic acid, and cholic acid to understand the effect of the nature of the steroid nucleus on their physicochemical properties.
View Article and Find Full Text PDFMicrobiome Res Rep
August 2024
Functional Microbiome Research Group, Institute of Medical Microbiology, University Hospital of RWTH Aachen, Aachen 52074, Germany.
The gut microbiota is implicated in the development of intestinal tumors. Furthermore, Western diet is a risk factor for colorectal cancer and induces alterations in both the microbiota and bile acid metabolism. Therefore, we aimed to investigate the causal role of Western diet-induced changes in the microbiota and secondary bile acid production, which were linked to disease exacerbation in pigs.
View Article and Find Full Text PDFMicrob Pathog
December 2024
Centro de Investigación y Desarrollo en Ciencia y Tecnología de los Alimentos (CCT- La Plata CONICET, CIC-PBA, Facultad de Ciencias Exactas, UNLP), Argentina; Cátedra de Microbiología. Departamento de Ciencias Biológicas, Facultad de Ciencias Exactas, UNLP), Argentina; Consejo Nacional de Investigaciones Científicas y Tecnológicas (CONICET), Buenos Aires, Argentina. Electronic address:
Clostridioides difficile is a spore-forming pathogen capable of causing severe disease in humans. Critical stages in the biological cycle of this microorganism include sporogenesis/germination and toxin production by vegetative cells. Antagonizing these pivotal events could aid in prevention and treatment to manage this pathogen.
View Article and Find Full Text PDFEur J Med Chem
February 2025
Department of Life Sciences, Changzhi University, Changzhi, 046011, Shanxi, China; Department of Chemistry, Changzhi University, Changzhi, 046011, Shanxi, China. Electronic address:
A novel series of steroidal β-carboline quaternary ammonium derivatives (SCQADs) derived from natural cholic acid and its derivatives was designed, synthesized and biologically evaluated against four Gram-positive bacteria for the first time. Most of these derivatives exhibited promising antibacterial activity against the tested strains, particularly, compound 21g displayed strong antibacterial activity against MRSA (MIC = 0.5-1 μg/mL) with low cytotoxicity.
View Article and Find Full Text PDFBiochim Biophys Acta Mol Basis Dis
December 2024
The Center for Pediatric Liver Diseases, Children's Hospital of Fudan University, National Children's Medical Center, Shanghai 201102, China; Shanghai Key Laboratory of Birth Defect, Shanghai 201102, China. Electronic address:
Background: Ubiquitin-specific protease 53 (USP53) deficiency is associated with familial intrahepatic cholestasis in which serum gamma-glutamyl transferase (GGT) activity is relatively low. However, how USP53 deficiency contributes to cholestasis is obscure. No animal model has been reported.
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