Controlled synthesis of poly(3-hexylthiophene) in continuous flow

• Helga Seyler,
• Jegadesan Subbiah,
• David J. Jones,
• Andrew B. Holmes and
• Wallace W. H. Wong

Beilstein J. Org. Chem. 2013, 9, 1492–1500, doi:10.3762/bjoc.9.170

• 3 (see Table 1 for experimental data). MALDI mass spectrum of low-molecular-weight preparation (GPC, Mn = 6.2 kg/mol) of P3HT in continuous flow. Signals corresponding to polymer chains with o-tolyl/H, H/H and Br/H end groups were observed. Plot of number-average molecular weight, Mn, versus monomer

• telescoped synthesis of P3HT from 2,5-dibromo-3-hexylthiophene (1) in flow.a Solar cell data for devices containing various P3HT samples.a Supporting Information Supporting Information File 386: Synthetic procedures for batch reactions, characterization of P3HT samples including NMR and MALDI-TOF spectra

A simple, enaminone-based approach to some bicyclic pyridazinium tetrafluoroborates

• František Josefík,
• Markéta Svobodová,
• Valerio Bertolasi and
• Petr Šimůnek

Beilstein J. Org. Chem. 2013, 9, 1463–1471, doi:10.3762/bjoc.9.166

• corrected. MALDI HRMS were measured using a MALDI LTQ Orbitrap XL (Thermo Fisher Scientific) with DCTB as the matrix dissolved in acetonitrile. The crystal data of all the compounds were collected at room temperature using a Nonius Kappa CCD diffractometer with graphite monochromated Mo Kα radiation. The

Linkage of α-cyclodextrin-terminated poly(dimethylsiloxanes) by inclusion of quasi bifunctional ferrocene

• Helmut Ritter,
• Berit Knudsen and
• Valerij Durnev

Beilstein J. Org. Chem. 2013, 9, 1278–1284, doi:10.3762/bjoc.9.144

• group and the Si–H bond of the starting materials are absent, as expected. The MALDI–TOF spectra of the modified poly(dimethylsiloxanes) 4 and 5 show terminally substituted products of various chain lengths, wherein the distance of 74 g/mol between the mass signals exactly corresponds to one

• -toluenesulfonyl)-6-deoxy)-α-cyclodextrin (α-tosyl-CD), mono-(6-N-allylamino)-6-deoxy)-α-cyclodextrin (AAm-α-CD) and mono-((6-N-allylamino)-6-deoxy)-peracetylated-α-cyclodextrin (AAm-Ac-α-CD) [21] were synthesized according to the literature. MALDI–TOF mass spectra were recorded with a Bruker Ultraflex time-of

• ), 4.78 (m, 12H), 5.06 (m, 12H), 5.55 (m, 12H); MALDI–TOF–MS m/z: 3962.58 [M + Na]+ for n = 12. Complexation reactions Complexation of α-CD-disiloxane (4) with ferrocene: α-CD-disiloxane (100 mg, 0.015 mmol) is dissolved in a solution of ferrocene (2.8 mg, 0.015 mmol) and 2.0 mL of chloroform and stirred

Synthesis, photophysical and electrochemical characterization of terpyridine-functionalized dendritic oligothiophenes and their Ru(II) complexes

• Amaresh Mishra,
• Elena Mena-Osteritz and
• Peter Bäuerle

Beilstein J. Org. Chem. 2013, 9, 866–876, doi:10.3762/bjoc.9.100

• oligothienylene-ethynylene dendrons and their corresponding terpyridine-based ligands. Their complexation with Ru(II) led to interesting novel metallodendrimers with rich spectroscopic properties. All new compounds were fully characterized by 1H and 13C NMR, as well as MALDI–TOF mass spectra. Density functional

• , MALDI–TOF-mass spectrometry and elemental analysis as well as by cyclic voltammetry and UV–vis spectroscopy. Electronic absorption and emission properties. One of our goals was to study electronic communication between the core metal complex and the attached oligothiophene dendron as a function of

