396090-17-8

Upstream product

• 18677-48-0 3,5-dimethoxypyridine 
• 2937-50-0 Allyl chloroformate 
• 2457-47-8 3,5-dichloropyridine 
• 871503-96-7 3,5-dimethoxy-2H-pyridine-1-carboxylic acid allyl ester 

Downstream Products

• 396090-23-6 Fmoc-Phe-1,2-dihydro-3(6H)-pyridinyl-Leu-Ach-Ile tert-butyl ester 
• 396090-41-8 Ac-Phe-Ach-Leu-Ach-Ile tert-butyl ester 
• 396090-42-9 Ac-Phe-Ach-Leu-Ach-Ile 
• 396090-35-0 tert-butyl (2S)-2-{[5-oxo-1-(prop-2-enyloxycarbonyl)-1,2,6-trihydro-3-pyridyl]amino}-3-phenylpropanoate 
• 396090-39-4 Ach-Phe t-butyl ester 
• 396090-18-9 prop-2-enyl 3-oxo-5-[(2,4,6-trimethylphenyl)sulfonyloxy]-1,2,6-trihydropyridine-1-carboxylate 

Relevant academic research and scientific papers

"@-Tides": The 1,2-dihydro-3(6h)-pyridinone unit as a β-strand mimic

The cyclic amino acid surrogate 1 was designed to mimic the extended conformation of a peptide unit and to provide hydrogen bond donor and acceptor functions conducive to β-sheet formation. A convenient synthesis of this unit and solution and solid-phase methods for its incorporation into an oligomer alternating with peptide units have been devised. The resulting "@-tides", as these oligomers have been designated, show a high propensity for self-association in comparison to oligopeptides; insights into the structure and dynamical properties of their antiparallel dimers have been obtained by NMR.

Facile synthesis of @-tide β-strand peptidomimetics: Improved assembly in solution and on solid phase

(Chemical equation presented) The synthesis of @-tide β-strand peptidomimetics has been improved such that oligomers now can be obtained from solution- and solid-phase synthesis protocols approaching the efficiency and flexibility of peptide chemistry. These methods enable the synthesis of @-tide oligomers with a variety of amino acids and with lengths up to 13 units.

Peptide beta-strand mimics based on 1,2-dihydro-3(6H)-pyridinone

Peptide analogs formed by replacing one or more, but not all, amino acids of a peptide chain with 1,2-dihydro-3(6H)-pyridinone, display an unusually strong tendency to assume a β-strand conformation and to enter into β-sheet-like interactions with peptides and other peptide analogs that engage in β-sheet-like interactions with peptides. The peptide analogs of this invention therefore have utility has β-strand mimics offering advantages over native peptides as well as β-strand mimics of the prior art.