A myo-inositol dehydrogenase involved in aminocyclitol biosynthesis of hygromycin A

• Michael O. Akintubosun and
• Melanie A. Higgins

Beilstein J. Org. Chem. 2024, 20, 589–596, doi:10.3762/bjoc.20.51

• , the pellet was resuspended in 40 mL of sucrose solution (25% sucrose, 50 mM Tris pH 8) using continuous stirring. Then, 10 mg of lysozyme (Bio Basic) was added and stirred at room temperature for 10 min, followed by the addition of 80 mL deoxycholate solution (1% deoxycholate, 1% Triton X-100, 100 mM

Synthesis and biological profile of 2,3-dihydro[1,3]thiazolo[4,5-b]pyridines, a novel class of acyl-ACP thioesterase inhibitors

• Jens Frackenpohl,
• David M. Barber,
• Guido Bojack,
• Birgit Bollenbach-Wahl,
• Ralf Braun,
• Rahel Getachew,
• Sabine Hohmann,
• Kwang-Yoon Ko,
• Karoline Kurowski,
• Bernd Laber,
• Rebecca L. Mattison,
• Thomas Müller,
• Anna M. Reingruber,
• Dirk Schmutzler and
• Andrea Svejda

Beilstein J. Org. Chem. 2024, 20, 540–551, doi:10.3762/bjoc.20.46

• : Fluorescence polarization (FP) competition assays were performed at room temperature in black 96-well microtiter plates (Greiner, Catalog No. 655900). The assay mixture contained 25 mM potassium phosphate buffer pH 7.3, 200 mM NaCl, 0.01% Triton X-100, 2 nM fluorescent tracer, 0.4 µg of purified LpFAT A

Cyclodextrins permeabilize DPPC liposome membranes: a focus on cholesterol content, cyclodextrin type, and concentration

• Ghenwa Nasr,
• Hélène Greige-Gerges,
• Sophie Fourmentin,
• Abdelhamid Elaissari and
• Nathalie Khreich

Beilstein J. Org. Chem. 2023, 19, 1570–1579, doi:10.3762/bjoc.19.115

• . Triton X-100, sodium chloride (NaCl), and Sephadex G25 gel were purchased from Sigma-Aldrich, Belgium. Ammonium molybdate, hydrogen peroxide, potassium dihydrogen phosphate, sodium sulfite, sodium bisulfite, chloroform, and methanol were purchased from Sigma-Aldrich, Germany. Cholesterol and

• and obtained in the presence of the nonionic detergent, Triton X-100 (1%) in a Tris HCl buffer (0.1 M, pH 7.4) containing 150 mM NaCl. The results are expressed as the means of three independent experiments ± SD. To highlight the effect of CDs on the membrane, results are presented by subtracting the

Targeted photoswitchable imaging of intracellular glutathione by a photochromic glycosheet sensor

• Xianzhi Chai,
• Hai-Hao Han,
• Yi Zang,
• Jia Li,
• Xiao-Peng He,
• Junji Zhang and
• He Tian

Beilstein J. Org. Chem. 2019, 15, 2380–2389, doi:10.3762/bjoc.15.230

• resistance (B), emission spectral changes (C) and emission fatigue resistance (D) of reporter Glyco-DTE (1 × 10−5 mol/L) in PBS buffer (pH 7.4, 0.25‰ Triton X-100) upon alternating irradiation with UV (254 nm) and visible light (>500 nm). Emission spectra were produced upon excitation at 448 nm. (A) The

• absorbance spectrum and (B) high resolution TEM image of 2D MnO2 nanosheets (1 × 10−5 g/mL) in ultrapure water; (C) DLS and Zeta potential characterizations of 2D MnO2 photochromic glycosheet. (A) Emission spectral changes of reporter Glyco-DTE (1 × 10−5 mol/L in PBS buffer, 0.25‰ Triton X-100) upon addition

Archangelolide: A sesquiterpene lactone with immunobiological potential from Laserpitium archangelica

