Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Chemical methods and apparatus

A microfluidic device and compound technology, applied in chemical instruments and methods, organic chemistry, peptide preparation methods, etc., can solve the problems of lack of rapid and general methods for peptide and biomolecular labeling, hindering peptides and biomolecules, etc.

Inactive Publication Date: 2009-10-21
HAMMERSMITH IMANET
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] To date, the lack of rapid and general methods for labeling peptides and biomolecules has hampered the use of peptides and biomolecules as diagnostic agents

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
  • Chemical methods and apparatus
  • Chemical methods and apparatus
  • Chemical methods and apparatus

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] Example 1: [ 18 Preparation of F]-4-(2-fluoroethyl)-triazol-1-yl-[KGFGK] using a copper ring reactor

[0086] This example refers to figure 1 to describe. The heated copper tube is 1.0 m long, with an inner diameter of 0.56 mm and a tube volume of 246 μl).

[0087]

[0088] Solution of model peptide 1 (2.4mg, 4.08μmol), sodium phosphate buffer (0.2ml, pH 6.0, 250mM), DMF (0.05ml) and [18F]2-fluoroethyl azide (0.6mCi, 23MBq) Mix in acetonitrile (0.2ml). The labeling mixture was filled into a Hamilton-sealed glass syringe (1 ) and then passed through a copper ring (2) at 80° C. at a flow rate of 0.2 ml / min under the action of a pump. The electric heating cylinder (3) is heated to 200°C by a heating module (4) with a temperature control unit (5). The reaction mixture is collected in a vial (6) equipped with an outlet (7). Analysis of the reaction mixture by HPLC showed formation of 2 in 85% radiochemical yield after about 3-4 minutes. Reinjection of the labeling...

Embodiment 2

[0090] Embodiment 2: The preparation of compound 20 adopts copper ring reactor

[0091] Compound 20 was prepared from Compound 19 with reference to Comparative Example 12.

[0092] Compound 19 (2.9 mg, 2.04 μmol) was dissolved in sodium phosphate buffer (100 μl, pH 6.0, 100 mM) added with dimethylformamide (25 μl). After addition of compound 11 (518 μCi / 19 MBq) in acetonitrile (100 μl), the mixture was pumped at 0.1 ml / min into a preheated copper ring reactor at 80°C. Subsequently, the system was rinsed with water (0.5 ml). HPLC analysis of the first and second fractions revealed labeling efficiencies of 9% and 34%, respectively. The total radioactivity recovered from the system was 53%.

Embodiment 3

[0093] Embodiment 3: [ 18 Preparation of F]-4-(2-fluoroethyl)-triazol-1-yl-[KGFGK] using copper loop reactor

[0094] A solution of model peptide 1 (2.4mg, 4.08μmol), sodium phosphate buffer (0.2ml, pH 6.0, 250mM), DMF (0.05ml) with [ 18 F] 2-Fluoroethyl azide (0.9 mCi, 34 MBq) was mixed in acetonitrile (0.2 ml). The mixture was pumped into the heating copper ring as in Example 1, but with a flow rate of 0.1 ml / min. The flow-through time of the mixture was 3 minutes and the total reaction time was 10 minutes. Labeled peptide 2 was collected in 77% (decay corrected) recovery. Radiochemical purity was >99%. The copper ring reactor was washed with water (1ml), water / TFA 1 / 1 (2ml), water (2ml), acetonitrile (3ml) and dried with nitrogen flow (1ml, 50ml / min). Using the same active [ 18 F] 2-Fluoroethyl azide Repeat experiment. Isolate 2 had a radiochemical yield of 71% (decay corrected) and a radioactive purity of 98%.

[0095] Preparation of control compounds

[009...

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 relates to methods and apparatus for labelling a biologically active vector such as a peptide with reporter moiety such as a radionuclide. The methods comprise reaction of a compound of formula (I) with a compound of formula (II), a compound of formula (III) with a compound of formula (IV) wherein: L1, L2, L3, and L4 are each Linker groups; R is a reporter moiety; in a narrow bore copper vessel. Microfluidic devices for performing the methods of the invention are also claimed.

Description

technical field [0001] The present invention relates to methods and devices for labeling biologically active carriers, such as peptides, with reporter moieties, such as radionuclides. The resulting labeled conjugates are useful as diagnostic agents, for example more specifically as radiopharmaceuticals for positron emission tomography (PET) or single electron emission computed tomography (SPECT), or for radiotherapy. Background technique [0002] The use of radiolabeled bioactive peptides for diagnostic imaging is gaining increasing attention in nuclear medicine. Bioactive molecules that selectively interact with specific cell types can be used to deliver radioactivity to target tissues. For example, radiolabeled peptides have significant potential for the delivery of radionuclides to tumors, infarcts, and infected tissues for diagnostic imaging and radiotherapy. 18 F, with a half-life of approximately 110 minutes, is the positron-emitting nuclide of choice for many recept...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07K1/107A61K51/08B01J19/00
Inventor E·阿斯塔C·J·斯蒂尔
Owner HAMMERSMITH IMANET
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com