Benzylthioether-linked solid support-bound thiol compounds and m

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...

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5253332, 5253333, 526336, 530334, 530336, 424 858, 424 88, A61K 3702, C08F 3606, C08F13606

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047866845

ABSTRACT:
A method for the synthesis of sulfydryl-containing peptides which comprises forming a benzylthioether-linked solid support-bound thiol compound having at least one functional group for generating at least one peptide bond, sequentially coupling at least one protected amino acid or peptide to the compound until a peptide having desired amino acid sequence is obtained, and cleaving the benzylthioether linkage to release the peptide from the support with concomitant regenertion of the sulfydryl group in the peptides. The invention also encompasses compounds having the general formula ##STR1## wherein X is H, NH.sub.2, ##STR2## or acyl-NHY, said acyl being an amino acid or a peptide; Y is H, COOH, CONHNH.sub.2, ##STR3## the ester COOR.sup.1 in which R.sup.1 is selected from the group consisting of methyl, ethyl, phenyl, ortho-nitrophenyl and para-nitrophenyl, the amide CONH.sub.2, or the amide CONHR.sup.2 in which R.sup.2 is an amino acid or peptide; and providing that X and Y cannot both be H.

REFERENCES:
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"N-Hydroxyverbindungen als Katalysatoren fur die Aminolyse aktivierter Ester", Wolfgang Konig and Rolf Geiger, Chem. Ber., 106, pp. 3626-3635, 1973.
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"Bidirectional Solid-Phase Peptide Synthesis, Extension of the Dinitrophenylene-Bridging Method to Cysteine-Containing Peptides", John D. Glass, A. Talansky, Z. Grzonka, I. L. Schwartz, and Roderich Walter et al., Journal of the American Chemical Society, 96:20, Oct. 2, 1974.

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