Near-infrared fluorescent divalent RGD ligand for integrin αvβ3-targeted optical imaging

Yunpeng Ye; Walter Akers; Baogang Xu; Sharon Bloch; Charles Odonkor; Samuel Achilefu

doi:10.1016/j.bmcl.2012.07.044

Near-infrared fluorescent divalent RGD ligand for integrin α_vβ₃-targeted optical imaging

Yunpeng Ye, Walter Akers, Baogang Xu, Sharon Bloch, Charles Odonkor, Samuel Achilefu

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

A new near-infrared fluorescent compound containing two cyclic RGD motifs, cypate-[c(RGDfK)]₂ (1), was synthesized based on a carbocyanine fluorophore bearing two carboxylic acid groups (cypate) for integrin α_vβ₃-targeting. Compared with its monovalent counterpart cypate-c(RGDfK) (2), 1 exhibited remarkable improvements in integrin α_vβ₃ binding affinity and tumor uptake in nude mice of A549. The results suggest that cypate-linked divalent ligands can serve as an important molecular platform for exploring receptor-targeted optical imaging and treatment of various diseases.

Original language	English (US)
Pages (from-to)	5405-5409
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	17
DOIs	https://doi.org/10.1016/j.bmcl.2012.07.044
State	Published - Sep 1 2012
Externally published	Yes

Keywords

Cypate
Divalent ligand
Integrin αβ
Optical imaging
RGD peptide

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmcl.2012.07.044

Cite this

@article{7af1895f28cd406ab825dea010223d8e,

title = "Near-infrared fluorescent divalent RGD ligand for integrin αvβ3-targeted optical imaging",

abstract = "A new near-infrared fluorescent compound containing two cyclic RGD motifs, cypate-[c(RGDfK)]2 (1), was synthesized based on a carbocyanine fluorophore bearing two carboxylic acid groups (cypate) for integrin αvβ3-targeting. Compared with its monovalent counterpart cypate-c(RGDfK) (2), 1 exhibited remarkable improvements in integrin αvβ3 binding affinity and tumor uptake in nude mice of A549. The results suggest that cypate-linked divalent ligands can serve as an important molecular platform for exploring receptor-targeted optical imaging and treatment of various diseases.",

keywords = "Cypate, Divalent ligand, Integrin αβ, Optical imaging, RGD peptide",

author = "Yunpeng Ye and Walter Akers and Baogang Xu and Sharon Bloch and Charles Odonkor and Samuel Achilefu",

note = "Funding Information: This study is based upon work supported in part by the NIH grants R01 CA109754, R33 CA123537, R01 EB008111, and R01 EB007276. ",

year = "2012",

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doi = "10.1016/j.bmcl.2012.07.044",

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journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

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T1 - Near-infrared fluorescent divalent RGD ligand for integrin αvβ3-targeted optical imaging

AU - Ye, Yunpeng

AU - Akers, Walter

AU - Xu, Baogang

AU - Bloch, Sharon

AU - Odonkor, Charles

AU - Achilefu, Samuel

N1 - Funding Information: This study is based upon work supported in part by the NIH grants R01 CA109754, R33 CA123537, R01 EB008111, and R01 EB007276.

PY - 2012/9/1

Y1 - 2012/9/1

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AB - A new near-infrared fluorescent compound containing two cyclic RGD motifs, cypate-[c(RGDfK)]2 (1), was synthesized based on a carbocyanine fluorophore bearing two carboxylic acid groups (cypate) for integrin αvβ3-targeting. Compared with its monovalent counterpart cypate-c(RGDfK) (2), 1 exhibited remarkable improvements in integrin αvβ3 binding affinity and tumor uptake in nude mice of A549. The results suggest that cypate-linked divalent ligands can serve as an important molecular platform for exploring receptor-targeted optical imaging and treatment of various diseases.

KW - Cypate

KW - Divalent ligand

KW - Integrin αβ

KW - Optical imaging

KW - RGD peptide

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