Product of alaptide synthesis: determination of the absolute configuration
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
20675091
DOI
10.1016/j.jpba.2010.07.007
PII: S0731-7085(10)00368-7
Knihovny.cz E-resources
- MeSH
- Circular Dichroism MeSH
- Peptides, Cyclic chemistry MeSH
- Protein Conformation MeSH
- Humans MeSH
- Neuropeptides chemistry MeSH
- Optical Rotation MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- cyclo(alanine-(1-amino-1-cyclopentane)carbonyl) MeSH Browser
- Peptides, Cyclic MeSH
- Neuropeptides MeSH
Alaptide is the active substance of the veterinary dermatological ointment ALAPTID and a potential drug in human medicine. Electronic circular dichroism spectroscopy (ECD), transparent spectral region optical rotation (OR), and ab initio calculations were employed to determine the absolute configuration of alaptide. No X-ray structural data determining the absolute configuration were available. It was not possible to employ vibrational circular dichroism spectroscopy (VCD), because alaptide was not sufficiently soluble in common solvents used in VCD spectroscopy to generate reliable spectra. Both ECD spectra and OR values of alaptide solution were in good agreement with predicted data and determined unambiguously the absolute configuration of alaptide synthesized from (S)-alanine as being (S).
References provided by Crossref.org
In vitro permeation of micronized and nanonized alaptide from semisolid formulations
