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Computational Modeling of the Enolization in a Direct Mechanism of Racemization of the Aspartic Acid Residue

✍ Scribed by Ohgi Takahashi; Kana Kobayashi; Akifumi Oda


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
218 KB
Volume
7
Category
Article
ISSN
1612-1872

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Ab initio molecular orbital calculations at the MP2/6-311 + G\*\*//MP2/6-311 + G\*\* level show that the enol tautomer of acetoacetic acid in which the ketone group is enolized, 2, is more stable than its isomer in which the carboxylic acid group is enolized, 3, by 11β€’3 kcal mol Οͺ 1 . This differenc

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A series of N-and C-protected, monodispersed homo-oligopeptides (to the dodecamer level) from the small-ring alicyclic C a,a -dialkylated glycine 1-aminocyclobutane-1-carboxylic acid (Ac 4 c) and two Ala/Ac 4 c tripeptides were synthesized by solution methods and fully characterized. The conformatio