• Silvie Rimpelová,
• Michal Jurášek,
• Lucie Peterková,
• Jiří Bejček,
• Vojtěch Spiwok,
• Miloš Majdl,
• Michal Jirásko,
• Miloš Buděšínský,
• Juraj Harmatha,
• Eva Kmoníčková,
• Pavel Drašar and
• Tomáš Ruml

Beilstein J. Org. Chem. 2019, 15, 1933–1944, doi:10.3762/bjoc.15.189

• overnight in triplicates, treated with the tested compounds and incubated for another 24 h. The amount of WST-1 was 10 µL per 100 µL of media and the incubation took 3 h. The results are expressed as the percentage of cytotoxicity relative to 100% of dead cells treated with 1% Triton X-100. Cell uptake

Cyclopropene derivatives of aminosugars for metabolic glycoengineering

• Jessica Hassenrück and
• Valentin Wittmann

Beilstein J. Org. Chem. 2019, 15, 584–601, doi:10.3762/bjoc.15.54

Semi-synthesis and insecticidal activity of spinetoram J and its D-forosamine replacement analogues

• Kai Zhang,
• Jiarong Li,
• Honglin Liu,
• Haiyou Wang and
• Lamusi A

Beilstein J. Org. Chem. 2018, 14, 2321–2330, doi:10.3762/bjoc.14.207

• solutions were prepared by weighting manufactured analogues and dissolving them in acetone. Dosing solutions were then prepared by diluting stock solutions to different concentrations with 0.01% Triton X-100 aqueous solution. Cabbage leaves were then soaked in the dosing solutions for 10 s, dried, and

Defining the hydrophobic interactions that drive competence stimulating peptide (CSP)-ComD binding in Streptococcus pneumoniae

• Bimal Koirala,
• Robert A. Hillman,
• Erin K. Tiwold,
• Michael A. Bertucci and
• Yftah Tal-Gan

Beilstein J. Org. Chem. 2018, 14, 1769–1777, doi:10.3762/bjoc.14.151

• incubating the culture for 30 minutes at 37 °C with 20 µL of 0.1% Triton X-100. In a new plate, 100 µL of Z-buffer solution (60.2 mM Na2HPO4, 45.8 mM NaH2PO4, 10 mM KCl, and 1.0 mM MgSO4 in 18 MΩ H2O; pH was adjusted to 7.0 and the buffer was sterilized before use) containing 2-nitrophenyl-β-D

Membrane properties of hydroxycholesterols related to the brain cholesterol metabolism

• Malte Hilsch,
• Ivan Haralampiev,
• Peter Müller,
• Daniel Huster and
• Holger A. Scheidt

Beilstein J. Org. Chem. 2017, 13, 720–727, doi:10.3762/bjoc.13.71

• dithionite ions across the bilayer. By that process, dithionite reacted with the NBD-PC molecules in the inner leaflet. After 300 s, Triton X-100 (0.5% (w/v) final concentration) was added, enabling complete reaction of dithionite with NBD-PC, resulting in a complete loss of fluorescence. The curves were

Formose reaction accelerated in aerosol-OT reverse micelles

• Makoto Masaoka,
• Tomohiro Michitaka and
• Akihito Hashidzume

Beilstein J. Org. Chem. 2016, 12, 2663–2667, doi:10.3762/bjoc.12.262

• Makoto Masaoka Tomohiro Michitaka Akihito Hashidzume Department of Macromolecular Science, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, Japan 10.3762/bjoc.12.262 Abstract The formose reaction in reverse micelles of aerosol-OT (AOT), triton X-100

• reaction using formaldehyde-13C as starting material are indicative of the formation of ethylene glycol as a major product. Keywords: aerosol-OT; formose reaction; hexadecyltrimethylammonium bromide; interfacial layer; reverse micelles; triton X-100; water pool; Findings The ‘formose reaction’ yields a

• (AOT), nonionic triton X-100 (TX), and cationic hexadecyltrimethylammonium bromide (CTAB) (Scheme 1). Before investigating the formose reaction, the sizes of water pools of the reverse micelles formed from the surfactants were evaluated under several conditions (see Supporting Information File 1). In

