TY - JOUR A1 - Köppen, Robert A1 - Emmerling, Franziska A1 - Koch, Matthias T1 - rac-1-(2-aminocarbonyl-2-bromoethyl)-pyridinium bromide N2 - In the crystal structure of the title compound, C8H10BrN2O+·-Br–, intermolecular N—H···Br hydrogen bonds link the molecules into infinite chains along [001]. The inclined angle between the pyridine ring plane and the plane defined by the acid amide group is 63.97 (4)°. PY - 2012 DO - https://doi.org/10.1107/S1600536812019721 SN - 1600-5368 VL - 68 IS - 6 SP - o1666, sup1 EP - sup5 PB - Munksgaard CY - Copenhagen AN - OPUS4-25894 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Kittler, Katrin A1 - Schreiner, M. A1 - Krumbein, A. A1 - Manzei, S. A1 - Koch, Matthias A1 - Rohn, S. A1 - Maul, Ronald T1 - Uptake of the cyanobacterial toxin cylindrospermopsin in brassica vegetables N2 - Toxin-producing cyanobacterial species are increasingly being found in freshwater systems. However, literature on the impact of many cyanobacterial toxins on plants is scarce. Cylindrospermosin (CYN), a secondary metabolite of cyanobacteria such as Cylindrospermopsis and Aphanizomenon species, is a potent hepatotoxin and protein synthesis inhibitor. Worryingly, CYN is increasingly found in surface and drinking water worldwide causing human and animal intoxications. Further, exposure of crop plants to CYN by irrigation with contaminated water has already been shown. Therefore, in this study, horticulturally important and highly consumed Brassica species were investigated to determine the level of CYN in the leaves after exposure of the roots to the toxin. Treatment of Brassica oleracea var. sabellica, Brassica juncea, and Sinapis alba under varying experimental conditions showed significant CYN uptake, with CYN levels ranging from 10% to 21% in the leaves compared to the CYN concentration applied to the roots (18–35 µg/l). In seedlings, CYN concentrations of up to 49 µg/g fresh weight were observed. Thus, crop plants irrigated with CYN-containing water may represent a significant source of this toxin within the food chain. KW - Cylindrospermopsin KW - Plant systemic availability KW - Cyanobacterial toxin KW - Brassicaceae KW - Exposure source PY - 2012 DO - https://doi.org/10.1016/j.foodchem.2012.01.107 SN - 0308-8146 VL - 133 IS - 3 SP - 875 EP - 879 PB - Elsevier CY - Amsterdam [u.a.] ; Jena AN - OPUS4-25730 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Siegel, David A1 - Koch, Matthias A1 - Emmerling, Franziska A1 - Nehls, Irene T1 - Deacetyl tenuazonic acid KW - Deacetyl tenuazonic acid KW - X-ray single crystal diffraction KW - Crystal structure PY - 2009 DO - https://doi.org/10.1107/S1600536809015372 SN - 1600-5368 VL - 65 IS - 6 SP - o1201 PB - Munksgaard CY - Copenhagen AN - OPUS4-19429 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Köppen, Robert A1 - Emmerling, Franziska A1 - Koch, Matthias T1 - rac-2,3-Dibromopropionamide N2 - The racemic title compound, C3H5Br2NO, was crystallized from methanol. In the crystal, adjacent molecules are linked through N–H···O hydrogen bonds, forming chains along the c-axis direction. These chains are linked through N–H···O hydrogen bonds, forming an undulating two-dimensional network lying parallel to the bc plane. There are also short Br···Br contacts present [3.514 (3) Å]. PY - 2013 DO - https://doi.org/10.1107/S160053681205132X SN - 1600-5368 VL - 69 IS - Part 2 SP - o151, sup-1 EP - sup-5 PB - Munksgaard CY - Copenhagen AN - OPUS4-27574 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Merkel, Stefan A1 - Köppen, Robert A1 - Koch, Matthias A1 - Emmerling, Franziska A1 - Nehls, Irene T1 - Ergometrinine N2 - The absolute configuration of ergometrinine, C19H23N3O2 {systematic name: (6aR,9S)-N-[(S)-1-hydroxypropan-2-yl]-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide}, was established based on epimerization reaction of ergometrine, which was followed by preparative HPLC. The non-aromatic ring (ring C of the ergoline skeleton) directly fused to the aromatic rings is nearly planar [maximum deviation = 0.271 (3) Å] and shows an envelope conformation, whereas