L-Glutamic acid γ-(4-nitroanilide)

Description

L-Glutamic acid γ-(4-nitroanilide) is a substrate for γ-glutamyltransferase (GGT). It is an important enzyme that is widely used in biocatalysis and clinical diagnostics.

Chemical properties

cream coloured to light yellow powder

The Uses of L-Glutamic acid γ-(4-nitroanilide)

Substrate for gamma-glutamyl transpeptidase

Preparation

To a microwave vial containing a solution of Boc-L-glutamic acid tert-butyl ester (0.165 mmol, 1.0 equiv) and HATU (0.165 mmol, 1.0 equiv) in DMF (1.65 mL) was added the amine followed by DIPEA (57.5 μL, 2.0 equiv). The vial was sealed and heated under microwave irradiation for 30 min at 120 °C. Upon completion, the reaction was partitioned between water and CH2Cl2, extracted 3× with CH2Cl2, dried over anhydrous Na2SO4, and concentrated under vacuum. Compounds were purified via reverse phase chromatography (5-95% acetonitrile/water) to afford the N-Boc-glutamylanilide-tert-butyl esters. The compounds were transferred to vials followed by the addition of 2.0 mL of 4.0 M HCl in dioxane. The reaction stirred at 40 °C for 4 h. The reactions were concentrated under vacuum to afford L-Glutamic acid γ-(4-nitroanilide).

Solubility in water

Soluble in water, formic acid (50 mg/ml), and 0.5mol/l hydrochloric acid. Chloroform: Slightly soluble. DMF: Slightly soluble. DMSO: Slightly soluble. Ethanol: Slightly soluble. Methanol: Slightly soluble. PBS (pH 7.2): Slightly soluble