• MALDI–TOF mass spectra on a Bruker Daltonic Reflex III (dithranol as the matrix). Iodinated dendrons 6 and 7 were prepared according to literature [42]. Photophysical measurements. Optical measurements were carried out in one centimeter cuvettes with Merck Uvasol grade solvents. Absorption spectra were

Superstructures of fluorescent cyclodextrin via click-reaction

• Arkadius Maciollek,
• Helmut Ritter and
• Rainer Beckert

Beilstein J. Org. Chem. 2013, 9, 827–831, doi:10.3762/bjoc.9.94

• and Discussion The water-soluble fluorescent cyclodextrin was synthesized via copper-catalyzed cycloaddition (Scheme 1). The existence of the resulting product was confirmed by MALDI–TOF spectrometry, 1H NMR and IR spectroscopy. The formation of host–guest structures between the thiazole functionality

• -of-flight mass spectrometry (MALDI–TOFMS) was performed on a Bruker Ultraflex TOF mass spectrometer. Ions were formed with a pulsed nitrogen laser (25 Hz, 337 nm) and the molecular masses were recorded in linear mode. 2,5-Dihydroxybenzoic acid (DBH) in acetonitrile/water was used as a matrix. Mass

• , OH), 3.75–3.53 (br, 28H, CH), 2.22 (br, 3H, CH3) ppm; IR: 3301 (OH), 2923 (C-H), 1653 (C=C), 1548 (ring vibr.), 1329 (OH), 1153 (COH), 1078 (COC), 1027 (COH) cm−1; MS (MALDI–TOF) (acetonitrile/water 1:10): m/z = 1412 [M + Na]+. 1H NMR-ROESY spectrum of the modified CD 3. UV–vis spectrum of 3 (4 × 10

End-labeled amino terminated monotelechelic glycopolymers generated by ROMP and Cu(I)-catalyzed azide–alkyne cycloaddition

• Ronald Okoth and
• Amit Basu

Beilstein J. Org. Chem. 2013, 9, 608–612, doi:10.3762/bjoc.9.66

• -methoxybenzylamine derivative 7 was prepared to facilitate characterization of the polymer by MALDI–ToFMS analysis (see Supporting Information File 1). Analysis of the MALDI spectra of polymer 7 showed incorporation of the end groups and the uniform interpeak distance confirmed the uniform incorporation of the Teoc

• terminus. The molecular data for 7 obtained by MALDI was in agreement with that obtained from GPC and NMR analysis of polymer 6 (see Supporting Information File 1). Due to its high conversion and functional-group tolerance the copper(I)-promoted azide–alkyne click reaction (CuAAC) has become a powerful

• . Supporting Information The Supporting Information contains detailed experimental procedures and characterization data for small molecules and polymers, including polymer GPC and MALDI data, and NMR spectra. Supporting Information File 176: Experimental procedures and characterization data. Acknowledgements

Synthesis and testing of the first azobenzene mannobioside as photoswitchable ligand for the bacterial lectin FimH

• Vijayanand Chandrasekaran,
• Katharina Kolbe,
• Femke Beiroth and
• Thisbe K. Lindhorst

Beilstein J. Org. Chem. 2013, 9, 223–233, doi:10.3762/bjoc.9.26

• NMR techniques (1H/1H COSY and 1H/13C HSQC). IR spectra were measured with a Perkin Elmer FT-IR Paragon 1000 (ATR) spectrometer. ESI mass spectra were recorded on an Esquire-LC instrument from Bruker Daltonics. MALDI-TOF mass spectra were recorded on a Bruker Biflex III instrument with 19 kV

