Supporting information Gas-phase conformations of capistruin comparison of lasso, branched-cyclic and linear topologies
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1 Supporting information Gas-phase conformations of capistruin comparison of lasso, branched-cyclic and linear topologies Kevin Jeanne Dit Fouque, 1 Hélène Lavanant, 1 Séverine Zirah, 2 Jérôme Lemoine, 3 Sylvie Rebuffat, 2 Jean-Claude Tabet, 4 Alexander Kulesza, 5 Carlos Afonso, 1 Philippe Dugourd, 5 and Fabien Chirot 3 1 Normandie Univ, COBRA, UMR 6014 and FR 3038; Université de Rouen; INSA Rouen; CNRS, IRCOF, 1 Rue Tesnière, Mont-Saint-Aignan Cedex, France. 2 Molécules de Communication et Adaptation des Microorganismes (MCAM, UMR 7245), Sorbonne Universités, Muséum national d'histoire naturelle, CNRS ; CP 54, 57 rue Cuvier Paris, France. 3 Université de Lyon, Université Lyon 1, ENS Lyon, CNRS - UMR5280, ISA, 5 rue de la Doua, 69100, Villeurbanne. 4 Institut Parisien de Chimie Moléculaire, UMR 7201 CNRS, Université Pierre et Marie Curie, 4 place Jussieu, Paris, France. 5 Université de Lyon, Université Lyon 1, CNRS, UMR5306, ILM, 5 rue de la Doua, 69100, Villeurbanne. Table S1. Experimental parameters used for the ion mobility mass spectrometry measurements on the SYNAPT G2 TM (Waters) ESI + V Resolution mode DC potentials (V) Traveling wave parameters m/z range Trap Collision Energy 5 Source Wave Velocity (m/s) 300 Capillary (kv) 2.7 Transfer Collision Energy 0 Source Wave Height (V) 0.2 Source Temperature ( C) 70 Trap DC Entrance 3 Trap Wave Velocity (m/s) 300 Sampling Cone (V) 20 Trap DC Bias 40 Trap Wave Height (V) 5 Extraction Cone (V) 5 Trap DC -1 IMS Wave Velocity (m/s) 350 Source Gas Flow (ml/min) 20 Trap DC Exit 0 IMS Wave Height (V) 20 Desolvation Temperature ( C) 250 IMS DC Entrance 25 Transfer Wave Velocity (m/s) 350 Cone Gas Flow (L/hr) 0 Helium Cell DC 35 Transfer Wave Height (V) 5 Desolvation Gas Flow (L/hr) 500 Helium Exit -5 Trap Gas Flow (ml/min) 0.4 IMSBias 0 Helium Cell Gas Flow 180 IMS DC Exit 0 IMS Gas Flow (ml/min) 70 Transfer DC Entrance 4 Sample Infusion Flow Rate (µl/min) 30 Transfer DC Exit 15
2 Figure S1. Correlation used for the estimation of collision cross section from TWIM drift times. Determination coefficient was The red lines are the error of prediction with a confidence level of 95%. The reference data used for the calibration of TWIM drift times to estimate collision cross sections are the drift-tube derived collisional cross sections of doubly and protonated polyalanine determined in helium gas by Bush et al.. Using the method proposed by Smith et al., the cross sections were converted to reduce cross sections using nitrogen gas and correlated with experimental TWIM drift times. Natural logarithm was used to linearize the equation. The equation then used with the measured drift times of the compounds in this study and the resulting were converted back to collision cross section in helium. Very little change was observed on the determination coefficient, when nitrogen collision cross sections instead of helium cross sections and when nitrogen gas or helium was used to calculate reduced mass and cross sections. Figure S2. Mass spectra of capistruin lasso (a) and (c) and its branched-cyclic topoisomer (b) and (d) without sulfolane (a) and (b) and with sulfolane (c) and (d).
3 Figure S3. Extracted ion mobility spectra (TWIMS) of doubly protonated ions of capistruin lasso (blue), synthetic branched-cyclic (red) and linear wild (green) topoisomers.
4 Figure S4. Lowest lying structures obtained for variants of the doubly protonated molecules linear form of capistruin (top), and for different protonation schemes: C-terminus deprotonated, and protonation at N-terminus, Arg11 and Arg15, (bottom left), and protonation at Arg11 and Arg15 (bottom right). Figure S5. Extracted ion mobility spectra of doubly protonated ions of linear form of capistruin with protonation scheme ZC. The black and blue lines represent the experimental drift time distribution (DTIMS) and the corresponding simulated drift time distribution respectively. The vertical line indicates the drift time calculated for the lowest-lying structure.
5 Figure S6. Experimental drift time distributions for the triply protonated molecules of R15L (a) and R11L (b) linear variants of capistruin.
6 Figure S7. Lowest-lying structures for (top) non-zwitterionic linear capistruin, and salt-bridge containing forms Z11 (middle), and Z15 (bottom). The DFT-optimized structures (blue) are slightly more compact than the corresponding force-field optimized structures (red). The energies relative to the Z15 form were calculated at the DFT level.
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