Synthesis, Chiroptical Properties, and Absolute Configuration Determination of Phenyl‐4‐pyridyl‐2,5‐dipyrimidinylmethane DOI
Kouzou Matsumoto,

Rina Tanaka,

K. Miki

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 9, 2024

Abstract Phenyl‐4‐pyridyl‐2,5‐dipyrimidinylmethane ( 1 ) has been synthesized in five steps from 5‐methylpyrimidine. The structural feature of is the symmetry elements with respect to 180° rotation aryl group along central C−C bonds. Due this feature, compound expected good crystallinity despite asymmetric molecular structure. optical resolution was achieved by high performance liquid chromatography using chiral stationary phase (chiral HPLC). circular dichroism (CD) spectra two fractions showed opposite signs. As expected, X‐ray crystallographic analysis successfully performed for both racemic and enantiomerically pure crystals , nitrogen atoms being unambiguously assigned cases. It concluded first‐eluted fraction HPLC determined be S configuration CD calculation reproducing experimental spectrum anomalous diffraction .

Language: Английский

Mechanistic insights into nonlinear effects in copper-catalyzed asymmetric esterification DOI Creative Commons
Xiaotao Zhu, Meirong Huang, Hongli Bao

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: March 4, 2025

Nonlinear effects (NLEs) serve as a widespread tool in the study of asymmetric catalytic reactions. However, due to diversity ligand-metal coordination modes, information obtained solely from linear relationship between ee values ligands and products complex systems is often indirect. Here, we report precise method that directly connects metal complexes products, with purpose determining active species occur systems. Through an in-depth analysis mechanism our previous copper-catalyzed esterification reactions, find intrinsic key (LLCuI) within this traditionally non-linear system. This holds promise powerful for exploration catalysis mechanisms, heralding new avenues understanding application processes.

Language: Английский

Citations

1

D-Histidine Modulated Chiral Metal-Organic Frameworks for Discriminating 3,4-Dihydroxyphenylalanine Enantiomers Based on a Chemiluminescence Quenching Mode DOI
Xinyue Gao,

Ruining Bai,

Jin Yang

et al.

Analytica Chimica Acta, Journal Year: 2025, Volume and Issue: 1339, P. 343606 - 343606

Published: Jan. 1, 2025

Language: Английский

Citations

1

Nanopore approaches for single-molecule temporal omics: promises and challenges DOI
Meng‐Yin Li, Jie Jiang,

Jun‐Ge Li

et al.

Nature Methods, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 18, 2024

Language: Английский

Citations

6

Isohexide-Based Tunable Chiral Platforms as Amide- and Thiourea-Chiral Solvating Agents for the NMR Enantiodiscrimination of Derivatized Amino Acids DOI Creative Commons

Federica Cefalì,

Anna Iuliano, Federica Balzano

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(6), P. 1307 - 1307

Published: March 15, 2024

New arylamide- and arylthiourea-based chiral solvating agents (CSAs) were synthesized starting from commercially available isomannide isosorbide. The two natural isohexides transformed into the three amino derivatives, having isomannide, isosorbide, isoidide stereochemistry, then groups derivatized with 3,5-dimethoxybenzoyl chloride or 3,5-bis(trifluoromethyl)phenyl isothiocyanate to obtain CSAs. Bis-thiourea derivative containing moiety exo–exo stereochemistry was remarkably efficient in differentiation of NMR signals (NH acetyl) enantiomers N-acetyl (N-Ac) acids presence 1,4-diazabicyclo[2,2,2]octane (DABCO). Nonequivalences ranges 0.104–0.343 ppm 0.042–0.107 for NH acetyl groups, respectively, allowed very accurate enantiomeric excess determination, a reliable correlation found between relative positions their absolute configuration. Therefore, complete stereochemical characterization could be performed. Dipolar interactions detected ternary mixture CSA/N-Ac-valine/DABCO led identification different interaction model enantiomers, involving formation one-to-one substrate/CSA complex (S)-N-Ac-valine one-to-two (R)-N-Ac-valine, as suggested by complexation stoichiometry.

Language: Английский

Citations

3

Structure Determination of Difficult-to-Crystallize Organic Molecules by Co-Crystallization of Phosphorylated Macrocycle DOI
Heng Li,

Zhijin Li,

Juli Jiang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(22), P. 6358 - 6366

Published: Jan. 1, 2024

This work reported that 37 different difficult-to-crystallize guest molecules were co-crystallized with the host macrocycle F[3]A1-[P(O)Ph]3 at room temperature, and molecular structures of guests could be determined by SCXRD.

Language: Английский

Citations

3

Determination of the Molar Fraction and Enantiomeric Excess of Electrosprayed Amino Acid Anions Employing Photoelectron Circular Dichroism DOI Creative Commons

Jon Henrik Both,

Anastasiya Beliakouskaya,

Karl‐Michael Weitzel

et al.

Analytical Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 19, 2025

The quantification of molar fractions and enantiomeric excess has been demonstrated in mixtures d- l-tryptophan l-phenylalanine, respectively, avoiding derivatization the analyte with additional reagents or separation steps. technique is based on electrospray ionization (ESI), which allows generation anions nonvolatile compounds such as amino acids large biomolecules. Electrons are photodetached from these anions. distribution forward backward scattered photoelectrons analyzed, leading to photoelectron circular dichroism (PECD), observable interest. concept proven by blind measurements analyzing unknown composition. (ee) values not only possible for signals originating molecular anion but also dimer anion. ESI-PECD known be applicable chemical entities several thousand Daltons.

Language: Английский

Citations

0

The hidden hand of molecular chirality in marine biogeochemistry DOI
Le Liu, Min Zhong, Quanrui Chen

et al.

Trends in Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Language: Английский

Citations

0

Illuminating the dark space of bioactive peptides with mass spectrometry DOI Creative Commons
Nicole C. Parsley, Leslie M. Hicks

Natural Product Reports, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

With emerging resistance and a lag in the development of new molecules, bioactive natural product peptides are source chemistries to drive advances medicine biotechnology.

Language: Английский

Citations

0

RapidMass: A Graphical Data Processing Application for Automated Species Authentication in High-Throughput Mass Spectrometry DOI
Chun-Xiang Liu,

Qian Meng,

Yun Li

et al.

Analytical Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 11, 2025

High-throughput mass spectrometry (HT-MS) facilitates rapid, large-scale data acquisition, providing a fast and efficient solution for various analytical challenges. However, the increasing volume of generated by MS requires automation easy-to-use processing tools. Currently, there is no freely available software that compatible with most instruments species authentication or classification. Here, we introduce RapidMass, cutting-edge platform designed to automate handling, evaluation, presentation, management HT-MS identification. Key features include streamlined workflow spectra from (e.g., DI-MS, ASAP-MS, DART-MS), three specialized algorithms scoring unknown samples, peak annotation review, visualization MS1 MS2 spectra, an expandable personal database customized management. Performance validation conducted on nine sets covering diverse sample compositions, instrument types, suppliers, resolutions, acquisition modes, demonstrated RapidMass's excellent performance, times 12 20 s per accuracies ranging 97% 100% easily confused plants. With its user-friendly interface, RapidMass empowers users create manage personalized databases, presenting significant prospects broad applications across fields.

Language: Английский

Citations

0

Peptide catalysis: Trends and opportunities DOI Creative Commons
Tom H. R. Kuster, Tobias Schnitzer

Chem Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 101339 - 101339

Published: April 1, 2025

Language: Английский

Citations

0