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324 results

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Page 1
Chiral Bis(tetrathiafulvalene)-1,2-cyclohexane-diamides.
Bogdan A, Moraru IT, Auban-Senzier P, Grosu I, Pop F, Avarvari N. Bogdan A, et al. Molecules. 2022 Oct 15;27(20):6926. doi: 10.3390/molecules27206926. Molecules. 2022. PMID: 36296517 Free PMC article.
The (R,R)-1 and (S,S)-1 enantiomers have been characterized by circular dichroism and the racemic form by single-crystal X-ray diffraction. The neutral racemic bis(TTF)-diamide shows the formation of a pincer-like framework in the solid state, thanks to the i …
The (R,R)-1 and (S,S)-1 enantiomers have been characterized by circular dichroism and the racemic form by single-crystal X-ray diffra …
Recent advances in racemic protein crystallography.
Yan B, Ye L, Xu W, Liu L. Yan B, et al. Bioorg Med Chem. 2017 Sep 15;25(18):4953-4965. doi: 10.1016/j.bmc.2017.05.020. Epub 2017 May 10. Bioorg Med Chem. 2017. PMID: 28705433 Review.
The requirement of unnatural protein enantiomers in racemic protein crystallography necessitates chemical protein synthesis, which is hitherto accomplished through solid phase peptide synthesis and chemical ligation reactions. This review highlights the fundamental …
The requirement of unnatural protein enantiomers in racemic protein crystallography necessitates chemical protein synthesis, which is …
Dispersive solid-phase extraction of racemic drugs using chiral ionic liquid-metal-organic framework composite sorbent.
Yohannes A, Feng X, Yao S. Yohannes A, et al. J Chromatogr A. 2020 Sep 13;1627:461395. doi: 10.1016/j.chroma.2020.461395. Epub 2020 Jul 6. J Chromatogr A. 2020. PMID: 32823100
In the present work, it was attempted to develop novel enantioselective extraction method for five clinically used drugs (atenolol, propranolol, metoprolol, racecadotril, and raceanisodamine in their tablets) as racemates. The enantioselective solid-liquid extractio …
In the present work, it was attempted to develop novel enantioselective extraction method for five clinically used drugs (atenolol, proprano …
Structural Aspects of Solid Solutions of Enantiomers.
Brandel C, Petit S, Cartigny Y, Coquerel G. Brandel C, et al. Curr Pharm Des. 2016;22(32):4929-4941. doi: 10.2174/1381612822666160720164230. Curr Pharm Des. 2016. PMID: 27510486 Review.
A mixture of two enantiomers can crystallize according to three types of heterogeneous equilibria: a racemic compound (a 1:1 stoichiometric compound), a conglomerate (a physical mixture of particles with opposite chirality) or, more rarely, as a solid solution …
A mixture of two enantiomers can crystallize according to three types of heterogeneous equilibria: a racemic compound (a 1:1 stoichio …
Ynamide-Mediated Synthetic Approach to Thioamide-Substituted Peptides.
Zhang X, Yang J, Zhao J. Zhang X, et al. Methods Mol Biol. 2022;2530:69-80. doi: 10.1007/978-1-0716-2489-0_6. Methods Mol Biol. 2022. PMID: 35761043
The alpha-thioacyloxyenamide intermediates, originating from ynamide coupling reagent and proteinogenic amino monothioacids, are proved to be novel effective thioacylating reagents in both the solution and solid phase peptide syntheses. Herein, we describe the detai …
The alpha-thioacyloxyenamide intermediates, originating from ynamide coupling reagent and proteinogenic amino monothioacids, are proved to b …
Enantioselective synthesis of (-)-tetrabenazine via continuous crystallization-induced diastereomer transformation.
Kukor AJ, Depner N, Cai I, Tucker JL, Culhane JC, Hein JE. Kukor AJ, et al. Chem Sci. 2022 Aug 24;13(36):10765-10772. doi: 10.1039/d2sc01825j. eCollection 2022 Sep 21. Chem Sci. 2022. PMID: 36320713 Free PMC article.
Despite discovering an undesired racemic solid phase, inline racemization combined with careful control of crystallization conditions allowed for multigram quantities of enantiopure material to be harvested using our setup. Critically, this control was made p …
Despite discovering an undesired racemic solid phase, inline racemization combined with careful control of crystallizat …
Folding of ortho-Phenylenes.
Hartley CS. Hartley CS. Acc Chem Res. 2016 Apr 19;49(4):646-54. doi: 10.1021/acs.accounts.6b00038. Epub 2016 Mar 8. Acc Chem Res. 2016. PMID: 26954326
Over the past 20-30 years, chemists have sought to replicate this strategy by developing new foldamers: oligomers that fold into well-defined secondary structures in solution. A wide array of abiotic foldamers have been developed, ranging from non-natural peptides to aroma …
Over the past 20-30 years, chemists have sought to replicate this strategy by developing new foldamers: oligomers that fold into well-define …
Chirality-Selected Coacervate by Chiral Gemini Surfactant.
Zhou L, Wang J, Xiong Z, Fan Y, Wang Y. Zhou L, et al. Langmuir. 2023 Dec 5;39(48):17488-17497. doi: 10.1021/acs.langmuir.3c02774. Epub 2023 Nov 21. Langmuir. 2023. PMID: 37990365
It demonstrates that altering the chirality of surfactants yields a heightened ability to regulate the phase behavior, leading to the formation of three different network-like structures, i.e., wormlike micelle, coacervate, and hydrogel, in the racemate, enantiomer, and me …
It demonstrates that altering the chirality of surfactants yields a heightened ability to regulate the phase behavior, leading to the format …
Use of Conglomerate Mixed Crystals to Deracemize a Stable Racemic-Compound-Forming System.
Pinètre C, Gendron FX, Kuroda R, Oketani R, Aupetit C, Buffeteau T, Coquerel G. Pinètre C, et al. Chemistry. 2023 May 11;29(27):e202300441. doi: 10.1002/chem.202300441. Epub 2023 Apr 4. Chemistry. 2023. PMID: 36896822
Deracemization extended to racemic-compound-forming systems is demonstrated. We present here the first results of an alternative for the resolution of systems that exhibit a stable racemic compound but also a closely related conglomerate-forming system. If the coupl …
Deracemization extended to racemic-compound-forming systems is demonstrated. We present here the first results of an alternative for …
The polymorphs of L-phenylalanine.
Ihlefeldt FS, Pettersen FB, von Bonin A, Zawadzka M, Görbitz CH. Ihlefeldt FS, et al. Angew Chem Int Ed Engl. 2014 Dec 1;53(49):13600-4. doi: 10.1002/anie.201406886. Epub 2014 Oct 21. Angew Chem Int Ed Engl. 2014. PMID: 25336255
The solid-state structure of the amino acid phenylalanine (Phe) offers a potential key to understanding the behavior of a large class of important aromatic compounds. ...It is furthermore documented that the racemate, dl-Phe, does not grow proper single crystals....
The solid-state structure of the amino acid phenylalanine (Phe) offers a potential key to understanding the behavior of a large class …
324 results