Composition for detection of glucose in solutions also containing an alpha-hydroxy acid or a beta-diketone and method thereof
A technology of glucose and hydroxy acid, which is applied in the fields of biochemical equipment and methods, drug combinations, sugar derivatives, etc., can solve the problems such as the decline of specificity of glucose testing methods.
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Embodiment 1
[0079] Water-soluble copolymers of anthracene derivatives and MAPTAC
[0080] I. Synthesis of Monoborate-Anthracene Indicators Copolymerized in Water-Soluble Polymers
[0081] A.9-[3-(Methacrylamido)propylamino]methylanthracene
[0082] Add N-(3-aminopropyl)methacrylamide hydrochloride (11.82g, 66.0mmol, 3.0 equivalents), DBMP (10mg, as indicator) and 250mL CHCl at 0°C 3 To the resulting suspension was added DIEA (18.5 g, 25.0 mL, 144 mmol, 6.5 equiv) dropwise over 20 minutes. The reaction mixture was allowed to warm to 25°C and then cooled to 0°C. 9-Chloromethylanthracene (5.0 g, 22 mmol) and CHCl were added dropwise to the cooled reaction mixture 3 (100mL) for a solution that takes 20 minutes. Thereafter, the reaction was stirred at 25°C for 1 hour, at 50°C for 12 hours, and at 70°C for 2 hours. The reaction mixture was then washed with water (4×60 mL), the aqueous phases were combined, CH 2 Cl 2 extraction. Combined organic phases, anhydrous Na 2 SO 4 After drying...
Embodiment 2
[0093] Modulation of Glucose and Potential Biogenic Interfering Substances on Diboronic Ester Indicators Covalently Attached to Water-Soluble Polymers
[0094] I. Synthesis of Monomethacrylate Monomers of Diboronate-Anthracene Indicators
[0095]
[0096] A. 9,10-bis[[2-(2-hydroxyethoxy)ethylamino]methyl]-anthracene
[0097] 2-(2-Hydroxyethoxy)ethanol (31.4g, 30.0mL, 299mmol, 20.9eq) and 40mL CHCl 3 To the resulting solution was added 9,10-bis(chloromethyl)anthracene (3.94 g, 14.3 mmol). Stir the reaction in the dark for 67 hours. Thereafter 100 mL of CH was added 2 Cl 2 , saturated NaHCO 3 Wash (1 x 50 mL, 2 x 100 mL). Anhydrous Na for organic extract 2 SO 4 Dry, filter, and concentrate the filtrate to obtain 4.67 g of yellow powder (yield: 79%). The resulting product (purity ~85% by RP-HPLC analysis) was used directly.
[0098] HPLC conditions: HP 1100HPLC chromatograph, Vydac 201TP chromatographic column (10 × 250mm), sample volume: 0.100mL, flow rate: 2mL / min,...
Embodiment 3
[0115] Influence of lactate in solution on the fluorescence dose-response relationship of glucose-diborate anthracene indicator
[0116]
[0117] A. 9,10-bis[[2-(tert-butoxycarbonyl)ethylamino]methyl]-anthracene
[0118] At 23°C, of β-alanine tert-butyl ester hydrochloride (3.06g, 16.8mmol, 5.09eq), DIEA (4.27g, 5.75mL, 33.0mmol, 10.00eq), 9,10-bis(chloromethyl Base) anthracene (0.910g, 3.31mmol) and 75mL CHCl 3 The resulting solution was stirred and reacted in the dark for 93 hours. Thereafter the reaction solution was filtered, saturated NaHCO 3 Wash with aqueous solution (1×40 mL, 2×60 mL). Anhydrous Na for organic extract 2 SO 4 Dry, filter, and concentrate to give a crude yellow solid. The residue was separated and purified by silica gel column chromatography (30 g crude silica gel, 0-3% CH 3 OH / CH 2 Cl 2 ) to obtain 1.06 g of orange-yellow sticky substance (yield: 65%). The product is used directly.
[0119] TLC: Merck silica gel 60 plate, Rf0.33, develop...
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