Abstract
In this work we describe, for the first time, a rapid and efficient method for 17O selective labeling on the β-carboxyl group of an aspartic acid residue already incorporated into a peptide sequence anchored on a solid-phase support. The β-O-benzyl ester of the Asp residue of the Ac-RGD-benzydrylamine resin was successfully saponified using Na17OH in a methanol/dichloromethane mixture. The 17O selective enriched peptide was then released from the solid support by acidic cleavage. The 17O NMR spectrum confirmed the 17O labeling of the Asp β-carboxylate.
Original language | English (US) |
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Pages (from-to) | 7703-7705 |
Number of pages | 3 |
Journal | Tetrahedron Letters |
Volume | 42 |
Issue number | 43 |
DOIs | |
State | Published - Oct 22 2001 |
Externally published | Yes |
Keywords
- Aspartic acid
- Isotopic enrichment
- O NMR
- Oxygen-17
- RGD peptides
- Solid-phase O peptide enrichment
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry