Compositions and methods for chemical synthesis
AssigneeGAP Peptides LLC
InventorCole Seifert
Life of this patent
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Abstract
The disclosure relates to chemical compositions that can include anchor molecules for chemical synthesis. GAP anchor molecules can include GAP constituents, linker constituents, and spacer constituents. Anchor molecules can be used to synthetically manufacture peptides. A novel method of solution-phase peptide synthesis is also disclosed that utilizes novel group-assisted purification protecting groups to facilitate efficient, scalable chemistry to synthetically manufacture peptides.
Claims32
A chemical composition comprising a GAP constituent, a spacer constituent, and a linker constituent, wherein the spacer constituent is disposed between the GAP constituent and the linker constituent.
A chemical composition comprising a GAP anchor, selected from the group consisting of:
- wherein:
- Y is selected from the group consisting of:
- S, O, NH, NMe, NEt, and N-iPr;
- R1 is selected from the group consisting of:
- H, —(CH2)a—H (wherein “a” is selected from the group consisting of any integer from 0 to 30), —CCl3, —CF3, phenyl, isopropyl, tert-butyl, chlorophenyl, dichlorophenyl, methoxyphenyl, and dimethoxyphenyl;
- R2 is selected from the group consisting of:
- —(CH2)b—H (wherein “b” is any integer from 1 to 30), —CCl3, —CF3, phenyl, isopropyl, tert-butyl, chlorophenyl, dichlorophenyl, methoxyphenyl, and dimethoxyphenyl;
- R6 is selected from the group consisting of CyH(2y+1) (wherein “y” is any integer from 1 to 30), YCyH(2y+1) (wherein “y” is any integer from 1 to 30 and Y is as defined above), (2-ethyl)hexyl, and isooctyl;
- and
- L is a variable.
A method for synthesizing a peptide, the method comprising the steps of:
- coupling a first amino acid to an anchor molecule, wherein the anchor molecule comprises a GAP constituent and a linker constituent, and wherein the first amino acid is attached to the linker constituent of the anchor molecule;
- forming a peptide bond between a second amino acid and the first amino acid;
- and
- removing the anchor molecule from the first amino acid.
A method of forming a composition comprising a GAP anchor, the method comprising the steps of:
- providing a GAP constituent;
- and
- attaching the GAP constituent to a linker constituent.
A method for synthesizing a peptide, the method comprising the steps of:
- coupling a GAP anchor to a first amino acid;
- forming a peptide bond between a second amino acid and the first amino acid;
- and
- removing the GAP anchor from the first amino acid;
- wherein the GAP anchor is selected from the group consisting of:
- wherein n=2 or 9;
- wherein R═H, Me, Et, or iPr;
- wherein n=0 or 2;
- wherein n=0 or 2, and wherein Y═O, NMe, NEt, or N-iPr;
- wherein n=0 or 2;
- wherein n=0 or 2, and wherein Y═O, NMe, NEt, or N-iPr;
- and
- wherein n=0 or 2.
- wherein n=0 or 2.
Dependencies are inferred from the claim text.