Peptides containing N(alpha)-methylamino acids exhibit interesting therapeutic profiles and are increasingly recognized as potentially useful therapeutics. Unfortunately, their synthesis is hampered by the high price and nonavailability of many N(alpha)-methylamino acids. An efficient and practical
Site-Selective N-Methylation of Peptides on Solid Support
β Scribed by Miller, Stephen C.; Scanlan, Thomas S.
- Book ID
- 111921719
- Publisher
- American Chemical Society
- Year
- 1997
- Tongue
- English
- Weight
- 57 KB
- Volume
- 119
- Category
- Article
- ISSN
- 0002-7863
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A method has been developed for the synthesis of dimeric ligands of biological relevance on solid support using olefin metathesis as a key step. With the ruthenium catalyst used, the size of the peptide fragment did not influence the reaction. If the double bond involved was separated by at least 2
In N-methyl amino acids, the hydrogen of the N-H group is replaced with a bulky methyl group. While this change is expected to destabilize helical structures, the amount of destabilization is not known. Here the N-methyl group is placed into several positions of the helical peptides, acetyl-WGG( EAA