Design of Peptides with α,β-Dehydro Residues: Synthesis, Crystal Structure and Molecular Conformation of a Peptide N-Boc-Phe-ΔPhe-Ile-OCH3
✍ Scribed by R. Vijayaraghavan; V. K. Goel; S. Dey; T. P. Singh
- Publisher
- Springer
- Year
- 2005
- Tongue
- English
- Weight
- 446 KB
- Volume
- 16
- Category
- Article
- ISSN
- 1040-0400
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To obtain general rules of peptide design using alpha, beta-dehydro-residues, a sequence with two consecutive delta Phe-residues, Boc-L-Val-delta Phe-delta Phe-L-Ala-OCH3, was synthesized by azlactone method in solution phase. The peptide was crystallized form its solution in an acetone/water mixtur
The peptide BOC-L-Val-APhe-APhe-L-Val-OCH3 was synthesized by the azlactone method in solution phase, and its crystal and molecular structures were determined by x-ray diffraction method. Single crystals were grown by slow evaporation from a methanol/water solution at 6°C. The crystals belong to an
Highly specific peptide structures can be designed by inserting dehydro residues into peptide sequences. The peptide N-Boc-L-Phe-dehydro-Phe-L-Val-L-Phe-dehydro-Phe-~-V~-OCH~, synthesized by conventional procedures, crystallizes from methanol-water mixtures at 4°C in the tetragonal space group P43 w
## Abstract It is noteworthy that the dehydro‐Ala residue adopts an extended conformation that is different than those observed in dehydro‐Phe, dehydro‐Leu, and dehydro‐Abu. The peptide N‐Boc‐L ‐Phe‐dehydro‐Ala‐OCH~3~ (C~18~H~24~N~2~O~5~) was synthesized by the usual workup procedure and finally by
The dehydro-residue containing peptides N-Ac-dehydro-Phe-L-Leu-OCH3 ( I ) and N-Acdehydro-Phe-NorVal-OCH, (11) were synthesized by the usual workup procedures. The peptides crystallize from their solutions in methanol in space group P6,: ( I ) a = b = 12.528(2) A, c = 21.653(5) A; (11) a = b = 12.53