Synthesis of an analogue of lysine-vasopressin, with phenylalanine “replaced” by two consecutive tyrosyl radicals
✍ Scribed by H. C. Beyerman; J. S. Bontekoe
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 436 KB
- Volume
- 79
- Category
- Article
- ISSN
- 0165-0513
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✦ Synopsis
Abstract
A synthesis is described of the protected linear decapeptide: N‐benzyloxycarbonyl‐S‐benzyl‐L‐cysteinyl‐L‐tyrosyl‐L‐tyrosyl‐L‐tyrosyl‐L‐glutaminyl‐L‐asparaginyl‐S‐benzyl‐L‐cysteinyl‐L‐prolyl‐N^e^‐p‐toluene‐sulphonyl‐L‐lysylglycineamide (VI) in analytically pure form.
Removal of the blocking groups from VI, followed by cyclization through oxidation, yielded a preparation which was assumed to contain an analogue of lysine‐vasopressin, with L‐phenylalanine “replaced” by two consecutive L‐tyrosyl radicals.
This synthesis was performed in connection with our previous studies on the relation between chemical structure and biological activity in the oxytocin and vasopressin field.