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2 results on '"Tomas Kindahl"'

1. Palladium-Mediated Approach to Coumarin-Functionalized Amino Acids

Author

Christian Hedberg, Samy Chammaa, Lindon W. K. Moodie, and Tomas Kindahl

Subjects
chemistry.chemical_classification, Molecular Structure, 010405 organic chemistry, Organic Chemistry, Substrate (chemistry), chemistry.chemical_element, Single step, Glutamic acid, 010402 general chemistry, Coumarin, 01 natural sciences, Biochemistry, 0104 chemical sciences, Amino acid, chemistry.chemical_compound, chemistry, Coumarins, Organic chemistry, heterocyclic compounds, Amino Acids, Physical and Theoretical Chemistry, Trifluoromethanesulfonate, Palladium
Abstract

Incorporation of the fluorogenic l-(7-hydroxycoumarin-4-yl)ethylglycine into proteins is a valuable biological tool. Coumarins are typically accessed via the Pechmann reaction, which requires acidic conditions and lacks substrate flexibility. A Pd-mediated coupling is described between o-methoxyboronic acids and a glutamic acid derived (Z)-vinyl triflate, forming latent coumarins. Global deprotection with BBr3 forms the coumarin scaffold in a single step. This mild and scalable route yielded five analogues, including a probe suitable for use at lower pH.

Published
2017
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2. Synthesis of Multiring Fused 2-Pyridones via a Nitrene Insertion Reaction: Fluorescent Modulators of α-Synuclein Amyloid Formation

Author

Pardeep Singh, Fredrik Almqvist, Jörgen Ådén, Tomas Kindahl, Erik Chorell, K. Syam Krishnan, and Pernilla Wittung-Stafshede

Subjects
Molecular Structure, Peptidomimetic, Stereochemistry, Chemistry, Pyridones, Nitrene, Organic Chemistry, Biochemistry, Fluorescence, Heterocyclic Compounds, 4 or More Rings, Catalysis, chemistry.chemical_compound, Thiazoles, Insertion reaction, Intramolecular force, alpha-Synuclein, Molecule, Imines, Physical and Theoretical Chemistry, Amyloid (mycology), Amination
Abstract

© 2015 American Chemical Society. An efficient, straightforward method for the synthesis of thiazolo-2-pyridone embedded peptidomimetic polyheterocycles via a catalyst-free, microwave-assisted, intramolecular C-H amination reaction is reported. All the synthesized polyheterocycles were evaluated for their fluorescent properties and effect on α-synuclein amyloid formation.

Published
2015

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