Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide

Short peptides containing the Arg-Gly-Asp (RGD) fragment can selectively bind to integrins on the surface of tumor cells and are attractive transport molecules for the targeted delivery of therapeutic and diagnostic agents to tumors (for example, glioblastoma). We have demonstrated the possibility of obtaining the N- and C-protected RGD peptide containing 3-amino-closo-carborane and a glutaric acid residue as a linker fragment. The resulting carboranyl derivatives of the protected RGD peptide are of interest as starting compounds in the synthesis of unprotected or selectively protected peptides, as well as building blocks for preparation of boron-containing derivatives of the RGD peptide of a more complex structure.

Automated summary

Short peptides containing the Arg-Gly-Asp (RGD) fragment have the potential to selectively bind to integrins on tumor cells and serve as ideal transport molecules for targeted delivery of therapeutic and diagnostic agents to tumors, such as glioblastoma. We have demonstrated the feasibility of obtaining N- and C-protected RGD peptides with 3-amino-closo-carborane and a glutaric acid residue as a linker fragment. The resulting carboranyl derivatives of the protected RGD peptide are of great interest for the synthesis of unprotected or selectively protected peptides, as well as for the preparation of more structurally complex boron-containing derivatives of the RGD peptide.