NETCHEM Remote Access Laboratory Guide Identification of secondary biomolecules by LC-DAD-MS/MS Remote access: Live connection (in real time) between lab and classroom Teacher: dr Dejan Orčić, associate professor (University of Novi Sad, Faculty of Sciences) Course: Isolation and Characterization of Natural Products ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

After succesful completion of the exercise, the student is capable to Aims: The aim of the exercise is to demonstrate the process of unknown compound structure elucidation based on UV/VIS and ESI-MS/MS spectral features. Outcomes: After succesful completion of the exercise, the student is capable to describe steps of unknown compound structure elucidation based on UV/VIS and ESI- MS/MS spectra, derive basic conclusions about compound structure based on adducts, isotopic peaks and common neutral losses. ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

Background In this exercise, high-performance liquid chromatography coupled with UV/VIS and tandem mass spectrometric (ESI-QqQ) detection is used to identify unknown components (secondary biomolecules) in selected plant extract. The identification will follow the workflow as shown: artifacts exclusion molecular weight determination isotopic peaks analysis UV spectrum MS2 interpretation ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

Prerequisites Prior to attending this exercise, students should: familiarize themselves with basics of HPLC-DAD-MS/MS technique (from sources such as HPLC and MS textbooks), familiarize themselves with spectral characteristics (UV/VIS, MS) of the selected compound classes (from review papers recommended by the teacher), familiarize themselves with TeamViewer software* (a guide is provided at NETCHEM page), familiarize themselves with the exercise procedures, instrument and software (movies are provided at the course's Moodle page, labelled EE02, EE07, EE08), preferably, download and print the supplementary materials (file EE09 at the course's Moodle page). * if needed, students can request a trial remote session through forum at course's Moodle page, to receive a practical training in TeamViewer usage

DESCRIPTION OF REMOTE ACCESS 1. NETCHEM COMMUNICATION SIDES (NOTE: NETCHEM Communication is defined as event that involves all kinds of internet interactions (in real time and not in real time) between participants via devices (PCs, laptops, tablets and mobile phones)) host side (NOTE: Host side of NETCHEM Communication is defined as PC who invites other users to join the session) participant’s PC in laboratory guest side (NOTE: Guest side of NETCHEM Communication is defined as PC who joins the invitation to session) participant’s PC in remote classrooms/laboratories 2. COMMUNICATION SOFWARE Team Viewer Meeting: Yes Remote control: Yes Meeting and Remote control simultaneously: Yes Skype Call 1:1: No Conference Call: No 3. COMUNICATION HARDWARE on host side 1 PC, 1 headsets with microphone, camera on guest side for each student: 1 PC, 1 headsets with microphone, camera 4. INFORMATION EXCHANGE TYPE Consultative (two sides are equal in giving-receiving information) Yes Number of host side participant(s): 1 Number of guest side participant(s): 10 ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

Remote Access Connection Instructions You will need: Computer with broadband internet connection, TeamViewer software (can be run in portable mode, or installed) of the same version as indicated in course's Moodle page; it can be downloaded for free from www.teamviewer.com PDF reader software (e.g. Adobe Reader) Headset (or speakers and microphone). Steps: Open TeamViewer software and, if preffered, logon to your Team Viewer account. The exact time of remote session, its Meeting ID and password will be provided in advance by course organizers (in course's Moodle page). When joining the meeting, in Your name field, enter your first and last name and (in parentheses) acronym of your institution. You should soon see the Remote Access desktop and at this point you can interact with the icons on the screen as if it were your desktop. Switch to full screen mode by selecting the maximize screen option in the top right corner of the screen. Follow the teacher's instructions. Refrain from interacting with data analysis software unless specifically instructed to do so by the teacher. Behaviour that is disruptive can result in the your remote control privileges being revoked, or you being permanently removed from the remote lab. Upon completion of the session, move your mouse to the top right corner of the screen, and click on the X to disconnect the remote session. ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

Author, Editor and Referee References This remote access laboratory was created thanks to work done at University of Novi Sad, Faculty of Sciences. Contributors to this material were: dr Dejan Orčić, University of Novi Sad, Faculty of Sciences, Serbia Refereeing of this material was done by: Dr Andrew Mendham, University of Greenwich, UK Editing into NETCHEM Format and onto NETCHEM platform was completed by: dr Dejan Orčić, University of Novi Sad, Faculty of Sciences, Serbia ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

References and Supplemental Material The NETCHEM platform was established at the University of Nis in 2016-2019 through the Erasmus Programme. Please contact a NETCHEM representatives at your institution or visit our website for an expanded contact list. The work included had been led by the NETCHEM staff at your institution. ______________________________________________________________________________________________________ This project has been funded with support from the European Commission. This publication reflects the views only of the authors, and the Commission cannot be held responsible for any use which may be made of the information contained therein.