Check patentability & draft patents in minutes with Patsnap Eureka AI!

Amino acid derivative modified by arylborate, preparation method and application of same

A technology of aryl borate ester and hydroxy amino acid, which is applied in the field of aryl borate modified amino acid derivatives and their preparation, achieving the effects of simple preparation method, convenient structure and performance regulation, and wide application

Inactive Publication Date: 2017-08-29
JINAN UNIVERSITY
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the preparation and comprehensive performance of the existing aryl borate oxidation response system still need to be optimized and improved, which cannot meet the actual application needs.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Amino acid derivative modified by arylborate, preparation method and application of same
  • Amino acid derivative modified by arylborate, preparation method and application of same
  • Amino acid derivative modified by arylborate, preparation method and application of same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] The preparation of aryl borate modified tert-butoxycarbonylserine comprises the following steps:

[0044] 677mg (3.3mmol) of tert-butoxycarbonyl (Boc) serine (C 8 h 15 NO 5 ) was dissolved in 20 mL of anhydrous DMF, 216 mg (9 mmol) of NaH was added, stirred for 30 min, and 20 mL of anhydrous DMF containing 890 mg (3 mmol) of 4-bromomethylphenylboronic acid pinacol ester was added, and reacted at room temperature for 12 h. After the reaction was completed, disperse with water, extract the system three times each with chloroform and ethyl acetate, collect the organic phase, spin dry, and obtain 700 mg of aryl borate-modified tert-butoxycarbonylserine by column chromatography. 1 H NMR spectrum and molecular formula such as figure 1 Shown, the mass spectrum see figure 2 .

Embodiment 2

[0046] The preparation of aryl borate modified tert-butoxycarbonylserine methyl ester comprises the following steps:

[0047] 756mg (3.3mmol) of tert-butoxycarbonyl (Boc) serine methyl ester (C 9 h 17 NO 5 ) was dissolved in 20mL of anhydrous acetonitrile, added 486mg (9mmol) of potassium hydroxide, stirred for 30min, added 890mg (3mmol) of 4-bromomethylphenylboronic acid pinacol ester, reacted at 65°C for 2h, suction filtered, and the filtrate was vortexed Drying, column chromatography purification to obtain aryl boronate modified tert-butoxycarbonylserine methyl ester.

Embodiment 3

[0049] The preparation of aryl boronate modified acetylserine comprises the following steps:

[0050] Dissolve 485mg (3.3mmol) of acetylserine in 8mL of anhydrous DMF, add 216mg (9mmol) of NaH, stir for 30min under ice-bath conditions, take 890mg (3mmol) of 4-bromomethylphenyl borate Disperse, extract three times with ethyl acetate, collect the organic phase, anhydrous Na 2 SO 4 Drying overnight, spin-drying, and column chromatography purification to obtain aryl boronate modified acetylserine, which 1 H NMR spectrum as image 3 Shown, the mass spectrum see Figure 4 .

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an amino acid derivative modified by arylborate, a preparation method and an application of same. The structure of the derivative is represented as the formula (I). The preparation method is simple. The amino acid derivative modified by arylborate, on the basis of remaining reactive properties of amino groups and / or carboxyl groups thereof, has oxidizing property. The invention provides a novel construction unit for oxidizing-responsive materials, wherein conditioning on structures and performances of oxidizing-responsive active reagents and materials is conveniently achieved with matured amino acid modification and condensation technologies, so that the derivative has wide application in the field of intelligent responsive biomedical materials.

Description

technical field [0001] The invention belongs to the field of biological materials, and in particular relates to an amino acid derivative modified by an aryl borate ester and a preparation method and application thereof. Background technique [0002] Amino acids are a class of organic substances with amino and carboxyl groups. They are the basic units of protein molecules in organisms and are closely related to the life activities of organisms. Therefore, amino acids and the bioactive peptides and proteins formed by condensation have important application value in the medical field. [0003] In recent years, amino acid polymers, including polyamino acids, pseudo amino acids, and amino acid-non-amino acid copolymers, have been widely used in genetic Applications in biomedical fields such as drug carrier systems and tissue engineering and artificial organs have received extensive attention. [0004] Using amino acids and their derivatives to sense external stimuli and produce ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07F5/02A61K47/22
CPCC07F5/02A61K47/22
Inventor 曾戎乔仁忠李玲杨锋袁艺
Owner JINAN UNIVERSITY
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com