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León Ona, Iker Alonso Alonso, Elena Rita Mata López, Santiago Cabezas, Carlos Alonso Hernández, José Luis 2024-02-08T11:22:16Z 2024-02-08T11:22:16Z 2019 Angewandte Chemie International Edition, 2019, 58, 16002 1433-7851 https://uvadoc.uva.es/handle/10324/65992 10.1002/anie.201907222 16002 45 16007 Angewandte Chemie International Edition 58 1521-3773 Producción Científica Neutral glutamine has been evaporated by laserablation of its solid sample to seed a rare gas carrier prior toa supersonic expansion and proved by Fourier transformmicrowave techniques. We report on three distinct neutralconformers that show a singular non-interacting and flexibleamide sidechain in contrast with the other proteinogenicaliphatic amino acids. It could explain the essential biologicalrole of glutamine as a nitrogen source, and its unique ability toform a variety of hydrogen bonds with peptide backbones.Common computational methods fail to predict the delicatebalance of intramolecular interactions controlling the geome-try of the most stable conformer. The spectroscopic data herereported can be used to benchmark novel computationalmethods in quantum chemistry. Ministerio de Ciencia e Innovación (CTQ2013-40717-P and CTQ2016-76393-P), Junta de Castilla y León (Grant VA077U16) and the European Research Council under the European Union's Seventh Framework Programme (FP/2007–2013)/ ERC-2013-SyG, Grant Agreement n. 610256 NANOCOSMOS application/pdf spa WILEY-V C H VERLAG GMBH info:eu-repo/semantics/restrictedAccess Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim amino acid · FTMW spectroscopy · glutamine ·non-covalent interactions · rotational spectroscopy Unveiling the Neutral Forms of Glutamine info:eu-repo/semantics/article info:eu-repo/semantics/submittedVersion https://onlinelibrary.wiley.com/doi/10.1002/anie.201907222 SI