Incorporation of Ahc into model dipeptides as an inducer of a β-turn with a distorted amide bond. Conformational analysis
…, JH Busto, JM Peregrina, F Rodríguez
Index: Avenoza, Alberto; Busto, Jesus H.; Peregrina, Jesus M.; Rodriguez, Fernando Journal of Organic Chemistry, 2002 , vol. 67, # 12 p. 4241 - 4249
Full Text: HTML
Citation Number: 29
Abstract
The proline residue of dipeptides Ser-Pro and Pro-Ser has been replaced by 7-azabicyclo [2.2. 1] heptane-1-carboxylic acid (Ahc), a conformationally restricted analogue of proline that is capable of mimicking distorted amides. The conformational analysis of the new peptides in the solid state revealed that the Ahc-Ser sequence displays a type I β-turn, which includes a distorted amide bond. In contrast, the Ser-Ahc sequence exists in a nonfolded ...
Related Articles:
Efficient synthesis of a 7-azabicyclo [2.2. 1] heptane based GlyT1 uptake inhibitor
[Xiong, Hui; Frietze, William; Andisik, Donald W.; Ernst, Glen E.; Palmer, William E.; Hinkley, Lindsay; Varnes, Jeffrey G.; Albert, Jeffrey S.; Veale, Chris A. Tetrahedron Letters, 2010 , vol. 51, # 51 p. 6741 - 6744]
Synthesis, activity and theoretical study of ABT-418 analogues
[Avenoza, Alberto; Busto, Jesus H; Cativiela, Carlos; Dordal, Albert; Frigola, Jordi; Peregrina, Jesus M Tetrahedron, 2002 , vol. 58, # 22 p. 4505 - 4511]
Synthesis, activity and theoretical study of ABT-418 analogues
[Avenoza, Alberto; Busto, Jesus H; Cativiela, Carlos; Dordal, Albert; Frigola, Jordi; Peregrina, Jesus M Tetrahedron, 2002 , vol. 58, # 22 p. 4505 - 4511]
Synthesis, activity and theoretical study of ABT-418 analogues
[Avenoza, Alberto; Busto, Jesus H; Cativiela, Carlos; Dordal, Albert; Frigola, Jordi; Peregrina, Jesus M Tetrahedron, 2002 , vol. 58, # 22 p. 4505 - 4511]