Adamantyl amino acid as γ-turn inducer for peptide

Tetrahedron Letters

Volumn 38, Issue 45, 1997, Pages 7901-7904

  Kuroda, Yasuhisa ^a   Ueda, Hiroshi ^b   Nozawa, Hiroshi ^b   Ogoshi, Hisanobu ^b  

^a KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

Adamantane; Hydrogen bond; Peptide; turn

Indexed keywords

ADAMANTANE DERIVATIVE; AMINO ACID; SYNTHETIC PEPTIDE;

AMINO ACID ANALYSIS; ARTICLE; INFRARED RADIATION; PROTEIN CONFORMATION; PROTEIN INDUCTION; PROTEIN SECONDARY STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0030727529     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10101-0     Document Type: Article

References (25)

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18. Experimental details for the preparation of these peptides are given in the supporting information.
19. B protons were carried out by using data of COSY or decoupling experiments.
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21. B of Aib.
22. The grid search analyses are performed on Sybyl (Tripos Inc.) using Tripos force field.
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24. Single hydrogen bonding systems are generally expected to be destroyed in polar solvents having competitive hydrogen bonding abilities. Therefore, the present unique ability of the adamantyl amino acid should be utilized as one of cooperative interactions for controlling the conformation of the peptide working under aqueous conditions.
25. The synthetic scheme is as follows: equation presented The experimental procedures and spectroscopic data for Ada and AdaGly are available on request.