Development of a dual fluorogenic and chromogenic dipeptidyl peptidase IV substrate
Development of a dual fluorogenic and chromogenic dipeptidyl peptidase IV substrate
Received 26 January 2006; revised 13 February 2006; accepted 15 February 2006. Available online 6 March 2006.
Nan-Hui Ho, Ralph Weissleder and Ching-Hsuan Tung
Bioorganic & Medicinal Chemistry Letters
Volume 16, Issue 10 , 15 May 2006
ScienceDirect
Center for Molecular Imaging Research, Massachusetts General Hospital, Harvard Medical School, Charlestown, MA 02129, USA
Abstract
A new far-red dual fluorogenic and chromogenic substrate, 5-glycylprolylglycylprolyl-9-di-3-sulfonyl-propylaminobenza[a]phenoxazonium perchlorate (GPGP-2SBPO), was developed for dipeptidyl peptidase IV (DPP-IV) sensing. The glycylprolylglycylprolyl tetrapeptide was chosen as the recognition sequence due to its stability under physiological conditions. In contrast, the truncated substrate, GP-2SBPO, containing only a glycylprolyl peptide, is unstable. Proteolysis of GPGP-2SBPO was assayed by monitoring the absorbance and fluorescence signals from the released fluorochrome, 2SBPO, at 625 and 670 nm, respectively.
Graphical abstract
A water-soluble far-red tetrapeptide substrate was developed to sense DPP-IV activity.
Keywords: Dipeptidyl peptidase; DPP-IV; Fluorogenic; Chromogenic; Fluorescent assay
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