Synthesis of Non-Natural Aromatic Amino Acids Derivatives Solvent-free reactions-Versatile building blocks-Galectin inhibitors

Erik Tullberg

Research output: ThesisDoctoral Thesis (compilation)

Abstract

This thesis deals with three topics concerning the synthesis of non-natural also known as unnatural amino acid derivatives. In the first, solvent-free reaction conditions for the Heck reaction were developed that were superior to previous conditions because the reaction time could be reduced and the work-up procedure simplified. Appropriately substituted, unnatural amino acid derivatives, synthesized by this method, cyclised to form indoles. In the second, versatile aldehyde building blocks were synthesised that could be functionalised selectively in a stepwise fashion for the synthesis of multifunctional branched unnatural amino acids. In the third, multivalent carbohydrate derivatives of unnatural amino acids were prepared as inhibitors of tumor- and inflammation-related galectins and were found to be selective against galectin-1.
Original languageEnglish
QualificationDoctor
Awarding Institution
  • Centre for Analysis and Synthesis
Supervisors/Advisors
  • Frejd, Torbjörn, Supervisor
Award date2006 Apr 28
Publisher
Print ISBNs91-628-6803-9
Publication statusPublished - 2006

Bibliographical note

Defence details

Date: 2006-04-28
Time: 10:30
Place: Hall F, Center for Chemistry and Chemical Engineering, Getingevägen 60, 222 41 Lund, Sweden

External reviewer(s)

Name: Mårtensson, Jerker
Title: Associate Professor
Affiliation: Chalmers tekniska högskola, Organisk kemi, 412 96 Göteborg

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The information about affiliations in this record was updated in December 2015.
The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

Subject classification (UKÄ)

  • Organic Chemistry

Keywords

  • Organisk kemi
  • Organic chemistry
  • Naturvetenskap
  • Natural science
  • Multivalent galectin inhibitors
  • Multifunctional molecules
  • Amino Acids
  • Solvent-free reactions

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