Activity assays of NnlA homologs suggest the natural product N-nitroglycine is degraded by diverse bacteria

• Kara A. Strickland,
• Brenda Martinez Rodriguez,
• Ashley A. Holland,
• Shelby Wagner,
• Michelle Luna-Alva,
• David E. Graham and
• Jonathan D. Caranto

Beilstein J. Org. Chem. 2024, 20, 830–840, doi:10.3762/bjoc.20.75

• , 4.6 × 150 mm) and connected to an Agilent 6230 TOF mass spectrometer with electrospray ionization (ESI). Analyses used an isocratic mixture containing 65% water, 25% acetonitrile, and 10% isopropanol at a flow rate of 0.5 mL/min. The mass spectrometer was run in the negative ion mode with a probe

Synthesis of photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2Н)-ones with a terminal phenanthroline group

• Vladimir P. Rybalkin,
• Sofiya Yu. Zmeeva,
• Lidiya L. Popova,
• Irina V. Dubonosova,
• Olga Yu. Karlutova,
• Oleg P. Demidov,
• Alexander D. Dubonosov and
• Vladimir A. Bren

Beilstein J. Org. Chem. 2024, 20, 552–560, doi:10.3762/bjoc.20.47

• ™ Impact instrument (electrospray ionization). Melting points were determined on a Fisher–Johns melting point apparatus. X-ray diffraction study The X-ray diffraction dataset of compound 3b was recorded on an Agilent SuperNova diffractometer using a microfocus X-ray radiation source with copper anode and

A new analog of dihydroxybenzoic acid from Saccharopolyspora sp. KR21-0001

• Rattiya Janthanom,
• Yuta Kikuchi,
• Hiroki Kanto,
• Tomoyasu Hirose,
• Arisu Tahara,
• Takahiro Ishii,
• Arinthip Thamchaipenet and
• Yuki Inahashi

Beilstein J. Org. Chem. 2024, 20, 497–503, doi:10.3762/bjoc.20.44

• was concentrated in vacuo to yield 1 (7.9 mg). LC–MS analysis Electrospray ionization-mass spectrometry (ESIMS) data was collected using a Triple TOF 5600+ LC–MS/MS System (AB Sciex, Framingham, MA, USA) with an ODS column (Capcell Core C18, 3.0 i.d. × 100 mm, 40 °C) (Osaka Soda, Japan) at a flow rate

Facile approach to N,O,S-heteropentacycles via condensation of sterically crowded 3H-phenoxazin-3-one with ortho-substituted anilines

• Eugeny Ivakhnenko,
• Vasily Malay,
• Pavel Knyazev,
• Nikita Merezhko,
• Nadezhda Makarova,
• Oleg Demidov,
• Gennady Borodkin,
• Andrey Starikov and
• Vladimir Minkin

Beilstein J. Org. Chem. 2024, 20, 336–345, doi:10.3762/bjoc.20.34

• Maxis™ Impact (resolving power (FWHM) of 40,000 at m/z 1222, electrospray ionization). The cyclic voltammograms of 4a–h, 5a–c, 6a,b, and 10c were measured with the use of three-electrode configuration (glassy carbon working electrode, Pt counter electrode, Ag/Ag+ reference electrode using 0.01 M AgNO3

Comparison of glycosyl donors: a supramer approach

• Anna V. Orlova,
• Nelly N. Malysheva,
• Maria V. Panova,
• Nikita M. Podvalnyy,
• Michael G. Medvedev and
• Leonid O. Kononov

Beilstein J. Org. Chem. 2024, 20, 181–192, doi:10.3762/bjoc.20.18

• CFCl3 (δF 0.0). Assignments of the signals in the NMR spectra were performed using 2D-spectroscopy (COSY, HSQC, HMBC) and DEPT-135 experiments. For the copies of NMR spectra for all new compounds see Supporting Information File 1. High resolution mass spectra (electrospray ionization, HRESIMS) were

Synthesis of the 3’-O-sulfated TF antigen with a TEG-N₃ linker for glycodendrimersomes preparation to study lectin binding

• Mark Reihill,
• Hanyue Ma,
• Dennis Bengtsson and
• Stefan Oscarson

Beilstein J. Org. Chem. 2024, 20, 173–180, doi:10.3762/bjoc.20.17

• electrospray ionisation (ESI) in positive mode. MALDI–TOF mass spectrometry data were recorded on a Scientific Analysis Instruments MALDI–TOF mass spectrometer in reflectron mode for oligosaccharides and in linear mode for glycoconjugates. Samples were prepared by pre-mixing 1 µL of a solution containing the

