Mestrenova mnova 12

Chemical reagents were purchased from Acros, Fluka, Sigma-Aldrich, or TCI. Deuterated NMR solvents were purchased from Cambridge Isotope Laboratories. ¹H NMR spectra were collected on a JEOL ECZ 500 NMR spectrometer equipped with a 3 mm inverse detection probe. NMR spectra were referenced to residual solvent DMSO signals (δ H 2.50 ppm and δ C 39.52 ppm as internal standards). The NMR spectra were processed using MestReNova (Mnova 12.0, Mestrelab Research). Each crude and pure sample was injected and analyzed via LC-MS/MS on a Thermo Finnigan Surveyor Autosampler-Plus/LC-MS/MS/PDA-Plus system coupled to a Thermo Finnigan LCQ Advantage Max mass spectrometer with a 10 minute gradient of 30 – 100% CH₃CN in water with 0.1% formic acid in positive mode (Kinetex 5μ C18 100Å, 100 x 4.60 mm, 0.6 mL/min). The ion trap mass spectrometry raw data (.RAW) were converted to the m/z extensible markup language (.mzXML) with MSConvert (v 3.0.19) and uploaded to GNPS.^{84 (link)} Spectral library search was performed against available public libraries and NIST17. The spectra for cryptomaldamide were annotated in the GNPS spectral library (https://gnps.ucsd.edu/) (accession number: CCMSLIB00005724004).