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US 5,874,532 AGranted
Method for solution phase synthesis of oligonucleotides and peptides
AssigneeNeXstar Pharmaceuticals, Inc.
InventorsWolfgang Pieken, Larry Gold
Life of this patent
Estimating the term…
Abstract
This invention discloses an improved method for the sequential solution phase synthesis of oligonucleotides and peptides. The method lends itself to automation and is ideally suited for large scale manufacture oligonucleotides with high efficiency.
Claims11
A method for the solution phase synthesis of peptides comprising:
- a) reacting an N-terminal protected amino acid monomer unit having the following formula:
- ##STR30## wherein R.sup.5 is selected from H or a protected known amino acid side chain;
- A is an amino protecting group;
- and
- X is selected from 3,5-hexadienoxy or sorbic amide, with a peptide starting material to form a reaction mixture containing a peptide product;
- and
- b) partitioning the peptide product from the unreacted peptide starting material, unreacted-terminal protected amino acid monomer unit, side-products and reagents based on the presence of the N-terminal protecting group.
4 more elements
A method for the solution phase synthesis of peptides comprising:
- a) reacting an N-terminal protected amino acid monomer unit having the following structure:
- ##STR31## wherein R.sup.5 is selected from H or a protected known amino acid side chain, with a peptide starting material to form a reaction mixture containing a peptide product;
- and
- b) partitioning the peptide product from the unreacted peptide starting material, unreacted-terminal protected amino acid monomer unit, side-products and reagents based on the presence of the N-terminal protecting group.
1 more element
A method for the solution phase synthesis of peptides comprising:
- a) reacting an N-terminal protected amino acid monomer unit having the following structure:
- ##STR32## wherein R.sup.5 is selected from H or a protected known amino acid side chain, with a peptide starting material to form a reaction mixture containing a peptide product;
- and
- b) partitioning the peptide product from the unreacted peptide starting material, unreacted terminal protected amino acid monomer unit, side-products and reagents based on the presence of the N-terminal protecting group.
1 more element
A method for the solution phase synthesis of peptides comprising:
- a) reacting an N-terminal protected amino acid monomer unit having the following formula:
- ##STR33## wherein R.sup.5 is selected from H or a protected known amino acid side chain, with a peptide starting material to form a reaction mixture containing a peptide product;
- and
- b) partitioning the peptide product from the unreacted peptide starting material, unreacted-terminal protected amino acid monomer unit, side-products and reagents based on the presence of the N-terminal protecting group.
1 more element
A method for the solution phase synthesis of peptides comprising:
- a) reacting an N-terminal protected amino acid monomer unit having the following formula:
- ##STR34## wherein R.sup.5 is selected from H or a protected known amino acid side chain;
- and
- A-X is an amino protecting group(s), with a peptide starting material to form a reaction mixture containing a peptide product;
- and
- b) partitioning the peptide product from the unreacted peptide starting material, unreacted N-terminal protected amino acid monomer unit, side-products and reagents by eluting the reaction mixture through a solid support that covalently reacts with X.
3 more elements
A method for the solution phase synthesis of peptides comprising:
- a) reacting an N-terminal protected amino acid monomer unit with a peptide starting material to form a reaction mixture containing a peptide product;
- and
- b) partitioning the peptide product from the unreacted peptide starting material, unreacted-terminal protected amino acid monomer unit, side-products and reagents based on the presence of the N-terminal protecting group by eluting the reaction mixture through a solid support, wherein said solid support is derivatized with a group selected from a diene, dienophile, mercaptan and borate.
A method for the solution phase synthesis of peptide nucleic acids comprising:
- a) reacting an N-terminal protected peptide nucleic acid monomer unit having the following structure:
- ##STR35## with a peptide starting material to form a reaction mixture containing a peptide nucleic acid product;
- and
- b) partitioning the peptide nucleic acid product from the unreacted peptide starting material, unreacted-terminal protected peptide nucleic acid monomer unit, side-products and reagents based on the presence of the N-terminal protecting group.
1 more element
Dependencies are inferred from the claim text.