Identification of the p-coumaric acid biosynthetic gene cluster in Kutzneria albida: insights into the diazotization-dependent deamination pathway

• Seiji Kawai,
• Akito Yamada,
• Yohei Katsuyama and
• Yasuo Ohnishi

Beilstein J. Org. Chem. 2024, 20, 1–11, doi:10.3762/bjoc.20.1

• and evaporated completely in vacuo. The residual materials were dissolved in 200 µL of methanol. The obtained samples were analyzed by liquid chromatography–electrospray ionization mass spectrometry (LC–ESIMS) using an LC-2040C 3D Plus system (Shimazu Corp., Kyoto, Japan) equipped with a COSMOCORE

Substituent-controlled construction of A₄B₂-hexaphyrins and A₃B-porphyrins: a mechanistic evaluation

• Seda Cinar,
• Dilek Isik Tasgin and
• Canan Unaleroglu

Beilstein J. Org. Chem. 2023, 19, 1832–1840, doi:10.3762/bjoc.19.135

• reaction mechanism of the presented method was studied on model reactions by electrospray-ionization time-of-flight (HRESI–TOF) mass spectral analysis in a timely manner. The analytical results indicated that the observed azafulvene-ended di- and tripyrrolic intermediates are responsible for the formation

• product formation, mass spectral analyses of model reactions were investigated by time-dependent electrospray-ionization time-of-flight (HRESI–TOF) technique. Results and Discussion Reactions of meso-pentafluorophenyl-substituted A2-tripyrrane 1 and N-tosylimines 2 were performed in the presence of Cu(OTf

• certain time intervals within 2 hours and examined by ESI LC–MS. Throughout the high-resolution electrospray-ionization time-of-flight (HRESI–TOF) mass analysis of the reaction mixture at 0 °C, the following peaks were observed: m/z = 246.0366 ([M + H]+ calcd for C11H5F5N, 246.0337), m/z = 857.1468 ([M

A novel recyclable organocatalyst for the gram-scale enantioselective synthesis of (S)-baclofen

• Gyula Dargó,
• Dóra Erdélyi,
• Balázs Molnár,
• Péter Kisszékelyi,
• Zsófia Garádi and
• József Kupai

Beilstein J. Org. Chem. 2023, 19, 1811–1824, doi:10.3762/bjoc.19.133

• on a Bruker 300 Avance spectrometer (at 300 and 75.5 MHz for the 1H and 13C spectra, respectively) or on a Bruker Avance III HD (at 600 MHz for 1H and at 150 MHz for 13C spectra) at specified temperatures. High-resolution MS was measured on a Bruker MicroTOF II instrument using positive electrospray

Active-metal template clipping synthesis of novel [2]rotaxanes

• Cătălin C. Anghel,
• Teodor A. Cucuiet,
• Niculina D. Hădade and
• Ion Grosu

Beilstein J. Org. Chem. 2023, 19, 1776–1784, doi:10.3762/bjoc.19.130

• ) relative to the residual solvent peak. High-resolution mass spectra were recorded on a ThermoScientific (LTQ XL, Orbitrap) spectrometer, in positive ion mode, using Electrospray or APCI techniques. Experimental procedures and characterization of compounds Compound 2: In a round-bottom flask compound 1

Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect

• Ken-ichi Nakashima,
• Naohito Abe,
• Masayoshi Oyama,
• Hiroko Murata and
• Makoto Inoue

Beilstein J. Org. Chem. 2023, 19, 1604–1614, doi:10.3762/bjoc.19.117

• electrospray ionization HRESIMS analysis, and quantum chemical electronic CD calculations. Furthermore, the absolute configurations of sugar residues were determined by derivatization of the hydrolysates with ʟ-cysteine methyl ester and o-tolyl isothiocyanate followed by HPLC analysis. The anti-inflammatory

Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B

• Adwoa P. Nartey,
• Aboagye K. Dofuor,
• Kofi B. A. Owusu,
• Anil S. Camas,
• Hai Deng,
• Marcel Jaspars and
• Kwaku Kyeremeh

Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185

• to be C51H89N7O13 based on the high resolution electrospray ionization mass spectrometry (HRESIMSMS) at m/z 1008.6610 for [M + H]+ similar to the calculated value of m/z 1008.6591 with Δ = −1.9 ppm. The molecular formula indicated 11 degrees of unsaturation and the analyses of the 13C NMR spectrum

