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Deuterium, the stable isotope of hydrogen, is known to medicinal chemists for its utility in mechanistic, spectroscopic, and tracer studies. In fact, well-known applications utilizing deuterium exist within every subdiscipline in pharmaceutical discovery and development. Recent emphasis on incorporation of deuterium into the active pharmaceutical ingredient has come about as a result of inquiries into the potential for substantial benefits of the deuterium kinetic isotope effect on the safety and disposition of the drug substance. This Perspective traces the author's experience in reviving and expanding this potential utility, first suggested many decades prior by the discoverer of this, the simplest of all isotopes.
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http://dx.doi.org/10.1021/jm4007998 | DOI Listing |
ChemMedChem
December 2024
Tianjin University, School of Pharmaceutical Science and Technology, 92 Weijin Road, Nankai District, CHINA.
Deuterated drugs, which are derived by the subtle exchange of a protium atom with a deuterium atom in drugs, exhibits significant difference in the perspective of pharmaceutical characteristics compared with the parent drugs. With the advantages including improving pharmacokinetic properties, reducing toxicity, inhibiting the interconversion between chiral drugs and restricting the interaction between drugs, deuterated drugs have attracted widespread attention from medicinal chemists. This review highlights the application of deuteration strategy in drug design and summarizes the progress of all the deuterated drugs available in the market or deuterated agents under investigation, for the purpose of providing references for all researchers engaged in this direction of drug development.
View Article and Find Full Text PDFChem Asian J
December 2024
National Institute of Pharmaceutical Education and Research, Medicinal Chemistry, Sector 67, 160062, S. A. S. Nagar, INDIA.
Ru(II)-Catalyzed "On Water" direct aryl C(sp2)-H amidation of 2-arylbenzo[d]-thiazole/oxazole with acyl azide is reported under silver-free condition. Deuterium scrambling experiments suggested reversible C-H activation catalyzed by active cationic ruthenium species. The organic solvents such as DCE, DMF, DMSO, MeCN, dioxane, and PhMe were not conducive for the C-H amidation except for PhCl in which case, however, inferior yield (31%) was obtained.
View Article and Find Full Text PDFChemistry
December 2024
Osaka University, Graduate School of Pharmaceutical Sciences, 1-6, Yamada-oka, 565-0871, Osaka, JAPAN.
Deuterated molecules are of growing interest because of the specific characteristics of deuterium, such as stronger C-D bonds being stronger than C-H bonds. Polyethylene glycols (PEGs) are widely utilized in scientific fields (e.g.
View Article and Find Full Text PDFProteins
December 2024
Institute of Protein Research, Russian Academy of Sciences, Pushchino, Russia.
Hydrogen-deuterium exchange mass spectrometry (HDX-MS) approach has become a valuable analytical complement to traditional methods. HDX-MS allows the identification of dynamic surfaces in proteins. We have shown that the introduction of various mutations into the amino acid sequence of whale apomyoglobin (apoMb) leads to a change in the number of exchangeable hydrogen atoms, which is associated with a change in its compactness in the native-like condition.
View Article and Find Full Text PDFJ Am Soc Mass Spectrom
December 2024
Institute for Bioscience and Biotechnology Research, National Institute of Standards and Technology and the University of Maryland, College Park, Rockville, Maryland 20850, United States.
Sample carryover is a common problem in hydrogen-deuterium exchange mass spectrometry, particularly because immobilized protease columns cannot withstand the high organic solvent concentrations typically used in liquid chromatography-mass spectrometry (LC-MS) for cleaning. Conventional cleaning methods using injections of guanidine HCl still suffer from carryover and may require four blanks after each sample run to fully remove carryover. We have implemented an additional LC pump to deliver customized wash solutions to protease and enzyme columns, and the associated LC capillaries to eliminate carryover.
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