One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea

• Mohammad Abbasi and
• Reza Khalifeh

Beilstein J. Org. Chem. 2015, 11, 1265–1273, doi:10.3762/bjoc.11.141

• aqueous Triton X-100 micelle [53]. Alternatively, the thioester could be synthesized from the reaction of the alkyl halide with the thioacid in situ generated from the reaction of thiourea and benzoyl chlorides (Scheme 1, path b). In order to explore this possibility, the alkyl halide was removed from the

Articulated rods – a novel class of molecular rods based on oligospiroketals (OSK)

• Pablo Wessig,
• Roswitha Merkel and
• Peter Müller

Beilstein J. Org. Chem. 2015, 11, 74–84, doi:10.3762/bjoc.11.11

• , see Figure 7). Upon addition of the non-ionic surfactant Triton X-100 with concentrations above the critical micelle concentration (ccmc = 0.24 mM [29]), the signal of the excimer emission completely disappears, pointing to an incorporation of the AR in micelles in the straight conformation (Figure 7

• ). Influence of Triton X-100 on the fluorescence spectra of 32a in aqueous solution. 32a was added from a stock solution in MeOH to HBS giving a concentration of 2 µM. The fluorescence spectra (λex = 340 nm) were recorded in the absence (line 1) or in the presence of Triton X-100 at 0.007 % (w/v) (line 2

Reversibly locked thionucleobase pairs in DNA to study base flipping enzymes

• Christine Beuck and
• Elmar Weinhold

Beilstein J. Org. Chem. 2014, 10, 2293–2306, doi:10.3762/bjoc.10.239

• 1I6S-Et-S4U2: To a solution (600 µL) of 36mer duplex with 2AP at the target position (200 nM) and duplex 1I6S·2U4S or 1I6S-Et-S4U2 (400 nM) in M.TaqI binding buffer (20 mM TrisOAc, 10 mM Mg(OAc)2, 50 mM KOAc, pH 7.9, 0.01% reduced Triton X-100) and either 1 mM DTT (1I6S·2U4S) or no reducing agent (1I6S

Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels–Alder reactions

• Anne-Katrin Späte,
• Verena F. Schart,
• Julia Häfner,
• Andrea Niederwieser,
• Thomas U. Mayer and
• Valentin Wittmann

Beilstein J. Org. Chem. 2014, 10, 2235–2242, doi:10.3762/bjoc.10.232

• centrifugation (5 min, 400g). The cells were lysed in lysis buffer (400 µL) containing Triton X-100 (0.5%) (for permeabilization of membranes and solubilization of proteins and to prevent aggregate formation), DNase (30 µg mL−1), RNase (30 µg mL−1), β-glycerophosphate (20 mM) (Ser/Thr phosphatase inhibitor

SF002-96-1, a new drimane sesquiterpene lactone from an Aspergillus species, inhibits survivin expression

• Silke Felix,
• Louis P. Sandjo,
• Till Opatz and
• Gerhard Erkel

Beilstein J. Org. Chem. 2013, 9, 2866–2876, doi:10.3762/bjoc.9.323

• were resuspended at 5 × 106–1 × 107 cells/mL and incubated with the test compound for 5 h. After incubation, the cells were centrifugated (1000g, 10 min), washed once with ice cold PBS and lysed with 600 µL lysis buffer (10 mM Tris-HCl, 10 mM EDTA, 0.2% Triton X-100, pH 7.5) on ice for 10 min. The

Influence of cyclodextrin on the solubility and the polymerization of (meth)acrylated Triton^® X-100

• Melanie Kemnitz and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 2176–2183, doi:10.3762/bjoc.8.245

• Melanie Kemnitz Helmut Ritter Institute of Organic Chemistry and Macromolecular Chemistry II, Heinrich-Heine-University, Universitätsstraße 1, 40255 Düsseldorf (Germany) 10.3762/bjoc.8.245 Abstract Triton® X-100 (poly(ethylene glycol) tert-octylphenyl ether) was (meth)acrylated and polymerized in

