Compositions and methods for chemical synthesis
AssigneeSederma
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.
Claims6
A chemical composition comprising a Group Assisted Purification (GAP) constituent, a spacer constituent, and a linker constituent, wherein the spacer constituent is disposed between the GAP constituent and the linker constituent, wherein the GAP constituent is selected from the group consisting of:
- wherein:
- A1 is selected from the group consisting of:
- S, O, NH, NMe, NEt, NBn, NPh, —C(O)—, and —(CH2)— (wherein “j” is as defined below);
- A2 is selected from the group consisting of:
- 0 and —(CH2)k— (wherein “k” is 0);
- A3 is selected from the group consisting of:
- NH, NMe, NEt, NBn, and NPh;
- R4 is selected from the group consisting of:
- —(CH2)m—H (wherein “m” is as defined below), —CCl3, —CF3, phenyl, isopropyl, tert-butyl, chlorophenyl, dichlorophenyl, methoxyphenyl, and dimethoxyphenyl;
- R5 is selected from the group consisting of:
- —(CH2)p-Me (wherein “p” is as defined below), —CCl3, —CF3, phenyl, isopropyl, tert-butyl, chlorophenyl, dichlorophenyl, methoxyphenyl, and dimethoxyphenyl;
- R6 is selected from the group consisting of Dpp and Dpop, wherein:
- Dpp is an abbreviation for the following:
- and
- Dpop is an abbreviation for the following:
- and
- j, m and p are separate values selected from the group consisting of any integer from 0 to 30;
- and
- wherein the linker constituent is selected from the group consisting of:
- wherein:
- X is 0;
- Y is selected from the group consisting of:
- S, NH, NMe, NEt, NBn, NPh, and 0;
- R1 is selected from the group consisting of:
- —(CH2)b—H (wherein “b” is as defined below), —CCl3, —CF3, phenyl, isopropyl, tert-butyl, chlorophenyl, dichlorophenyl, methoxyphenyl, and dimethoxyphenyl;
- R2 is selected from the group consisting of:
- —(CH2)c—H (wherein “c” is as defined below), —CCl3, —CF3, phenyl, isopropyl, tert-butyl, chlorophenyl, dichlorophenyl, methoxyphenyl, and dimethoxyphenyl;
- a, b, and c, are separate values selected from the group consisting of any integer from 0 to 30;
- and n is any integer from 1 to 30;
- and
- wherein the spacer constituent is selected from the group consisting of:
- wherein:
- Z1 is selected from the group consisting of:
- NH, NMe, NEt, NBn, and, NPh;
- Z2 is selected from the group consisting of:
- S, O, NH, NMe, NEt, NBn, NPh, —C(O)—, and —(CH2)e— (wherein “e” is as defined below);
- e, f, g, h, i, and z are separate values selected from the group consisting of any integer from 0 to 30;
- and
- R3 is selected from the group consisting of:
- H, methyl, ethyl, propyl, isopropyl, benzyl, isobutyl, sec-butyl, tert-butyl, 2-(methylmercapto)ethyl, and the structures listed below:
Dependencies are inferred from the claim text.