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Search for "high-resolution mass spectrometry" in Full Text gives 134 result(s) in Beilstein Journal of Organic Chemistry.

A new glance at the chemosphere of macroalgal–bacterial interactions: In situ profiling of metabolites in symbiosis by mass spectrometry

  • Marine Vallet,
  • Filip Kaftan,
  • Veit Grabe,
  • Fatemeh Ghaderiardakani,
  • Simona Fenizia,
  • Aleš Svatoš,
  • Georg Pohnert and
  • Thomas Wichard

Beilstein J. Org. Chem. 2021, 17, 1313–1322, doi:10.3762/bjoc.17.91

Graphical Abstract
  • distributions of metabolites and identifying specific symbiotic bacteria. Keywords: algae; AP-SMALDI; ectoine; holobiont; high-resolution mass spectrometry; mass spectrometry imaging; marine bacteria; Ulva; Introduction In intertidal zones with high temporal and spatial ecosystem variations, bacteria and
  • specialised metabolites involved in host–bacteria interactions. In our study, comparative metabolomics using atmospheric pressure scanning microprobe matrix-assisted laser desorption/ionisation high-resolution mass spectrometry (AP-SMALDI-HRMS) enables the identification of specialised metabolites of the
  • profile fingerprint matching [26][27][28]. Our research combines cutting-edge laser scanning microscopy and high-resolution mass spectrometry to uncover Ulva/bacteria interactions and specialised metabolites at the microscale level. In this study, we demonstrate that the chemosphere of U. mutabilis
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Published 19 May 2021

Regioselective chemoenzymatic syntheses of ferulate conjugates as chromogenic substrates for feruloyl esterases

  • Olga Gherbovet,
  • Fernando Ferreira,
  • Apolline Clément,
  • Mélanie Ragon,
  • Julien Durand,
  • Sophie Bozonnet,
  • Michael J. O'Donohue and
  • Régis Fauré

Beilstein J. Org. Chem. 2021, 17, 325–333, doi:10.3762/bjoc.17.30

Graphical Abstract
  • (t), doublet of doublets (dd), doublet of doublets of doublets (ddd), broad (br), and quadruplet of triplets (qt) as abbreviations. Analyses and assignments were made using 1D (1H, 13C, and J-modulated spin–echo (Jmod)) and 2D NMR experiments (COSY and HSQC). High-resolution mass spectrometry (HRMS
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Published 01 Feb 2021

Selective recognition of ATP by multivalent nano-assemblies of bisimidazolium amphiphiles through “turn-on” fluorescence response

  • Rakesh Biswas,
  • Surya Ghosh,
  • Shubhra Kanti Bhaumik and
  • Supratim Banerjee

Beilstein J. Org. Chem. 2020, 16, 2728–2738, doi:10.3762/bjoc.16.223

Graphical Abstract
  • obtained through nucleophilic substitution reactions between BImNs (N = 4, 10, 12, 14) and 3. All synthesized compounds were characterized by NMR spectroscopy and high-resolution mass spectrometry. Self-assembly properties of PBImNs in aqueous buffer The self-assembly properties of the four PBImN
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Published 10 Nov 2020

Synthesis and characterization of S,N-heterotetracenes

  • Astrid Vogt,
  • Florian Henne,
  • Christoph Wetzel,
  • Elena Mena-Osteritz and
  • Peter Bäuerle

Beilstein J. Org. Chem. 2020, 16, 2636–2644, doi:10.3762/bjoc.16.214

Graphical Abstract
  • -heterotetracenes and -hexacene were clearly identified, fully characterized, and their structures confirmed by 1H and 13C NMR spectroscopy and high-resolution mass spectrometry (HRMS) via matrix-assisted laser desorption/ionization (MALDI) (Supporting Information File 1, Figures S1–S5). In the 1H NMR spectra, the
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Published 26 Oct 2020

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

  • Paola Vitale,
  • Luciana Cicco,
  • Ilaria Cellamare,
  • Filippo M. Perna,
  • Antonio Salomone and
  • Vito Capriati