• ), 98.7 (C-1), 75.2 (C-5), 70.6 (C-3), 69.9 (C-2), 66.6 (C-4), 60.9 (C-6); UV, λmax: 347 nm; ε = 25907 ± 529 L × mol−1 × cm−1; IR (ATR) : 3337, 2920, 1599, 1584, 1496, 1227 cm−1; MALDI-TOFMS (m/z): [M + H]+ calcd for 361.36; found, 361.21; anal. calcd for C18H20N2O6: C, 59.99; H, 5.59; N, 7.77; found: C

• , 2927, 1599, 1231, 1007, 685 cm−1; MALDI-TOFMS (m/z): [M + Na]+ calcd for C24H30N2O11, 545.18; found, 545.17; UV, λmax: 339 nm, ε = 14776 ± 729 L × mol−1 × cm−1; anal. calcd for C24H30N2O11 × 1.1 H2O: C, 52.11; H, 6.09; N, 5.07; found: C, 52.04; H, 5.79; N, 5.06. NMR-spectroscopic data for (Z)-2. 1H NMR

Peptoids and polyamines going sweet: Modular synthesis of glycosylated peptoids and polyamines using click chemistry

• Daniel Fürniss,
• Timo Mack,
• Frank Hahn,
• Sidonie B. L. Vollrath,
• Katarzyna Koroniak,
• Ute Schepers and
• Stefan Bräse

Beilstein J. Org. Chem. 2013, 9, 56–63, doi:10.3762/bjoc.9.7

• conjugation (Scheme 2) with minor modifications. The CuAAC was carried out by using Cu(CH3CN)4PF6 in THF with 2,6-lutidine as base. Only 1.60 equiv of the azidosugar were necessary to achieve full conversion after 18 h, and no shorter oligomers were observed in the MALDI–TOF spectrum. Cleavage from the resin

Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

• Yan Sun,
• Jing Sun and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2013, 9, 8–14, doi:10.3762/bjoc.9.2

• spectra were obtained on a Bruker Tensor27 spectrometer (KBr disc). HRMS were measured on an AB 5800 MALDI–TOF/TOF instrument. X-ray data were collected on a Bruker Smart APEX-2 diffractometer. Typical procedure for the synthesis of spiro[dihydropyridine-oxindoles] 1a–1l from the three-component reaction

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

• , matrix-assisted laser desorption ionization mass spectrometry (MALDI-TOF MS), dynamic light scattering (DLS), gel-permeation chromatography (GPC) and turbidity measurements. Additionally, the viscosity change of the methacrylic homopolymer with RAMEB-CD was evaluated. Keywords: (meth)acrylated Triton

• Hz, 4J = 2.18, 2H, aryl-CH), 6.13 (m, 1H, -CH3), 5.57 (m, 1H, =CH2), 4.29 (t, 3J = 4.86 Hz, 2H, -CH2-), 4.10 (t, 3J = 4.86 Hz, 2H, -CH2-), 3.64 (s, polyethoxy, 37H), 1.94 (t, 4J = 1.13 Hz, 4J = 1.33 Hz, 3H, =CH2), 1.69 (s, 2H, -CH2-), 1.33 (s, 6H, -(CH3)2), 0.70 (s, 9H, -(CH3)3); MALDI-TOF (CHCl3, n

• -), 1.32 (s, 6H, -(CH3)2), 0.69 (s, 9H, -(CH3)3); MALDI-TOF (CHCl3, n = number of ethoxy groups) m/z: 547 (n = 6), 591 (n = 7), 635 (n = 8), 679 (n = 9), 723 (n = 10), 767 (n = 11), 811 (n = 12), 855 (n = 13), 899 (n = 14), 943 (n = 15), 987 (n = 16), 1031 (n = 17), 1075 (n = 18), 1119 (n = 19

S-Fluorenylmethyl protection of the cysteine side chain upon N^α-Fmoc deprotection

• Johannes W. Wehner and
• Thisbe K. Lindhorst

Beilstein J. Org. Chem. 2012, 8, 2149–2155, doi:10.3762/bjoc.8.242

• glycoamino acid derivative 6 was not obtained. De-O-acetylation of 8 gave mannopyranoside 9 with maintained fluorenylmethyl protection at the sulfur atom. The structure of the S-Fm-protected glycoamino acid derivative 8 could be unequivocally confirmed by NMR analysis and MALDI–TOF mass spectrometry. The

