Compositions and methods of synthesizing shape shifting cyclic peptides (Sscp) and their use in the identification of novel therapeutic compounds

Patent metadata

Field	Value
Publication number	US-12358952-B2
Application number	US-202218272674-A
Country	US
Kind code	B2
Filing date	Jan 19, 2022
Priority date	Jan 19, 2021
Publication date	Jul 15, 2025
Grant date	Jul 15, 2025

Abstract

The invention described herein includes a novel platform for the development of novel shapeshifting drug-like compounds that overcome physical mass limitations as they possess the ability to interconvert internally and spontaneously, i.e., shapeshift, between multiple chemical structures with varying pharmacophore properties. In one preferred embodiment, the invention include systems, methods, and compositions for the synthesis of novel bullvalene amino acid (Bvas) compounds that may further be incorporated into Shape Shifting Cyclic Peptides (SSCP) with varying pharmacophore properties and their use as novel therapeutic compounds.

First claim

What is claimed is:

1. A di-substituted bullvalene amino acid (Bva) composition according to Formula (I-A):

wherein R is H, a protecting group, Boc, or Fmoc.

2. A tri-substituted bullvalene amino acid (Bva) composition according to Formula (I-B):

wherein R is H, a protecting group, Boc, or Fmoc; and
wherein

 comprises a canonical and/or non-canonical side-chain optionally selected from the group consisting of:

3. The composition of claim 1 , wherein the composition comprises an Fmoc-Bva and is further incorporated into a Fmoc-solid phase peptide synthesis (SPPS) system forming a linear peptide coupled with said Fmoc-Bva which can be cyclized forming a Shape Shifting Cyclic Peptide (SSCP).

4. The composition of claim 2 , wherein the composition comprises an Fmoc-Bva and is further incorporated into a Fmoc-solid phase peptide synthesis (SPPS) system forming a linear peptide coupled with said Fmoc-Bva which can be cyclized forming a Shape Shifting Cyclic Peptide (SSCP).

Assignees

• Univ Colorado Regents

Inventors

• Stowell Michael
• Old William
• Worrell Brady
• Mayer John

Classifications

• C07K1/04

  on carriers {(C07K1/003, C07K1/006 take precedence)} · CPC title

• C07K1/006

  of peptides containing derivatised side chain amino acids · CPC title

• G16B35/10

  Design of libraries · CPC title

• C07K7/56 Primary

  the cyclisation not occurring through 2,4-diamino-butanoic acid · CPC title

• C40B30/04

  by measuring the ability to specifically bind a target molecule, e.g. antibody-antigen binding, receptor-ligand binding · CPC title