• and NOESY correlations for compound 1. Liquid chromatography high resolution electrospray ionization mass spectrometry (LC–HRESIMS) sequence tags for compound 1. The absolute stereochemistry of compound 1. Global natural products social molecular networking (GNPS). 1H NMR and 13C NMR spectroscopic

Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene

• Konstantin Lebedinskiy,
• Volodymyr Lobaz and
• Jindřich Jindřich

Beilstein J. Org. Chem. 2022, 18, 1596–1606, doi:10.3762/bjoc.18.170

• /methanol mixture. The purity of the prepared products was considered enough for use in UV experiments without additional purification. Methods. Low-resolution mass spectra were measured with a Shimadzu LCMS-2020 spectrometer. Samples were ionized by electrospray technique (ESI) and detected by quadrupole

• or TOF. The drying and nebulizer gas was nitrogen. High-resolution mass spectra were measured with an Agilent Technologies 6530 Accurate-Mass Q-TOF LC/MS spectrometer. Samples were ionized by electrospray technique (ESI) and detected by quadrupole or TOF. UV–vis spectroscopy spectra were measured

Synthesis of the biologically important dideuterium-labelled adenosine triphosphate analogue ApppI(d₂)

• Petri A. Turhanen

Beilstein J. Org. Chem. 2022, 18, 1466–1470, doi:10.3762/bjoc.18.153

• for the purification of ApppI(d2) [21]. HRMS spectra were recorded on a qTOF mass spectrometer using electrospray ionization (ESI) in negative mode. The purity of the products was determined from the 1H and 31P NMR spectra to be ≥95%, unless stated otherwise. ApppI(d2)⋅3.25 and ⋅5.25 TBA salts: ATP

Characterization of a new fusicoccane-type diterpene synthase and an associated P450 enzyme

• Jia-Hua Huang,
• Jian-Ming Lv,
• Liang-Yan Xiao,
• Qian Xu,
• Fu-Long Lin,
• Gao-Qian Wang,
• Guo-Dong Chen,
• Sheng-Ying Qin,
• Dan Hu and
• Hao Gao

Beilstein J. Org. Chem. 2022, 18, 1396–1402, doi:10.3762/bjoc.18.144

• , production of 1 was increased by five-fold (Figure 3A, line iii). Finally, we isolated 1 and 2 through large-scale fermentation. On the basis of the quasi-molecular ion at m/z 273.2599 [M + H]+ (calcd. for C20H33, 273.2582) (Supporting Information File 1, Figure S2) detected by high-resolution electrospray

Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

• Attila Palágyi,
• Jindřich Jindřich,
• Juraj Dian and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

• 5-methylfurfural (2j) and 3.1 min for heptanal (2h). The mass spectra were measured by the Bruker ESQUIRE 3000 ES-ion trap and the samples were ionized using an electrospray technique (ESI). The samples were dissolved in methanol. Specific optical rotation was measured by the Rudolph Research

Experimental and theoretical studies on the synthesis of 1,4,5-trisubstituted pyrrolidine-2,3-diones

• Nguyen Tran Nguyen,
• Vo Viet Dai,
• Nguyen Ngoc Tri,
• Luc Van Meervelt,
• Nguyen Tien Trung and
• Wim Dehaen

Beilstein J. Org. Chem. 2022, 18, 1140–1153, doi:10.3762/bjoc.18.118

• electrospray ionization (ESI) source in a positive mode. The temperatures of the source were set at 300 °C. Curtain gas (25 psi) chambers were filled with high-purity nitrogen. The capillary voltage was constantly kept at 5500 V. Collision energies was set at 10 V and zero collision energy spread. IDA mode was

Synthesis of N-phenyl- and N-thiazolyl-1H-indazoles by copper-catalyzed intramolecular N-arylation of ortho-chlorinated arylhydrazones

• Yara Cristina Marchioro Barbosa,
• Guilherme Caneppele Paveglio,
• Claudio Martin Pereira de Pereira,
• Sidnei Moura,
• Cristiane Storck Schwalm,
• Gleison Antonio Casagrande and
• Lucas Pizzuti