Beilstein J. Org. Chem. 2020, 16, 1915–1923, doi:10.3762/bjoc.16.158

Graphical Abstract
  • heating to 473 K until blue spots appeared. Column chromatography was conducted by using silica gel 60 with a particle size distribution of 40–63 μm and 230–400 ASTM, using hexane/EtOAc mixtures as the eluent. High-resolution mass spectrometry (HRMS) analyses were performed using a Bruker microTOF QII
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Published 05 Aug 2020

Development of fluorinated benzils and bisbenzils as room-temperature phosphorescent molecules

  • Shigeyuki Yamada,
  • Takuya Higashida,
  • Yizhou Wang,
  • Masato Morita,
  • Takuya Hosokai,
  • Kaveendra Maduwantha,
  • Kaveenga Rasika Koswattage and
  • Tsutomu Konno

Beilstein J. Org. Chem. 2020, 16, 1154–1162, doi:10.3762/bjoc.16.102

Graphical Abstract
  • resonance (NMR) spectroscopy, infrared spectroscopy, and high-resolution mass spectrometry) successfully identified the more polar product as the half-oxidized benzil 2a and the less polar one as the fully oxidized bisbenzil 3a. Fluorinated bistolane 1b, bearing a hexyloxy chain, also underwent PdCl2
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Published 29 May 2020

Bipyrrole boomerangs via Pd-mediated tandem cyclization–oxygenation. Controlling reaction selectivity and electronic properties

  • Liliia Moshniaha,
  • Marika Żyła-Karwowska,
  • Joanna Cybińska,
  • Piotr J. Chmielewski,
  • Ludovic Favereau and
  • Marcin Stępień

Beilstein J. Org. Chem. 2020, 16, 895–903, doi:10.3762/bjoc.16.81

Graphical Abstract
  • below 1 equiv (Table 1, entries 16 and 22). Structure The identity of the α-oxygenated products, cRnO, was determined on the basis of high-resolution mass spectrometry and 1H and 13C NMR data. In particular, the 1H NMR spectrum of cNMI2O revealed the absence of the pyrrolic α-H resonances, whereas the
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Published 04 May 2020

Regioselectively α- and β-alkynylated BODIPY dyes via gold(I)-catalyzed direct C–H functionalization and their photophysical properties

  • Takahide Shimada,
  • Shigeki Mori,
  • Masatoshi Ishida and
  • Hiroyuki Furuta

Beilstein J. Org. Chem. 2020, 16, 587–595, doi:10.3762/bjoc.16.53

Graphical Abstract
  • of TIPS-ethynyl-substituted BODIPY derivatives 3–6 were characterized by 1H and 19F NMR spectroscopy, high-resolution mass spectrometry, and X-ray crystallographic analysis. The solid-state structures of the diethynyl-substituted BODIPYs were unambiguously elucidated by X-ray diffraction analysis (3a
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Published 01 Apr 2020

Synthesis of 4-(2-fluorophenyl)-7-methoxycoumarin: experimental and computational evidence for intramolecular and intermolecular C–F···H–C bonds

  • Vuyisa Mzozoyana,
  • Fanie R. van Heerden and
  • Craig Grimmer

Beilstein J. Org. Chem. 2020, 16, 190–199, doi:10.3762/bjoc.16.22

Graphical Abstract
  • equipped with a 5 mm BBOZ probe at frequencies of 400 MHz, 100 MHz, and 376 MHz for 1H, 13C, and 19F, respectively. High-resolution mass spectrometry (HRMS) was performed on a Waters LCT Premier time-of-flight mass spectrometer. Synthesis of methyl 2-fluorobenzoylacetate (3): To a stirred mixture of MgCl2
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Published 10 Feb 2020

The use of isoxazoline and isoxazole scaffolding in the design of novel thiourea and amide liquid-crystalline compounds

  • Itamar L. Gonçalves,
  • Rafaela R. da Rosa,
  • Vera L. Eifler-Lima and
  • Aloir A. Merlo

