Solid phase synthesis of peptides

Chemistry of carbon compounds – Miscellaneous organic carbon compounds

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2601125R, 106197R, C08G 6944

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active

040283151

ABSTRACT:
A process for bonding an amino acid to an insoluble hydroxymethyl polymer by esterifying the C-terminal carboxyl group of an N-terminal protected amino acid with the hydroxyl group of an insoluble hydroxymethyl polymer. The esterifying takes place at about room temperature in the presence of a condensing agent. The insoluble hydroxymethyl polymer is a hydroxymethylated copolymer of styrene and divinylbenzene, hydroxymethylcellulose, hydroxymethylated sulfonated polystyrene or polyvinyl alcohol. The condensing agent is dicyclohexylcarbodiimide, carbonyldiimidazole, thionyl chloride, phosphorous oxychloride or ethoxyacetylene. Peptides can be formed by bonding one or more amino acids to the amino acid bonded to the insoluble hydroxymethyl polymer.

REFERENCES:
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patent: 3645996 (1972-02-01), Southarel
patent: 3700609 (1972-10-01), Tregear et al.
Letsinger et al: J. Am. Chem. Soc., 86, 5163-5165 (1964).
Merrifield: J. Am. Chem. Soc., 85, 2149-2154 (1963).
Staab: Chem. Abstr., 53, 16041h (1959).

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