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Suzuki-coupling reactions for potential synthesis of new MALDI-MS Matrixes
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry.
2020 (English)Independent thesis Basic level (degree of Bachelor), 10 credits / 15 HE creditsStudent thesis
Abstract [en]

Matrix Assisted Laser Desorption/Ionisation Mass Spectrometry (MALDI-MS) is a modern application of light used in analytican purposes such as tissue mapping. One of the advantages of MALDI is the ability to perform a detection on a tissue directly which keeps the spacial disruption of the analytes in the tissue.

MALDI performs a soft ionisation of the analytes with the aid of a matrix-coating onto the tissue itself, to enable the detection of the analytes through a mass spectrometry system. A matrix synthesis is performed in several steps and this project focuses on the second step in the matrix synthesis, the suzuki-coupling reaction as well as trying to improve the outcome. The reaction was performed using Suzuki Miyauras catalytic cycle with the aid of a Palladium catalyst (Pd [PPh3]4) to create a carbon bond between a Anthracene-9-boronic acid and methyl 3-[(5-bromopyridin-3-yl) formamido] propanoate, with the latter one being the limiting reagent.

Results: In terms of the main aim of the project, a full conversion of the reagents was achieved throughout the project as well as a significant improvement to the time of the reaction by using an irradiated microwave and a higher temperature. Another improvement that was acquired beyond the aim of the reaction was isolating a hydrolyzed version of the desired compound as well defining conditions to acquiring an ester version of the compound and an acid version.

Place, publisher, year, edition, pages
2020. , p. 19
National Category
Biomedical Laboratory Science/Technology
Identifiers
URN: urn:nbn:se:uu:diva-477283OAI: oai:DiVA.org:uu-477283DiVA, id: diva2:1670392
Subject / course
Pharmaceutical Biochemistry
Educational program
Bachelor of Science Programme in Pharmacy
Available from: 2022-06-17 Created: 2022-06-15 Last updated: 2022-06-17Bibliographically approved

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