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ChemInform Abstract: Design, Synthesis, Structure and Properties of an α-Helix Cap Template Derived from N-[(2S)-2-Chloropropionyl]-(2S)-Pro-(2R)-Ala-(2S,4S)-4-thioPro-OMe which Initiates α-Helical Structures.

✍ Scribed by David Gani; Arwel Lewis; Trevor Rutherford; John Wilkie; Iain Stirling; Thierry Jenn; Martin D. Ryan


Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Design, Synthesis, Structure and Properties of an α-Helix Cap Template Derived from N-[(2S)-2-Chloropropionyl]-(2S)-Pro-(2R)-Ala-(2S,4S)-4-thioPro-OMe which Initiates α-Helical Structures. -Each amide bond of the 12-membered macrocyclic template, derived from the title peptide, exists in the trans-rotomeric form. Derivatives of the template are prepared by extending the C-terminus. Two rapidly interconverting helical conformational isomers of the macrocycle bearing an appended trialkylammonium ion are observed in solution (NMR). The conformers differ in the orientation of one carbonyl group. -(GANI, DAVID; LEWIS, ARWEL; RUTHERFORD,


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