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Solid-state conformation of diastereomeric -Pro-Pro-(Aib)4 sequences
- Source :
-
Tetrahedron . Mar2010, Vol. 66 Issue 13, p2293-2296. 4p. - Publication Year :
- 2010
-
Abstract
- Abstract: The crystal structures of two diastereomeric -Pro-Pro-(Aib)4- sequences, Cbz-l-Pro-l-Pro-(Aib)4-OMe (1) and Cbz-d-Pro-l-Pro-(Aib)4-OMe (2), have been determined by X-ray crystallographic analysis. The crystals of the two compounds were characterized by the following parameters: (1) monoclinic, P21, a=10.543Å, b=8.103Å, c=22.642Å, β=97.679, Z=2, R 1=0.104, and Rw =0.327; (2) orthorhombic, P212121, a=10.470Å, b=10.953Å, c=32.405Å, Z=4, R 1=0.040, and Rw =0.046. In the asymmetric unit of 1, the homochiral l-Pro1-l-Pro2 adopts a polyproline II structure, which induces a left-handed (M) 310-helical structure in the following -(Aib)4- sequence. The preferred conformation of diastereomeric 2, which contains heterochiral d-Pro1-l-Pro2 segments, was similar to that of 1 with differences at the N-terminal d-Pro residue. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 66
- Issue :
- 13
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 48469075
- Full Text :
- https://doi.org/10.1016/j.tet.2010.02.003