Method for preparing zinc-histidine self-assembly biomimetric complex, zinc-histidine self-assembly complex prepared by said method, and method for reducing carbon dioxide using said zinc-histidine self-assembly complex

Patent metadata

Field	Value
Publication number	US-9598288-B2
Application number	US-201414456106-A
Country	US
Kind code	B2
Filing date	Aug 11, 2014
Priority date	Dec 3, 2013
Publication date	Mar 21, 2017
Grant date	Mar 21, 2017

Abstract

Method for preparing zinc-histidine self-assembly biomimetic complex activating reaction to convert carbon dioxide into bicarbonate ion, zinc-histidine self-assembly biomimetic complex by preparation method, and method for reducing carbon dioxide using zinc-histidine self-assembly biomimetic complex. The preparation includes: mixing L-histidine and p-toluene sulfonic acid in first organic solvent to form first mixed solution and recrystallizing first mixed solution with ethyl ether to prepare first mixed substance; mixing first mixed substance with azelaic acid in second organic solvent to form second mixed substance containing imidazole and amide groups; mixing second mixed substance with NaOH and HCl in third organic solvent to form third mixed solution and recrystallizing third mixed solution with ethyl ether to prepare third mixed substance having amphiphilic characteristic; and mixing third mixed substance with aqueous solution of zinc precursor and causing self-assembly to prepare zinc-containing self-assembly biomimetic complex.

First claim

What is claimed is:

1. A method for preparing a carbonic anhydrase-mimetic self-assembly complex, comprising:
(a) mixing L-histidine and p-toluene sulfonic acid in a first organic solvent to form a first mixed solution and recrystallizing the first mixed solution with ethyl ether to prepare a first mixed substance;
(b) mixing the first mixed substance with azelaic acid in a second organic solvent to form a second mixed substance containing an imidazole group and an amide group;
(c) mixing the second mixed substance with sodium hydroxide (NaOH) and hydrochloric acid (HCl) in a third organic solvent to form a third mixed solution and recrystallizing the third mixed solution with ethyl ether to prepare a third mixed substance having an amphiphilic characteristic; and
(d) mixing the third mixed substance of the step (c) with an aqueous solution of a zinc precursor and causing a self-assembly to prepare a zinc-containing self-assembly biomimetic complex.

2. The method as claimed in claim 1 , wherein the first organic solvent is a mixture of benzyl alcohol and chloroform.

3. The method as claimed in claim 1 , wherein the step (a) is carried out at 80° C. for 12 hours.

4. The method as claimed in claim 1 , wherein the first mixed substance is histidine benzyl ester.

5. The method as claimed in claim 1 , wherein the second organic solvent is a mixture of N,N-diisopropylethylamine (DIEA), n-hydroxysuccinimide (NHS), o-benzotriazole-N,N,N′,N′-tetramethyl-uronium-hexafluoro-phosphate (HBTU), and dimethylformamide (DMF).

6. The method as claimed in claim 1 , wherein the step (b) is carried out at 25° C. for 2 to 6 hours.

7. The method as claimed in claim 1 , wherein the step (c) is carried out at 70° C. for 4 to 6 hours.

8. The method as claimed in claim 1 , wherein the third mixed substance having an amphiphilic characteristic is histidine(His)-C7.

9. The method as claimed in claim 1 , wherein the zinc-containing self-assembly biomimetic complex of the step (d) is (His) m -Zn 2+ —(H 2 O) n , wherein m is 1, 2 or 3; and n is 0, 1 or 2.

10. The method as claimed in claim 8 , wherein in the self-assembly step (d), the concentration of histidine(His)-C7 is 2 to 4 mM and the concentration of the zinc precursor is 0.01 to 10 mM.

11. The method as claimed in claim 10 , wherein the zinc precursor is zinc chloride (ZnCl 2 ).

Assignees

• Industry-Academic Cooperation Foundation Yonsei Univ

Inventors

• Lee Sang-Yup
• Kim Min-Chul
• Lee Yu-Kyoung
• Kim Sunhyung
• Kwak Jinyoung
• Lim Youngjoon
• Park Sangwoo

Classifications

• C07F3/06 Primary

  Zinc compounds · CPC title

• C01B31/24 Primary

  Chemistry & Metallurgy · mapped topic

• C01B32/60

  Preparation of carbonates or bicarbonates in general (of percarbonates C01B15/10; of specific carbonates or bicarbonates according to the cation C01B-C01G) · CPC title

• B01D53/62 Primary

  Carbon oxides · CPC title

• C12N9/88

  Lyases (4.) · CPC title