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EP0274998A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Resin support for solid phase peptide synthesis

Assignee: Monsanto Co
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Filing: 1987-12-22
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Granted: —
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Expires: 2007-12-22
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Abstract

Abstract A resin for solid phase peptide synthesis and a method for synthesizing the resin wherein the resin has a sulfoxide linkage which is stable to strong acid deprotecting conditions. The linkage can be reduced to a sulfide linkage which allows cleavage of the peptide from the resin under mild acid conditions.

Inventors

  • 👤 Daniel Paul Getman
  • 👤 Robert Martin Heintz

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-06 03:48
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/34; C07; C07K; C07K1/00; C07K1/04; C07K1/042; C08F8/04

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 50 words
A resin for solid phase peptide synthesis comprising the structure where P is a polymer support, R₁ is a substituted or unsubstituted aromatic, R₂ equals to an alkyl having 1 to 20 carbon atoms, R₃ is a substituted or unsubstituted phenyl and n and m independently equal 0 or 1.
Claim 2
Dependent Claim 50 words
A resin for solid phase peptide synthesis comprising the structure where P is a polymer support, R₁ is a substituted or unsubstituted aromatic, R₂ equals to an alkyl having 1 to 20 carbon atoms, R₃ is a substituted or unsubstituted phenyl and n and m independently equal 0 or 1.
Claim 3
Dependent Claim 14 words
The resin of Claim 1 wherein the polymer support is a crosslinked polystyrene gel.
Claim 4
Dependent Claim 21 words
The resin of Claim 1 wherein n and m equal 1, R₁ and R₃ are unsubstituted phenyls and R₂ is methylene.
Claim 5
Dependent Claim 16 words
A resin for solid phase peptide synthesis comprising the structure where P is a polymer support.
Claim 6
Dependent Claim 16 words
A resin for solid phase peptide synthesis comprising the structure where P is a polymer support.
Claim 7
Independent Claim 102 words
A method of synthesizing a resin for solid phase peptide synthesis comprising (1) reacting a polymer support, P, capable of undergoing a nucleophilic reaction with a mercaptan of the formula HS-R₃CH₂OH where R₃ is a substituted or unsubstituted phenyl, to form a sulfide resin of the formula P-R₁ -R₂ -S-R₃CH₂OH where R₁ is a substituted or unsubstituted aromatic and R₂ is an alkyl having 1 to 20 carbon atoms and n and m independently equal 1 or 0 and (2) oxidizing the sulfide resin to form a sulfoxide resin of the formula where R₁, R₂ R₃, n and m are defined above.
Claim 8
Independent Claim 102 words
A method of synthesizing a resin for solid phase peptide synthesis comprising (1) reacting a polymer support, P, capable of undergoing a nucleophilic reaction with a mercaptan of the formula HS-R₃CH₂OH where R₃ is a substituted or unsubstituted phenyl, to form a sulfide resin of the formula P-R₁ -R₂ -S-R₃CH₂OH where R₁ is a substituted or unsubstituted aromatic and R₂ is an alkyl having 1 to 20 carbon atoms and n and m independently equal 1 or 0 and (2) oxidizing the sulfide resin to form a sulfoxide resin of the formula where R₁, R₂ R₃, n and m are defined above.
Claim 9
Dependent Claim 14 words
The method of Claim 5 wherein the polymer support is a crosslinked polystyrene gel.
Claim 10
Dependent Claim 21 words
The method of Claim 5 where n and m equal 1, R₁ and R₃ are unsubstituted phenyls and R₂ is methylene.
Claim 11
Dependent Claim 20 words
The method of Claim 5 wherein the sulfoxide resin is of the formula where P is a crosslinked polystyrene resin.
Claim 12
Dependent Claim 17 words
The resin of Claims 1, 2, 3 or 4 wherein the sulfoxide is reduced to a sulfide.

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