Beilstein J. Org. Chem. 2020, 16, 175–184, doi:10.3762/bjoc.16.20

Graphical Abstract
  • plots of compounds. Acknowledgements Thanks to Dr. Rômulo Faria Santos Canto of the Universidade Federal de Ciências da Saúde de Porto Alegre for the analyses of high-resolution mass spectrometry. Funding The authors wish to thank the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - Brasil
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Published 06 Feb 2020

Halogen-bonding-induced diverse aggregation of 4,5-diiodo-1,2,3-triazolium salts with different anions

  • Xingyu Xu,
  • Shiqing Huang,
  • Zengyu Zhang,
  • Lei Cao and
  • Xiaoyu Yan

Beilstein J. Org. Chem. 2020, 16, 78–87, doi:10.3762/bjoc.16.10

Graphical Abstract
  • good yield (Scheme 1). The product 2-I was characterized by 1H NMR, 13C NMR, and high-resolution mass spectrometry. 2-I has a poor solubility in most organic solvents such as dichloromethane, trichloromethane, tetrahydrofuran, and ethanol. A single crystal of 2-I was obtained by slow diffusion of ether
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Published 13 Jan 2020

Starazo triple switches – synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes

  • Andreas H. Heindl and
  • Hermann A. Wegner

Beilstein J. Org. Chem. 2020, 16, 22–31, doi:10.3762/bjoc.16.4

Graphical Abstract
  • only E- and Z-configuration of the AB, but also different configurations of the Boc groups. However, the coupling products could be unequivocally identified by high-resolution mass spectrometry. Next, 16a/16b were coupled with N-Boc-N-phenylhydrazine to afford the corresponding tris(arylazo)benzene
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Published 03 Jan 2020

Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction

  • Renata Kaczmarek,
  • Dariusz Korczyński,
  • James R. Green and
  • Roman Dembinski

Beilstein J. Org. Chem. 2020, 16, 1–8, doi:10.3762/bjoc.16.1

Graphical Abstract
  • of alkynyl nucleosides 2 and 3 were confirmed by 1H and 13C NMR spectroscopy and high-resolution mass spectrometry [64][65]. The conversion of alkynyl nucleosides 2 and 3 into the corresponding dicobalt hexacarbonyl nucleosides complexes of 4 and 5 was accomplished at room temperature (Co2(CO)8, THF
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Letter
Published 02 Jan 2020

Photoreversible stretching of a BAPTA chelator marshalling Ca2+-binding in aqueous media

  • Aurélien Ducrot,
  • Arnaud Tron,
  • Robin Bofinger,
  • Ingrid Sanz Beguer,
  • Jean-Luc Pozzo and
  • Nathan D. McClenaghan

Beilstein J. Org. Chem. 2019, 15, 2801–2811, doi:10.3762/bjoc.15.273

Graphical Abstract
  • spectra were recorded in the positive mode. High-resolution mass spectrometry (HRMS) measurements were performed with an ESI source on a Q-TOF mass spectrometer with an accuracy tolerance of 2 ppm (Fédération de Recherche CBM/ICOA (FR2708) platform). The electrospray needle was maintained at 5000 V and
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Published 21 Nov 2019

Diversity-oriented synthesis of spirothiazolidinediones and their biological evaluation

  • Sambasivarao Kotha,
  • Gaddamedi Sreevani,
  • Lilya U. Dzhemileva,
  • Milyausha M. Yunusbaeva,
  • Usein M. Dzhemilev and
  • Vladimir A. D’yakonov

Beilstein J. Org. Chem. 2019, 15, 2774–2781, doi:10.3762/bjoc.15.269

Graphical Abstract
  • 125 MHz spectrometers using tetramethylsilane (TMS) as an internal standard and chloroform-d as a solvent. High resolution mass spectrometry (HRMS) was performed using a Bruker (Maxis Impact) or a Micromass Q-ToF spectrometer. The melting points recorded are uncorrected. The microwave used here was a
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Published 18 Nov 2019

A chiral self-sorting photoresponsive coordination cage based on overcrowded alkenes

  • Constantin Stuckhardt,
  • Diederik Roke,
  • Wojciech Danowski,
  • Edwin Otten,
  • Sander J. Wezenberg and
  • Ben L. Feringa

