N6 2ae nad

Example 2

[Figure (not displayed)]

5-Ethyl-1-carboxybutyl phenazine derivative (2) was synthesized according to the method described in WO 2009/118157. 44.8 mg (57 μmop of N⁶-2AE-NAD (Dojindo Molecular Technologies, Inc.) was dissolved in 1 mL of 100 mmol/L phosphate buffer (pH 7.4), 40 mg (209 μmop of WSC (1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride) and 88.7 mg (209 μmop of compound 2 were added and reacted at room temperature for 20 hours. The reaction mixture was purified with a reverse phase HPLC and vacuum dried in a desiccator to afford 15 mg of red solid of compound I-4.

Example 1

[Figure (not displayed)]

5-Methyl-1-carboxybutyl phenazine derivative (1) was synthesized according to the method described in WO 2009/118157. 40 mg (57 μmol) of N⁶-2AE-NAD (Dojindo Molecular Technologies, Inc.) was dissolved in 1 mL of 100 mmol/L phosphate buffer (pH 7.4), 40 mg (209 μmol) of WSC (1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride) and 85.8 mg (209 μmol) of compound 1 were added and reacted at room temperature for 20 hours. The reaction mixture was purified with a reverse phase HPLC and vacuum dried in a desiccator to afford 12 mg of red solid of compound I-1.