• “Fmoc” refers to fluorenylmethoxycarbonyl and “Fm” to fluorenylmethyl. ESI mass spectra were recorded on a Mariner ESI-TOF 5280 (Applied Biosystems) instrument and MALDI-MS measurements on a MALDI-TOF-MS-Biflex III (Bruker) instrument by using 2,5-dihydroxybenzoic acid (DHB) or α-cyano-4-hydroxycinnamic

• -OCH2CH2), 66.1 (C-4), 62.4 (C-6), 54.0 (C-α), 46.9 (CH2-Fm), 38.7 (C-β), 38.6 (man-OCH2CH2), 36.4 (CH2-CHFm), 21.0, 20.9, 20.7, 20.7 (4 C(O)CH3) ppm; HRMS–ESI (m/z): calcd for C33H41N2O11S, 673.24; found, 673.21; MALDI–TOF–MS (CCA) m/z 673.73. S-(Fluoren-9-yl)-L-cysteine-[2-(α-D-mannopyranosyloxy)ethyl

Multivalent display of the antimicrobial peptides BP100 and BP143

• Imma Güell,
• Rafael Ferre,
• Kasper K. Sørensen,
• Esther Badosa,
• Iteng Ng-Choi,
• Emilio Montesinos,
• Eduard Bardají,
• Lidia Feliu,
• Knud J. Jensen and
• Marta Planas

Beilstein J. Org. Chem. 2012, 8, 2106–2117, doi:10.3762/bjoc.8.237

• (Bruker Daltonics). High-resolution mass spectrometry (HRMS) was recorded on a Bruker MicroToF-Q MALDI instrument by using a hybrid quadrupole time-of-flight mass spectrometer (University of Zaragoza). Circular dichroism (CD) measurements were obtained using a Jasco spectropolarimeter (J-810, Easton, MD

• +, 532.2 [M + 6H]6+; HRMS–MALDI (m/z): [M + Na]+ calcd for C156H264N36NaO30S2, 3208.9753; found, 3208.9737. Synthesis of carbopeptide (KKLfKKILKYL-C2H4N)2-cDTE (2) (4R,5S)-1,2-Dithiane-4,5-diyl bis(2-(Boc)2-Aoa) (cDTE) (4.8 mg, 6.9 μmol) was dissolved in TFA/CH2Cl2 (1:1, 1 mL) and stirred for 1 h. The

• 4.76) containing aniline (100 mM). The reaction mixture was stirred for 3 h and purified by preparative RP-HPLC using Method B (13.6 mg, 62% yield). HPLC: tR = 2.51 min (98% purity); ESIMS (m/z): 1594.1 [M + 2H]2+, 1063.5 [M + 3H]3+, 797.9 [M + 4H]4+, 638.4 [M + 5H]5+, 532.2 [M + 6H]6+; HRMS–MALDI (m/z

Chemical modification allows phallotoxins and amatoxins to be used as tools in cell biology

• Jan Anderl,
• Hartmut Echner and
• Heinz Faulstich

Beilstein J. Org. Chem. 2012, 8, 2072–2084, doi:10.3762/bjoc.8.233

• on Sephadex-LH20 with H2O/methanol (4:1) as solvent. Yield for Tat-phalloidin was 52%, for Arg8-phalloidin 43% and for Kaposi-peptide 39%. Purity of all conjugates was >90% as shown by HPLC (Table 1) and MALDI–TOF analysis. The HPLC analysis conditions were as follows: Column Knauer RP Nucleosil-100

• C18 (250 × 4 mm); mobile phase was a linear gradient of buffer A H2O, 0.05% TFA and buffer B acetonitrile/H2O (9:1), 0.05% TFA.; flow rate, 1.2 mL/min. General MALDI–TOF analysis was performed in the linear, high-mass, positive-ion mode with pulsed (time-delayed) extraction on a Kratos Maldi IV