Beilstein J. Org. Chem. 2019, 15, 2767–2773, doi:10.3762/bjoc.15.268

Graphical Abstract
  • by using the Stokes–Einstein equation [54]. By means of ESI high-resolution mass spectrometry, we were able to verify the Pd2L4 constitution of both cages. The HRMS spectrum of Pd2(stable Z-1)4 shows the signals for the cations [Pd2(stable Z-1)4(NO3)3]+, [Pd2(stable Z-1)4(NO3)2]2+, [Pd2(stable Z-1)4
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Published 15 Nov 2019

α-Photooxygenation of chiral aldehydes with singlet oxygen

  • Dominika J. Walaszek,
  • Magdalena Jawiczuk,
  • Jakub Durka,
  • Olga Drapała and
  • Dorota Gryko

Beilstein J. Org. Chem. 2019, 15, 2076–2084, doi:10.3762/bjoc.15.205

Graphical Abstract
  • chemical shifts (δ) and coupling constants (J) are expressed in ppm and Hertz, respectively. High-resolution mass spectrometry (HRMS) data were obtained at the Synapt G2-S HDMS mass spectrometer equipped with an electrospray ion source and q-TOF type mass analyzer. Specific rotation was measured on a JASCO
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Published 30 Aug 2019

Attempted synthesis of a meta-metalated calix[4]arene

  • Christopher D. Jurisch and
  • Gareth E. Arnott

Beilstein J. Org. Chem. 2019, 15, 1996–2002, doi:10.3762/bjoc.15.195

Graphical Abstract
  • strategy involved using a mesoionic carbene to direct C–H activation, but proved to form an unexpectedly unstable intermediate that was identified through high-resolution mass spectrometry. On route to our target, a new optimized method to mononitrocalix[4]arenes was developed, including optimized and high
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Published 22 Aug 2019

Morphology-tunable and pH-responsive supramolecular self-assemblies based on AB2-type host–guest-conjugated amphiphilic molecules for controlled drug delivery

  • Yang Bai,
  • Cai-ping Liu,
  • Di Chen,
  • Long-hai Zhuo,
  • Huai-tian Bu and
  • Wei Tian

Beilstein J. Org. Chem. 2019, 15, 1925–1932, doi:10.3762/bjoc.15.188

Graphical Abstract
  • –3.9, 4.3–4.9 and 5.6–5.9 and protons of BM at δ = 7.0–8.4 could be observed obviously in the 1H NMR spectrum of β-CD-BM2 (Figure S1B-d, Supporting Information File 1). Furthermore, the molecular weight of β-CD-BM2 (Figure S1C, Supporting Information File 1) measured by high-resolution mass
  • spectrometry was 1497.5266 [M + H+], which was in accordance with the theoretical value of 1496.5236. On the basis of the above results, AB2-type host–guest-conjugated amphiphilic monomer β-CD-BM2 has been successfully synthesized. Supramolecular self-assembly behavior of β-CD-BM2 The morphology of the self
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Published 13 Aug 2019

Complexation of 2,6-helic[6]arene and its derivatives with 1,1′-dimethyl-4,4′-bipyridinium salts and protonated 4,4'-bipyridinium salts: an acid–base controllable complexation

  • Jing Li,
  • Qiang Shi,
  • Ying Han and
  • Chuan-Feng Chen

Beilstein J. Org. Chem. 2019, 15, 1795–1804, doi:10.3762/bjoc.15.173

Graphical Abstract
  • reaction of 4,4′-bipyridine with concentrated HCl in acetonitrile followed by counteranion exchange with sodium tetrakis[3,5-di(trifluoromethyl)phenyl]borate (NaBArF) in dichloromethane. The new compounds were confirmed by NMR spectroscopy and high-resolution mass spectrometry (Supporting Information File
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Published 26 Jul 2019

Synthesis, enantioseparation and photophysical properties of planar-chiral pillar[5]arene derivatives bearing fluorophore fragments

