Utilization of a nitrobenzoxadiazole (NBD) fluorophore in the design of a Grb2 SH2 domain-binding peptide mimetic

Zhen-Dan Shi; Rajeshri G Karki; Shinya Oishi; Karen M Worthy; Lakshman K Bindu; Pathirage G Dharmawardana; Marc C Nicklaus; Donald P Bottaro; Robert J Fisher; Terrence R Burke Jr

doi:10.1016/j.bmcl.2005.01.017

Utilization of a nitrobenzoxadiazole (NBD) fluorophore in the design of a Grb2 SH2 domain-binding peptide mimetic

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1385-8. doi: 10.1016/j.bmcl.2005.01.017.

Authors

Zhen-Dan Shi¹, Rajeshri G Karki, Shinya Oishi, Karen M Worthy, Lakshman K Bindu, Pathirage G Dharmawardana, Marc C Nicklaus, Donald P Bottaro, Robert J Fisher, Terrence R Burke Jr

Affiliation

¹ Laboratory of Medicinal Chemistry, CCR, NCI, NIH, Frederick, MD 21702, USA.

PMID: 15713392
DOI: 10.1016/j.bmcl.2005.01.017

Abstract

Fluorescence labeling has become a general technique for studying the intracellular accumulation and localization of exogenously administered materials. Reported herein is a low nanomolar affinity Grb2 SH2 domain-binding antagonist that utilizes the environmentally-sensitive nitrobenzoxadiazole (NBD) fluorophore as a naphthyl replacement. This novel agent should serve as a useful tool to visualize the actions of this class of Grb2 SH2 domain-binding antagonists in whole cell systems.

MeSH terms

Adaptor Proteins, Signal Transducing / antagonists & inhibitors*
Binding, Competitive
Drug Design
Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
GRB2 Adaptor Protein
Ligands
Molecular Conformation
Molecular Mimicry
Oxadiazoles / chemical synthesis
Oxadiazoles / chemistry*
Peptides / chemistry*
Peptides / pharmacology*
Protein Binding / drug effects
Staining and Labeling / methods
Structure-Activity Relationship
src Homology Domains / drug effects*

Substances

Adaptor Proteins, Signal Transducing
Fluorescent Dyes
GRB2 Adaptor Protein
Ligands
Oxadiazoles
Peptides