Advanced

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

Tullberg, Erik LU (2006)
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... (More)
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. (Less)
Please use this url to cite or link to this publication:
author
supervisor
opponent
  • Associate Professor Mårtensson, Jerker, Chalmers tekniska högskola, Organisk kemi, 412 96 Göteborg
organization
publishing date
type
Thesis
publication status
published
subject
keywords
Organisk kemi, Organic chemistry, Naturvetenskap, Natural science, Multivalent galectin inhibitors, Multifunctional molecules, Amino Acids, Solvent-free reactions
pages
87 pages
publisher
Organic Chemistry, Lund University
defense location
Hall F, Center for Chemistry and Chemical Engineering, Getingevägen 60, 222 41 Lund, Sweden
defense date
2006-04-28 10:30
ISBN
91-628-6803-9
language
English
LU publication?
yes
id
d718a80f-bd2e-4ce8-82a5-7f2f8871ad2e (old id 546549)
date added to LUP
2007-10-13 11:37:21
date last changed
2016-09-19 08:45:15
@phdthesis{d718a80f-bd2e-4ce8-82a5-7f2f8871ad2e,
  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.},
  author       = {Tullberg, Erik},
  isbn         = {91-628-6803-9},
  keyword      = {Organisk kemi,Organic chemistry,Naturvetenskap,Natural science,Multivalent galectin inhibitors,Multifunctional molecules,Amino Acids,Solvent-free reactions},
  language     = {eng},
  pages        = {87},
  publisher    = {Organic Chemistry, Lund University},
  school       = {Lund University},
  title        = {Synthesis of Non-Natural Aromatic Amino Acids Derivatives Solvent-free reactions-Versatile building blocks-Galectin inhibitors},
  year         = {2006},
}