Synthesis and gelation assessment of functionalized diphenylalanine dipeptides towards cell culture applications

The literature part of this master’s thesis discusses the usage of hydrogels in cell culture. It goes through the microenvironmental aspects that need to be considered when choosing a hydrogel for cell culture. The differences between natural, synthetic and hybrid hydrogels are explained, and examp...

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Main Author: Heiskanen, Noora
Other Authors: Faculty of Sciences, Matemaattis-luonnontieteellinen tiedekunta, Kemian laitos, Department of Chemistry, University of Jyväskylä, Jyväskylän yliopisto
Format: Master's thesis
Language:eng
Published: 2023
Subjects:
Online Access: https://jyx.jyu.fi/handle/123456789/92955
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author Heiskanen, Noora
author2 Faculty of Sciences Matemaattis-luonnontieteellinen tiedekunta Kemian laitos Department of Chemistry University of Jyväskylä Jyväskylän yliopisto
author_facet Heiskanen, Noora Faculty of Sciences Matemaattis-luonnontieteellinen tiedekunta Kemian laitos Department of Chemistry University of Jyväskylä Jyväskylän yliopisto Heiskanen, Noora Faculty of Sciences Matemaattis-luonnontieteellinen tiedekunta Kemian laitos Department of Chemistry University of Jyväskylä Jyväskylän yliopisto
author_sort Heiskanen, Noora
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description The literature part of this master’s thesis discusses the usage of hydrogels in cell culture. It goes through the microenvironmental aspects that need to be considered when choosing a hydrogel for cell culture. The differences between natural, synthetic and hybrid hydrogels are explained, and examples of hydrogels used in biomedical applications are described. The aim of the experimental part was to synthesise 9-fluorenylmethyloxycarbonyl-protected diphenylalanine dipeptide (FmocFFCOOH) and cinnamoyl-protected diphenylalanine dipeptide (CinFFCOOH) to compare their gelation properties. The nuclear magnetic resonance (NMR) spectroscopic, high-resolution mass spectrometric (HR-MS) and Fourier-transform infrared (FT-IR) spectroscopic analyses were performed to identify the products and prove their purities. For FmocFFCOOH, the conducted gelation trials showed promising results. Unfortunately, for CinFFCOOH, there was not enough clean product or time to do gelation analysis Tämän tutkielman kirjallisuuskatsaus käsittelee soluviljelyssä käytettyjä hydrogeelejä. Tutkielmassa käydään läpi soluviljelyn asettamia vaatimuksia hydrogeeleille sekä esitetään jo tunnettuja hydrogeelejä, niiden eri luokkia, ominaisuuksia ja eroja. Lopuksi tutustutaan hydrogeelien erilaisiin sovellusmahdollisuuksiin biolääketieteessä. Kokeellisen osan tavoitteena oli syntetisoida kaksi suojattua dipeptidiä ja vertailla niiden geeliytymisominaisuuksia. Syntetisoidut dipeptidit olivat 9-fluorenyylimetyylioksikarbonyyli- suojattu difenyylialaniinidipeptidi (FmocFFCOOH) ja kinnamoyyli- suojattu difenyylialaniinidipeptidi (CinFFCOOH). Synteesituotteiden tunnistamiseen ja puhtauden määrittämiseen käytettiin ydinmagneettista resonanssispektroskopiaa (NMR), infrapunaspektroskopiaa (FTIR) ja korkean resoluution massaspektrometriä. FmocFFCOOH:lle tehdyissä gelaatiokokeissa saatiin lupaavia tuloksia. Valitettavasti CinFFCOOH:lle ei saatu tehtyä haluttuja gelaatiokokeita ja analyysejä, sillä puhdasta reaktiotuotetta ei ollut käytettävissä riittävästi.
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The differences between natural, synthetic and hybrid hydrogels are \nexplained, and examples of hydrogels used in biomedical applications are described. The aim of the experimental part was to synthesise 9-fluorenylmethyloxycarbonyl-protected diphenylalanine dipeptide (FmocFFCOOH) and cinnamoyl-protected diphenylalanine dipeptide (CinFFCOOH) to compare their gelation properties. The nuclear magnetic resonance (NMR) spectroscopic, high-resolution mass spectrometric (HR-MS) and Fourier-transform infrared (FT-IR) spectroscopic analyses were performed to identify the products and prove their purities. For FmocFFCOOH, the conducted gelation trials showed promising results. Unfortunately, for CinFFCOOH, there was not enough clean product or time to do gelation analysis", "language": "en", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.abstract", "value": "T\u00e4m\u00e4n tutkielman kirjallisuuskatsaus k\u00e4sittelee soluviljelyss\u00e4 k\u00e4ytettyj\u00e4 hydrogeelej\u00e4. \nTutkielmassa k\u00e4yd\u00e4\u00e4n l\u00e4pi soluviljelyn asettamia vaatimuksia hydrogeeleille sek\u00e4 esitet\u00e4\u00e4n jo \ntunnettuja hydrogeelej\u00e4, niiden eri luokkia, ominaisuuksia ja eroja. Lopuksi tutustutaan \nhydrogeelien erilaisiin sovellusmahdollisuuksiin biol\u00e4\u00e4ketieteess\u00e4. Kokeellisen osan tavoitteena oli syntetisoida kaksi suojattua dipeptidi\u00e4 ja vertailla niiden \ngeeliytymisominaisuuksia. Syntetisoidut dipeptidit olivat 9-fluorenyylimetyylioksikarbonyyli- suojattu difenyylialaniinidipeptidi (FmocFFCOOH) ja kinnamoyyli- suojattu difenyylialaniinidipeptidi (CinFFCOOH). 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spellingShingle Heiskanen, Noora Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications Orgaaninen kemia Organic Chemistry 4035 hydrogeelit soluviljely kudosteknologia geelit hydrogels cell culture tissue engineering gels
title Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications
title_full Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications
title_fullStr Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications
title_full_unstemmed Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications
title_short Synthesis and gelation assessment of functionalized diphenylalanine dipeptides
title_sort synthesis and gelation assessment of functionalized diphenylalanine dipeptides towards cell culture applications
title_sub towards cell culture applications
title_txtP Synthesis and gelation assessment of functionalized diphenylalanine dipeptides : towards cell culture applications
topic Orgaaninen kemia Organic Chemistry 4035 hydrogeelit soluviljely kudosteknologia geelit hydrogels cell culture tissue engineering gels
topic_facet 4035 Orgaaninen kemia Organic Chemistry cell culture geelit gels hydrogeelit hydrogels kudosteknologia soluviljely tissue engineering
url https://jyx.jyu.fi/handle/123456789/92955 http://www.urn.fi/URN:NBN:fi:jyu-202401221448
work_keys_str_mv AT heiskanennoora synthesisandgelationassessmentoffunctionalizeddiphenylalaninedipeptidestowardscel