Synthesis of peptide-N-alkylamides on a new PS-TTEGDA polymer support using photolabile anchoring group

✍ Scribed by K.S. Kumar; V.N. Rajasekharan Pillai

• Book ID: 104209546
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 714 KB
• Volume: 55
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(99)00569-4

✦ Synopsis

Peptide-N-alkyismidm were synthesised on a new highly solveting copolymcr of 4% tetraethylmeglycol diaavistecross-linked polystyrene (PS-TI'EGDA) support. The polymer was synthesised by suspension polymcrimtion using a free radical initiator. The synthesis of C-terminal peptide-N-alkyhunide involve prier inCerlmratim of a litotolabile linker, 3-nitro-4-hr~omethyibenzoic acid to the aminomethylated suppot~ The N-a~'ylamino group act as an mchermg group for the peptide as well as a Immt fraction for the C-te-~i-~l modification of the attached peptide. Irradiation of the peptide-resin with 350 mn light in resulted in the release of peptide-N-al~amides. Synthetic utility of the new support was demonstrated by the synthesis of Bee-amino acid-N-alkyiamides end C-terminal peptide-N-alkyl amides in 75-80% yields and with high purity.