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AssigneeMount Sinai School of Medicine of the City University of New York
InventorJohn D. Glass
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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.
In a method of synthesizing sulfhydryl-containing peptides, the improvement comprising
In a method of synthesizing sulfhydryl-containing peptides, the improvement comprising
A benzylthioether-linked solid support-bound thiol compound having the formula ##STR19## wherein X is H, NH.sub.2, ##STR20## or acyl-NHY, said acyl being an amino acid or a peptide;
A benzylthioether-linked solid support-bound thiol compound of formula ##STR22##
A benzylthioether-linked solid support-bound thiol compound of formula ##STR23##
A benzylthioether-linked solid support-bound thiol compound of formula ##STR24##
An antigen comprising a synthesized peptide containing therein a C-terminal cysteamine wherein the C-terminal reactive group of the peptide is a free sulfhydryl group of said cysteamine, said synthesized peptide being conjugatable through the free sulfhydryl group to a carrier protein.
An anitgen comprising a synthesized peptide containing therein an N-terminal .beta.-mercaptopropionic acid wherein the N-terminal reactive group of the peptide is a free sulfhydryl group of said .beta.-mercaptopropionic acid, said synthesized peptide being conjugatable through the free sulfhydryl group to a carrier protein.
An antibody which specifically binds to an antigen comprising a synthesized peptide containing therein a C-terminal cysteamine wherein the C-terminal reactive group of the peptide is a free sulfydryl group of said cysteamine, said peptide being conjugatable through the free sulfhydryl group to a carrier protein such that upon immunization of a suitable host, the conjugate elicits production of the antibody.
An antibody which specifically binds to an antigen comprising a synthesized peptide containing therein an N-terminal .beta.-mercaptopropionic acid wherein the N-terminal reactive group of the peptide is a free sulfhydryl group of said .beta.-mercaptopropionic acid, said synthesized peptide being conjugatable through the free sulfhydryl group to a carrier protein such that upon immunization of a suitable host, the conjugate elicits production of the antibody.
Dependencies are inferred from the claim text.