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Synthesis of Peptides Containing α,α-Disubstituted α-Amino Acids by the Azirine/Oxazolone Method: The (12–20)-Nonapeptide of the Ionophore Alamethicin

✍ Scribed by Peter Wipf; Heinz Heimgartner


Publisher
John Wiley and Sons
Year
1990
Tongue
German
Weight
869 KB
Volume
73
Category
Article
ISSN
0018-019X

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The ‘Azirine/Oxazolone Method’ on Solid
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Peptides containing various a,a-disubstituted a-amino acids, such as a-aminoisobutyric acid (Aib), 1-aminocyclopentane-1-carboxylic acid, a-methylphenylalanine, and 3-amino-3,4,5,6-tetrahydro-2Hpyran-3-carboxylic acid have been synthesized from the N-to the C-terminus by the 'azirine/oxazolone metho

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The present work describes three novel nonpolar host peptide sequences that provide a ready assessment of the 3 10 -and a-helix compatibilities of natural and unnatural amino acids at different positions of small-to medium-size peptides. The unpolar peptides containing Ala, Aib, and a C-terminal p-i