On-resin N-methylation of cyclic peptides for discovery of orally bioavailable scaffolds
On-resin N-methylation of cyclic peptides for discovery of orally bioavailable scaffolds
About this item
Full title
Author / Creator
White, Tina R , Renzelman, Chad M , Rand, Arthur C , Rezai, Taha , McEwen, Cayla M , Gelev, Vladimir M , Turner, Rushia A , Linington, Roger G , Leung, Siegfried S F , Kalgutkar, Amit S , Bauman, Jonathan N , Zhang, Yizhong , Liras, Spiros , Price, David A , Mathiowetz, Alan M , Jacobson, Matthew P and Lokey, R Scott
Publisher
New York: Nature Publishing Group US
Journal title
Language
English
Formats
Publication information
Publisher
New York: Nature Publishing Group US
Subjects
More information
Scope and Contents
Contents
A single trimethylated species is obtained in an on-resin N-methylation reaction of a cyclic hexapeptide. This regioselectivity is driven by conformation and the presence of intramolecular hydrogen bonds, and is correlated with membrane permeability of the peptides.
Backbone N-methylation is common among peptide natural products and has a substa...
Alternative Titles
Full title
On-resin N-methylation of cyclic peptides for discovery of orally bioavailable scaffolds
Authors, Artists and Contributors
Author / Creator
Identifiers
Primary Identifiers
Record Identifier
TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3210067
Permalink
https://devfeature-collection.sl.nsw.gov.au/record/TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3210067
Other Identifiers
ISSN
1552-4450
E-ISSN
1552-4469
DOI
10.1038/nchembio.664