Convergent synthesis of the tetrasaccharide repeating unit of the cell wall lipopolysaccharide of Escherichia coli O40

• Abhijit Sau and
• Anup Kumar Misra

Beilstein J. Org. Chem. 2012, 8, 2053–2059, doi:10.3762/bjoc.8.230

• reference, unless stated otherwise. Chemical shift values are expressed in δ ppm. MALDI-MS were recorded on a Bruker Daltronics mass spectrometer. Commercially available grades of organic solvents of adequate purity were used in all reactions. HClO4–SiO2 was prepared following the method reported in the

• ), 50.8 (CH2N3), 20.7, 20.6, 20.5 (COCH3); MALDI-MS: 920.3 [M + Na]+; Anal. calcd for C48H55N3O14: C, 64.20; H, 6.17; found: C, 64.06; H, 6.35. 2-Azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside (8): A solution of compound 7 (1.8 g, 2.0 mmol

• ), 69.3 (C-6B), 68.5 (C-6A), 50.8 (CH2N3), 28.2, 26.4 (C(CH3)2); MALDI-MS: 834.3 [M + Na]+; Anal. calcd for C45H53N3O11: C, 66.57; H, 6.58; found: C, 66.42; H, 6.75. Ethyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside (9): To a

Dimerization of a cell-penetrating peptide leads to enhanced cellular uptake and drug delivery

• Jan Hoyer,
• Ulrich Schatzschneider,
• Michaela Schulz-Siegmund and
• Ines Neundorf

Beilstein J. Org. Chem. 2012, 8, 1788–1797, doi:10.3762/bjoc.8.204

• equiv of either Cym2 or Cbl, and activation with 4 equiv of HATU/DIPEA in DMF under vigorous shaking for 2 × 2 h. All peptides were purified by preparative reversed-phase HPLC using a binary eluent system consisting of 0.1% TFA in water and 0.08% TFA in acetonitrile and analyzed by MALDI or ESIMS, and

Synthesis of 5-oxyquinoline derivatives for reversal of multidrug resistance

• Torsten Dittrich,
• Nils Hanekop,
• Nacera Infed,
• Lutz Schmitt and
• Manfred Braun

Beilstein J. Org. Chem. 2012, 8, 1700–1704, doi:10.3762/bjoc.8.193

• spectroscopy was carried out on Bruker FT-ICR APEX III (7.0 T) (MALDI) at the University of Bielefeld. Column chromatography was performed with Fluka silica gel 60 (230–400 mesh), and thin-layer chromatography was carried out by using Merck TLC silicagel 60 F254 aluminium sheets. Toluene was freshly distilled

Antifreeze glycopeptide diastereomers

• Lilly Nagel,
• Carsten Budke,
• Axel Dreyer,
• Thomas Koop and
• Norbert Sewald

Beilstein J. Org. Chem. 2012, 8, 1657–1667, doi:10.3762/bjoc.8.190

• B. MALDI-TOF mass spectra were measured on a Voyager DE Instrument (PE Biosystems, Weiterstadt, Germany) mounted with a 1.2 m flight tube. 2,5-Dihydroxybenzoic acid was used as the matrix. Depending on the mass range the ions were accelerated at 15 to 25 kV with the option of detecting positive or

• Analytik GmbH – Magnetics, Karlsruhe, Germany), infinity cell, and interfaced to an external (nano)ESI or MALDI ion source. Scan accumulation and Fourier transformation were done with XMASS NT (7.08) on a PC workstation; for further data processing DataAnalysisTM 3.4 was used. Optical rotation was measured

