The solid phase synthesis of peptides containing an arginine residue with an unprotected guanidine group
β Scribed by Yu. A. Rubina; Zh. D. Bespalova; V. N. Bushuev
- Book ID
- 110669433
- Publisher
- SP MAIK Nauka/Interperiodica
- Year
- 2000
- Tongue
- English
- Weight
- 852 KB
- Volume
- 26
- Category
- Article
- ISSN
- 1068-1620
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π SIMILAR VOLUMES
An amino acid bearing an unprotected ketone group, (2S)-aminolevulinic acid, was incorporated into a synthetic peptide using standard FroΒ©c-based solid-phase methods. The ketone group remained unharmed during the synthesis and provided a uniquely reactive functional group for covalent modification o
Et a ) L-Amino-acid ester, cat. TsOH, MeCN, 30-80". b ) HgCI,, MeCN/H,O 3:1, r.t. Pd(dba), (3 mol-Yo) and PPh, (12 mol-%) at 25-30Β° for 8-10 h gave the mono-ally1 derivatives 4a-e, 5a, b, and 6a, b in yields of 40-80%0 (Scheme 3 ) , the diastereoisomeric excess (de) being 1 H 5 %, as reported earlie
protected The allylic handle -0-CH2-CH-CH-CH2-0-CH2-CO-has been used in the synthesis of peptide fro ments on aminomethyl polystyrene. The palladium-catalyzed hydrostannolytic cleavage il of t e peptide fragments from the resin occurs under very mild conditions.