  • Guojuan Li,
  • Chunying Fan,
  • Guo Cheng,
  • Wanhua Wu and
  • Cheng Yang

Beilstein J. Org. Chem. 2019, 15, 1601–1611, doi:10.3762/bjoc.15.164

Graphical Abstract
  • -resolution mass spectrometry (HRMS, Supporting Information File 1, Figures S19–S21). Photophysical properties The photophysical properties were investigted by UV–vis absorption and fluorescence spectroscopy, as well as through fluorescence decay measurements. As shown in Figure 1a, the UV–vis spectrum of P5A
  • from CuSO4 and sodium ascorbate through extraction with Et2O/water. Further purification of the crude product was carried out by silica gel column chromatography (dichloromethane/methanol 30:1) to afford P5A-DPA in 72% yield. The structure of P5A-DPA was characterized by 1H NMR, 13C NMR and high
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Published 18 Jul 2019

Synthesis of ([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)phosphonates and their benzo derivatives via 5-exo-dig cyclization

  • Aleksandr S. Krylov,
  • Artem A. Petrosian,
  • Julia L. Piterskaya,
  • Nataly I. Svintsitskaya and
  • Albina V. Dogadina

Beilstein J. Org. Chem. 2019, 15, 1563–1568, doi:10.3762/bjoc.15.159

Graphical Abstract
  • spectroscopy, high-resolution mass spectrometry, as well as single crystal X-ray diffraction. Next, under the conditions applied for the preparation of compounds 3–8, the reaction of chloroethynylphosphonates with 2-hydrazinylquinoline (1g) and 1-hydrazinylisoquinoline (1h) resulted in the formation of [1,2,4
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Published 12 Jul 2019

Fluorine-containing substituents: metabolism of the α,α-difluoroethyl thioether motif

  • Andrea Rodil,
  • Alexandra M. Z. Slawin,
  • Nawaf Al-Maharik,
  • Ren Tomita and
  • David O’Hagan

Beilstein J. Org. Chem. 2019, 15, 1441–1447, doi:10.3762/bjoc.15.144

Graphical Abstract
  • 19F NMR spectrum consistent with non-equivalence of the fluorines, immediately indicative of sulfoxide formation. Isolation and subsequent 1H and 19F NMR analyses as well as high-resolution mass spectrometry secured the identity of these metabolites as sulfoxides 6 and 7 and sulfone 8. The structure
  • accurate mass spectrometry. 19F{1H} and 13C{1H}) NMR spectra were recorded on Bruker Avance III 500 or Bruker Avance III 500 HD spectrometers (500 MHz 1H, 476 MHz 19F, 126 MHz 13C). High-resolution mass spectrometry was acquired using electrospray ionisation (ESI), on a ThermoFisher Excalibur Orbitrap
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Published 28 Jun 2019

Selenophene-containing heterotriacenes by a C–Se coupling/cyclization reaction

  • Pierre-Olivier Schwartz,
  • Sebastian Förtsch,
  • Astrid Vogt,
  • Elena Mena-Osteritz and
  • Peter Bäuerle

Beilstein J. Org. Chem. 2019, 15, 1379–1393, doi:10.3762/bjoc.15.138

Graphical Abstract
  • (Supporting Information File 1, Figures S1–S4), high-resolution mass spectrometry, and elemental analysis. In the 1H NMR spectra, the influence of the selenium atoms in triacenes DST 3 and DSS 4 results in substantial deshielding of the protons compared to bithiophene-based derivates 1 and 2, which is in
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Published 24 Jun 2019

A chemically contiguous hapten approach for a heroin–fentanyl vaccine

  • Yoshihiro Natori,
  • Candy S. Hwang,
  • Lucy Lin,
  • Lauren C. Smith,
  • Bin Zhou and
  • Kim D. Janda

Beilstein J. Org. Chem. 2019, 15, 1020–1031, doi:10.3762/bjoc.15.100

Graphical Abstract
  • NMR, 13C NMR, and high-resolution mass-spectrometry signals. Supporting Information File 128: Supporting experimental results. Supporting Information File 129: Experimental procedures for compounds 1–53. Supporting Information File 130: NMR spectra of compounds 1–53. Acknowledgements This work was
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Published 03 May 2019
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