A polyionic micelle shielding system with reversible charge and its preparation method
A polyion and charge technology, applied in the field of polyionic micelle shielding system and its preparation, can solve the problems of obvious non-specific effect, short blood half-life, toxicity, etc., and achieve the effect of good solubility and good biocompatibility
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[0050] In the present invention, the preparation method of the nano shell with the structure of formula (I) comprising the following steps:
[0051] A) mixing polyethylene glycol, benzyloxycarbonyllysine-N-ring internal carboxylic acid anhydride and the first organic solvent, and reacting to obtain the first reaction solution;
[0052] B) mixing the first reaction solution and the second organic solvent, and filtering to obtain the first solid;
[0053] C) removing benzyloxycarbonyl from the first solid to obtain a second solid;
[0054] D) Dissolving the second solid in a second organic solvent, adding 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine and methylaconitic anhydride , react to obtain the third reaction solution;
[0055] E) Mixing the third reaction solution and the third organic solvent to obtain nanoshells.
[0056] Among them, in the present invention, polyethylene glycol, benzyloxycarbonyllysine-N-cyclic carboxylic acid ...
Embodiment 1
[0099] Example 1: Preparation of N(ε)-benzyloxycarbonyl-L-lysine-N-ring anhydride
[0100] Mix 1 g of the N-benzyloxycarbonyl-L-lysine and 0.6 g of bis(trichloromethyl)carbonate at 25°C, add tetrahydrofuran, heat to 50°C for 2 hours, after the reaction, the reaction mixture Settled in excess petroleum ether, separated, washed, recrystallized, and dried to obtain N(ε)-benzyloxycarbonyl-L-lysine-N-cyclic acid anhydride, see NMR figure 1 , figure 1 The nuclear magnetic spectrum of N(ε)-benzyloxycarbonyl-L-lysine-N-anhydride in the ring prepared for Example 1.
Embodiment 2
[0101] Embodiment 2: Preparation of gamma-benzylglutamic acid-N-ring internal acid anhydride
[0102] Mix 1 g of the γ-benzylglutamic acid with 0.6 g of bis(trichloromethyl)carbonate at 25°C, add tetrahydrofuran, heat to 50°C for 2 hours, and after the reaction is completed, dilute the reaction mixture in excess petroleum ether Settled in medium, separated, washed, recrystallized, and dried to obtain γ-benzylglutamic acid-N-ring acid anhydride. For the nuclear magnetic spectrum, see figure 2 , figure 2 The nuclear magnetic spectrum of the gamma-benzylglutamic acid-N-ring anhydride prepared for Example 2.
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