• + 2Na]2+ 995.43429. H-[L-Ala-L-Ala-allo-L-Thr]4-L-Ala-L-Ala-OH (6, 2 mg, 2%): calcd for C46H80N14O19, 1133.21 (av.); found, 1132.572420 (monoisotopic); MS (MALDI-TOF) m/z: [M + Na]+ 1155.7; HRMS (ESI): [M + H]+ 1133.58309. H-[D-Ala-D-Ala-D-Thr(GalNAc)]4-D-Ala-D-Ala-OH (7, 10 mg, 5%): calcd for

Supramolecular hydrogels formed from poly(viologen) cross-linked with cyclodextrin dimers and their physical properties

• Yoshinori Takashima,
• Yang Yuting,
• Miyuki Otsubo,
• Hiroyasu Yamaguchi and
• Akira Harada

Beilstein J. Org. Chem. 2012, 8, 1594–1600, doi:10.3762/bjoc.8.182

• chromatography (elution: water–acetonitrile) to give α,α-CD dimer as a white solid in 22% yield. 1H NMR (DMSO-d6, 500 MHz) δ 8.36 (t, 2H, -NH), 7.88 (s, 4H, Ph), 5.59–5.40 (m, 24H, O(2,3)H of α-CD), 4.97–4.78 (m, 12H, C(1)H of α-CD), 4.55–4.41 (m, 10H, O(6)H of α-CD), 3.84–3.48 (m, C(3,6,5,3,4)H of α-CD); MALDI

• ); TLC: Rf 0.04 (n-butanol/ethanol/water 5:4:3); MALDI–TOF m/z: 2259 [M + Na]+. Preparation of β,β-dimer β,β-Dimer was prepared according to our previous report [25]. Preparation of viologen polymer (VP) 1,10-Dibromodecane (7.3 g, 24 mmol) was added to a solution of 4,4’-bipyridyl (4 g, 24 mmol) in DMSO

Influence of cyclodextrin on the solubility of a classically prepared 2-vinylcyclopropane macromonomer in aqueous solution

• Helmut Ritter,
• Jia Cheng and
• Monir Tabatabai

Beilstein J. Org. Chem. 2012, 8, 1528–1535, doi:10.3762/bjoc.8.173

• amino group at δ 2.85 ppm and the methylene protons adjacent to the thio group at δ 2.68 ppm which also confirms the structure of 3. The mass differences between the signals of the main series in MALDI-TOF MS correspond to the molar mass of the monomer NiPAAm units equal to 113 g/mol and the mass of end

• at 1 °C/min−1 in a magnetically stirred cell; values of the cloud points were defined as the temperature at which the deepest point of the derivative curve was achieved. MALDI-TOF MS was performed on a Bruker Ultraflex TDF mass spectrometer using a 337 nm nitrogen laser. GPC analyses were performed

• is flushed with nitrogen until it is colorless. Then, 4 mL of dimethyl sulfide (DMS) are added to the solution. The reaction mixture is stirred overnight at rt. Methanol is removed under reduced pressure. Mn = 1.8 × 104 g/mol, DI = 2.2; dn = 5.2 nm. MALDI-TOF MS of amino-terminated poly(NiPAAm) 3

Diarylethene-modified nucleotides for switching optical properties in DNA

• Sebastian Barrois and
• Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2012, 8, 905–914, doi:10.3762/bjoc.8.103

• , 42.5, 38.5, 24.9, 15.0; MALDI–MS m/z (%): 633.6 (5) [M]+; HRMS–ESI (m/z): [M + H]+ calcd for C36H31N2O5S2, 635.1674; found, 635.1681. Compound 6: 15 (81 mg, 0.20 mmol), 5-iodo-2’-deoxyuridine (14, 140 mg, 0.40 mmol), dry NEt3 (30 µL, 0.40 mmol), Pd(PPh3)4 (46 mg, 0.04 mmol) and CuI (8 mg, 0.04 mmol