Beilstein J. Org. Chem. 2022, 18, 1079–1087, doi:10.3762/bjoc.18.110

• electrospray ionization (ESI) source (MicrOTOF-QII, Bruker Scientific) in positive mode. The compounds were individually dissolved in a solution of 50% chromatographic grade MeCN and 50% deionized H2O + 0.1% formic acid. General experimental procedure for the synthesis of hydrazones 1a–i In a 100 mL round

On Reuben G. Jones synthesis of 2-hydroxypyrazines

• Pierre Legrand and
• Yves L. Janin

Beilstein J. Org. Chem. 2022, 18, 935–943, doi:10.3762/bjoc.18.93

• description of the experimental set up is provided in Supporting Information File 1. The low-resolution mass spectra were obtained on an Agilent 1200 series LC/MSD system using an Agilent Jet-Stream atmospheric electrospray ionization system and the high-resolution mass spectra (HRMS) were obtained using a

Identification of the new prenyltransferase Ubi-297 from marine bacteria and elucidation of its substrate specificity

• Jamshid Amiri Moghaddam,
• Huijuan Guo,
• Karsten Willing,
• Thomas Wichard and
• Christine Beemelmanns

Beilstein J. Org. Chem. 2022, 18, 722–731, doi:10.3762/bjoc.18.72

• of the enzymatic products: UHPLC-HESI-HRMS measurement was performed on a Dionex Ultimate3000 system combined with a Q-Exactive Plus mass spectrometer (Thermo Scientific) with a heated electrospray ion source (HESI). Metabolite separation was carried out by reversed-phase liquid chromatography at 40

Synthesis of a new water-soluble hexacarboxylated tribenzotriquinacene derivative and its competitive host–guest interaction for drug delivery

• Man-Ping Li,
• Nan Yang and
• Wen-Rong Xu

Beilstein J. Org. Chem. 2022, 18, 539–548, doi:10.3762/bjoc.18.56

• recorded using either the ultrafleXtreme MALDI-TOF mass spectrometer (Bruker) with α-cyano-4-hydroxycinnamic acid (HCCA) as a matrix, or by electrospray ionization (ESI) on a Waters G2-XS QTOF instrument connected to a Waters H-class UPLC equipped with a Waters BEH C18 column using an eluent consisting of

Anomeric 1,2,3-triazole-linked sialic acid derivatives show selective inhibition towards a bacterial neuraminidase over a trypanosome trans-sialidase

• Peterson de Andrade,
• Sanaz Ahmadipour and
• Robert A. Field

Beilstein J. Org. Chem. 2022, 18, 208–216, doi:10.3762/bjoc.18.24

• and 4.79 ppm in 1H NMR, respectively. High-resolution mass spectra were acquired using electrospray ionisation in a Waters Vion spectrometer with Waters Acquity LC–MS (positive mode). Fluorescence measurements were performed on a FLUOstar Omega Multi-Mode Microplate Reader. Expression and purification

Bifunctional thiourea-catalyzed asymmetric [3 + 2] annulation reactions of 2-isothiocyanato-1-indanones with barbiturate-based olefins

• Jiang-Song Zhai and
• Da-Ming Du

Beilstein J. Org. Chem. 2022, 18, 25–36, doi:10.3762/bjoc.18.3

• an Agilent 6520 Accurate-Mass Q-TOF MS system equipped with an electrospray ionization (ESI) source. Optical rotations were measured with a Krüss P8000 polarimeter at the indicated concentration with the units of g/100 mL. Enantiomeric excesses were determined by chiral HPLC analysis using an Agilent

Synthesis of 1-indolyl-3,5,8-substituted γ-carbolines: one-pot solvent-free protocol and biological evaluation

• Premansh Dudhe,
• Mena Asha Krishnan,
• Kratika Yadav,
• Diptendu Roy,
• Krishnan Venkatasubbaiah,
• Biswarup Pathak and
• Venkatesh Chelvam

Beilstein J. Org. Chem. 2021, 17, 1453–1463, doi:10.3762/bjoc.17.101

• -Performance LC-MS (electrospray ionization quadrupole time-of-flight) spectrometer. X-ray structure analysis was carried out at a Bruker KAPPA APEXII single crystal X-ray diffractometer. Melting points (mp) are uncorrected and were measured on a Veego melting point apparatus (capillary method). Analytical

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

• algal surfaces and their metabolic activities can be monitored in situ or using an imprinting method by desorption electrospray ionisation mass spectrometry [17][18]. In U. mutabilis gametophytes, matrix-assisted laser desorption ionisation mass spectrometry imaging (MALDI-MSI) was used to identify cell