• ®; randomly methylated β-cyclodextrin (RAMEB-CD); rheology; Triton® X-100 (poly(ethylene glycol)tert-octylphenyl ether); Introduction Triton® X-100 (1) is a macromolecular, nonionic surfactant with an average number of ethylene oxide units of 9.5. The tert-octylphenyl group is a hydrophobic moiety whereas

• the poly(ethylene glycol) substituent is hydrophilic. Because of this amphiphilic character, Triton® X-100 can be described as a short AB block co-oligomer [1]. Long amphiphiles are relatively flexible and provide a lower critical micelle concentration (CMC) [2]. The CMC of Triton® X-100 is 0.22 mM [3

Modulating the activity of short arginine-tryptophan containing antibacterial peptides with N-terminal metallocenoyl groups

• H. Bauke Albada,
• Alina-Iulia Chiriac,
• Michaela Wenzel,
• Maya Penkova,
• Julia E. Bandow,
• Hans-Georg Sahl and
• Nils Metzler-Nolte

Beilstein J. Org. Chem. 2012, 8, 1753–1764, doi:10.3762/bjoc.8.200

• reported before by Liu et al. (who reported 50% hemolysis at ~250 µM [53]). In fact, only the L-amino acid peptide (RW)3 showed weak hemolysis at 333 µM with 17% of the hRBCs being destroyed as compared to Triton X-100. These low hemolytic properties for both (RW)3-peptides, even up to 500 µg/mL, did not

• concentrations and 1% Triton X-100, respectively. Toxicity on human cancer cell lines was determined according to previously described procedures [67][68]. Structures of the most active peptides that have been used in this study. The top row shows two representative structures of the Arg-Trp based peptides (left

Partial thioamide scan on the lipopeptaibiotic trichogin GA IV. Effects on folding and bioactivity

• Marta De Zotti,
• Barbara Biondi,
• Cristina Peggion,
• Matteo De Poli,
• Haleh Fathi,
• Simona Oancea,
• Claudio Toniolo and
• Fernando Formaggio

Beilstein J. Org. Chem. 2012, 8, 1161–1171, doi:10.3762/bjoc.8.129

• vesicles in the absence of peptide, Ft = fluorescence intensity of vesicles at time t in the presence of peptide, and FT = total fluorescence intensity determined by disrupting the vesicles by the addition of 50 μL of a Triton X-100 solution. The experiments were stopped at 20 min. Antibacterial activity

An easily accessible sulfated saccharide mimetic inhibits in vitro human tumor cell adhesion and angiogenesis of vascular endothelial cells

• Grazia Marano,
• Claas Gronewold,
• Martin Frank,
• Anette Merling,
• Christian Kliem,
• Sandra Sauer,
• Manfred Wiessler,
• Eva Frei and
• Reinhard Schwartz-Albiez

Beilstein J. Org. Chem. 2012, 8, 787–803, doi:10.3762/bjoc.8.89

• by Lowry’s method) were separated under nonreducing conditions in a 7.5% sodium dodecyl sulfate-polyacrylamide gel (SDS-PAGE) polymerized together with 0.1% gelatin. After electrophoresis, gels were washed twice in 2.5% Triton X-100 and four times in H2O before overnight incubation in gelatinase

Synthesis of szentiamide, a depsipeptide from entomopathogenic Xenorhabdus szentirmaii with activity against Plasmodium falciparum

• Friederike I. Nollmann,
• Andrea Dowling,
• Marcel Kaiser,
• Klaus Deckmann,
• Sabine Grösch,
• Richard ffrench-Constant and
• Helge B. Bode

Beilstein J. Org. Chem. 2012, 8, 528–533, doi:10.3762/bjoc.8.60

• for 45 min at 28 °C (Molecular Probes, Invitrogen). Hemocyte monolayers were washed with 1× PBS and fixed with 4% paraformaldehyde for 15 min before permeabilizing with 0.2% Triton X-100 in PBS for 10 min. Cells were stained with FITC-conjugated phalloidin and Hoechst 33258 and finally washed with PBS