• 90 °C (10 min) followed by slow cooling to rt. MALDI–MS DNA1 m/z (%): 5898.9 (100) [M + DMT]−, 5597.3 (99) [M]−, 2949.2 (21) [M + DMT]−/2, 2797.7 (20) [M]2−/2; DNA2 m/z (%): 5950.0 (100) [M + DMT]−, 5647.9 (38) [M]−, 2974.6 (17) [M + DMT]2−/2, 2823.6 (7) [M]2−/2; DNA3 m/z (%): 5869.0 (100) [M + DMT

Formation of carbohydrate-functionalised polystyrene and glass slides and their analysis by MALDI-TOF MS

• Martin J. Weissenborn,
• Johannes W. Wehner,
• Christopher J. Gray,
• Robert Šardzík,
• Claire E. Eyers,
• Thisbe K. Lindhorst and
• Sabine L. Flitsch

Beilstein J. Org. Chem. 2012, 8, 753–762, doi:10.3762/bjoc.8.86

• analysed directly on these minimally conducting surfaces by MALDI-TOF mass spectrometry analysis after aluminium tape was attached to the underside of the slides. Furthermore, the trityl group appeared to act as an internal matrix and no additional matrix was necessary for the MS analysis. Thus, trityl

• groups can be used as simple hydrophobic, noncovalently linked anchors for ligands on surfaces and at the same time facilitate the in situ mass spectrometric analysis of such ligands. Keywords: carbohydrate array; conductive tape; MALDI-TOF MS; nonconductive surface; trityl-mediated adhesion

• , and have investigated the use of matrix-assisted laser desorption/ionisation time-of-flight (MALDI-TOF) mass spectrometry (MS) analysis (Figure 1B), which has been highly successful on ligands immobilised on gold plates [10]. MALDI-TOF MS requires an electrically conducting surface and a matrix for

Identification and isolation of insecticidal oxazoles from Pseudomonas spp.

• Florian Grundmann,
• Veronika Dill,
• Andrea Dowling,
• Aunchalee Thanwisai,
• Edna Bode,
• Narisara Chantratita,
• Richard ffrench-Constant and
• Helge B. Bode

Beilstein J. Org. Chem. 2012, 8, 749–752, doi:10.3762/bjoc.8.85

• its 16S-rRNA gene revealing it to be a Pseudomonas sp. with closest homology to P. putida (100% similarity: Supporting Information File 1, Figure S4) [11][12][13][14]. As judged on the basis of high-resolution MALDI–MS and LC–ESIMS/MS data the well-known entomopathogenic P. entomophila [15][16] also

Thiophene-based donor–acceptor co-oligomers by copper-catalyzed 1,3-dipolar cycloaddition

• Stefanie Potratz,
• Amaresh Mishra and
• Peter Bäuerle

Beilstein J. Org. Chem. 2012, 8, 683–692, doi:10.3762/bjoc.8.76

• ), d (doublet), t (triplet), m (multiplet). Mass spectra were measured at Finnigan MAT, SSQ 7000 by CI and Bruker Daltonics REFLEX III by MALDI-TOF. Elemental analysis for C, H and N were determined at Elementar Vario EL and for S at Carlo Erba 1104. High-resolution mass spectra were measured on a

Investigation of the network of preferred interactions in an artificial coiled-coil association using the peptide array technique

• Raheleh Rezaei Araghi,
• Carsten C. Mahrenholz,
• Rudolf Volkmer and
• Beate Koksch

Beilstein J. Org. Chem. 2012, 8, 640–649, doi:10.3762/bjoc.8.71

• -cyanocinnamic acid was used as a matrix for MALDI–TOF (Applied Biosystems, Forster City, USA) MS analysis. Binding studies on cellulose membranes [26]: All incubation and washing steps were carried out under gentle shaking and at room temperature. After washing of the membrane with ethanol once for 10 min and

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

• protists in order to also understand its molecular function. Experimental Synthesis Unless otherwise stated, we used the chemicals in their highest available purity. The progress of the synthesis was monitored with MALDI–MS as well as RP-UPLC coupled with ESI–MS. Solid-phase peptide synthesis. The linear