Premium
Synthesis of tritium labelled delta sleep‐inducing peptide
Author(s) -
Giraud Matthieu,
Morgat JeanLouis,
Cavelier Florine,
Martinez Jean
Publication year - 2001
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.477
Subject(s) - chemistry , tritium , yield (engineering) , peptide , catalysis , tritium illumination , cleavage (geology) , specific activity , peptide synthesis , combinatorial chemistry , medicinal chemistry , stereochemistry , radiochemistry , organic chemistry , biochemistry , enzyme , materials science , physics , geotechnical engineering , fracture (geology) , nuclear physics , engineering , metallurgy
The α , β ‐dehydro precursor of the delta sleep‐inducing peptide (DSIP) for tritiation was prepared prior to tritiation using a 3+6 fragment coupling strategy on a solid support. The first fragment, α , β ‐dehydrotripeptide, was prepared in solution in five steps in 79% overall yield while the second fragment was obtained by a step by step peptide synthesis on a Wang resin using an Fmoc strategy. The α , β ‐dehydrotripeptide was coupled to the fragment linked to the resin, followed by a deprotection/cleavage step to yield the α , β ‐dehydro‐DSIP, 7 . Catalytic reduction of unsaturated DSIP using tritium gas and palladium oxide as catalyst gave [ 3 H]DSIP having a specific activity of 1.184 TBq/mmol(32 Ci/mmol). Copyright © 2001 John Wiley & Sons, Ltd.