ring D, involved in an intramolecular N-HN hydrogen bond, exibits a slightly distorted chair conformation. The structure displays undulating layers in the ac plane formed by O-H...O and N-H...O hydrogen bonds. KW - Ergometrinine KW - Ergometrine KW - Ergot alkaloids KW - Indole alkaloids KW - Crystal structure KW - Epimerization PY - 2010 DO - https://doi.org/10.1107/S1600536810030825 SN - 1600-5368 VL - 66 IS - 9 SP - o2275, sup-1 - sup-9 PB - Munksgaard CY - Copenhagen AN - OPUS4-21806 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Siegel, David A1 - Blaske, Franziska A1 - Koch, Matthias A1 - Emmerling, Franziska A1 - Nehls, Irene T1 - Deacetyl tenuazonic acid p-toluenesulfonylhydrazone KW - Deacetyl tenuazonic acid KW - Toluenesulfonylhydrazine KW - Hydrazone KW - Crystal structure PY - 2009 DO - https://doi.org/10.1107/S1600536809048958 SN - 1600-5368 VL - E65 IS - 12 SP - o3136 Sup-1 - o3136 Sup-8 PB - Munksgaard CY - Copenhagen AN - OPUS4-20608 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Drzymala, Sarah A1 - Kraus, Werner A1 - Emmerling, Franziska A1 - Koch, Matthias T1 - (3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one N2 - The asymmetric unit of the title compound, C18H26O5, which is known as α-zearalanol, contains two molecules having the same conformation, with a r.m.s. deviation of less than 0.03 Å for all non-H atoms. In each independent molecule, an intramolecular O—H···O hydrogen bond stabilizes the molecular conformation. In the crystal, O—H···O hydrogen bonds link the molecules, forming infinite chains along [110] and [1¯10]. KW - Alpha-zearalanol KW - Zearalenon KW - Estrogen KW - Growth promoter KW - Ralgro PY - 2012 DO - https://doi.org/10.1107/S1600536812041141 SN - 1600-5368 VL - 68 IS - 11 SP - o3071, sup-1 - sup-11 PB - Munksgaard CY - Copenhagen AN - OPUS4-26771 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Scholl, Juliane A1 - Scharpmann, Philippa A1 - Bagheri, Abbas A1 - Lisec, Jan A1 - Meiers, Emelie A1 - Jaeger, Carsten A1 - Leonhardt, Robert A1 - Haase, Hajo A1 - Koch, Matthias T1 - Beyond the lab: Real-world composition of commercial Li-ion battery electrolytes N2 - This study presents a systematic, characterization of electrolytes from commercial lithium-ion batteries (LIB), encompassing 90 batteries from leading global manufacturers across diverse formats and application sectors. An integrated, complementary mass spectrometric workflow combining LC–MS/MS, GC–MS, and high-resolution MS was employed. To ensure robust structural annotation, molecular identifications were assigned confidence levels following Schymanski et al. (2014). Across all formats, PF6− was confirmed as the dominant Li+ counterion, frequently coexisting with BF4−, PO2F2−, and bis(fluorosulfonyl)imide (FSI−), forming binary and ternary salt systems optimized for both conductivity and safety. Solvent systems revealed the widespread use of propylene carbonate (PC) combined with diverse carbonate mixtures, demonstrating trends in performance optimization specific to cell format. A variety of additives were identified, reflecting a clear shift towards multifunctional, synergistic additive packages and the gradual replacement of fluorinated species with environmentally safer alternatives. Cycling studies demonstrated that electrolyte degradation mechanisms are strongly influenced by electrode composition and additive chemistry, with oxidative degradation pathways dominating. Together, these findings provide rare empirical insight into the evolving formulation strategies of electrolytes in commercial LIB, still employing classic carbonates and LiPF6, but highlighting a trend toward safer, more robust, and sustainable electrolyte architectures by using synergistic multifunctional systems. KW - Mass Spectrometry KW - Lithium-ion batteries KW - Electrolyte degradation PY - 2026 UR - https://nbn-resolving.org/urn:nbn:de:kobv:b43-656254 DO - https://doi.org/10.1016/j.jpowsour.2026.239739 SN - 0378-7753 VL - 673 SP - 1 EP - 13 PB - Elsevier B.V. AN - OPUS4-65625 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER -