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Title: Radionuclide-binding compound, a radionuclide delivery system, a method of making a radium complexing compound, a method of extracting a radionuclide, and a method of delivering a radionuclide

Abstract

The invention pertains to compounds which specifically bind radionuclides, and to methods of making radionuclide complexing compounds. In one aspect, the invention includes a radionuclide delivery system comprising: a) a calix[n]arene-crown-[m]-ether compound, wherein n is an integer greater than 3, and wherein m is an integer greater than 3, the calix[n]arene-crown-[m]-ether compound comprising at least two ionizable groups; and b) an antibody attached to the calix[n]arene-crown-[m]-ether compound. In another aspect, the invention includes a method of making a radium complexing compound, comprising: a) providing a calix[n]arene compound, wherein n is an integer greater than 3, the calix[n]arene compound comprising n phenolic hydroxyl groups; b) providing a crown ether precursor, the crown ether precursor comprising a pair of tosylated ends; c) reacting the pair of tosylated ends with a pair of the phenolic hydroxyl groups to convert said pair of phenolic hydroxyl groups to ether linkages, the ether linkages connecting the crown ether precursor to the calix[n]arene to form a calix[n]arene-crown-[m]-ether compound, wherein m is an integer greater than 3; d) converting remaining phenolic hydroxyl groups to esters; e) converting the esters to acids, the acids being proximate a crown-[m]-ether portion of the calix[n]arene-crown-[m]-ether compound; and f) providing a Ra.sup.2+ ionmore » within the crown-[m]-ether portion of the calix[n]arene-crown-[m]-ether compound.

Inventors:
 [1];  [2];  [2]
  1. Richland, WA
  2. Moscow, ID
Issue Date:
Research Org.:
Battelle Memorial Institute, Columbus, OH (United States)
OSTI Identifier:
873235
Patent Number(s):
6117413
Assignee:
Battelle Memorial Institute (Richland, WA); Idaho Research Foundation, Inc. (Moscow, ID)
Patent Classifications (CPCs):
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61K - PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
B - PERFORMING OPERATIONS B82 - NANOTECHNOLOGY B82Y - SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES
DOE Contract Number:  
AC06-76RL01830
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
radionuclide-binding; compound; radionuclide; delivery; method; radium; complexing; extracting; delivering; pertains; compounds; specifically; bind; radionuclides; methods; aspect; comprising; calix; arene-crown-; -ether; integer; ionizable; antibody; attached; providing; arene; phenolic; hydroxyl; crown; precursor; pair; tosylated; reacting; convert; linkages; connecting; form; converting; remaining; esters; acids; proximate; crown-; portion; phenolic hydroxyl; compound comprising; specifically bind; antibody attach; /424/999/

Citation Formats

Fisher, Darrell R, Wai, Chien M, and Chen, Xiaoyuan. Radionuclide-binding compound, a radionuclide delivery system, a method of making a radium complexing compound, a method of extracting a radionuclide, and a method of delivering a radionuclide. United States: N. p., 2000. Web.
Fisher, Darrell R, Wai, Chien M, & Chen, Xiaoyuan. Radionuclide-binding compound, a radionuclide delivery system, a method of making a radium complexing compound, a method of extracting a radionuclide, and a method of delivering a radionuclide. United States.
Fisher, Darrell R, Wai, Chien M, and Chen, Xiaoyuan. Sat . "Radionuclide-binding compound, a radionuclide delivery system, a method of making a radium complexing compound, a method of extracting a radionuclide, and a method of delivering a radionuclide". United States. https://www.osti.gov/servlets/purl/873235.
@article{osti_873235,
title = {Radionuclide-binding compound, a radionuclide delivery system, a method of making a radium complexing compound, a method of extracting a radionuclide, and a method of delivering a radionuclide},
author = {Fisher, Darrell R and Wai, Chien M and Chen, Xiaoyuan},
abstractNote = {The invention pertains to compounds which specifically bind radionuclides, and to methods of making radionuclide complexing compounds. In one aspect, the invention includes a radionuclide delivery system comprising: a) a calix[n]arene-crown-[m]-ether compound, wherein n is an integer greater than 3, and wherein m is an integer greater than 3, the calix[n]arene-crown-[m]-ether compound comprising at least two ionizable groups; and b) an antibody attached to the calix[n]arene-crown-[m]-ether compound. In another aspect, the invention includes a method of making a radium complexing compound, comprising: a) providing a calix[n]arene compound, wherein n is an integer greater than 3, the calix[n]arene compound comprising n phenolic hydroxyl groups; b) providing a crown ether precursor, the crown ether precursor comprising a pair of tosylated ends; c) reacting the pair of tosylated ends with a pair of the phenolic hydroxyl groups to convert said pair of phenolic hydroxyl groups to ether linkages, the ether linkages connecting the crown ether precursor to the calix[n]arene to form a calix[n]arene-crown-[m]-ether compound, wherein m is an integer greater than 3; d) converting remaining phenolic hydroxyl groups to esters; e) converting the esters to acids, the acids being proximate a crown-[m]-ether portion of the calix[n]arene-crown-[m]-ether compound; and f) providing a Ra.sup.2+ ion within the crown-[m]-ether portion of the calix[n]arene-crown-[m]-ether compound.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Sat Jan 01 00:00:00 EST 2000},
month = {Sat Jan 01 00:00:00 EST 2000}
}

Works referenced in this record:

Selective Lower Rim Reactions of 5,17-Upper Rim-Disubstituted Calix[4]arenes 1
journal, January 1996


Kinetics and Mechanism of the Sodium Cation Complexation by 5,11,17,23-Tetra-p-tert-butyl-25,26,27,28-tetramethoxycalix[4]arene in Solution
journal, August 1995


Synthesis and properties of calixcrown telomers
journal, January 1995


Crown ether derivatives of calix[5]arenes: synthesis and complexation properties
journal, January 1996


New metal cation-selective ionophores derived from calixarenes: their syntheses and ion-binding properties
journal, January 1986


The feasibility of 225 Ac as a source of ??-particles in radioimmunotherapy
journal, January 1993


Radionuclides for Radioimmunotherapy: Criteria for Selection
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Selective 1,2-functionalization of calix[4]arenes at the lower rim. Synthesis of a new type of bis-calixcrown ether
journal, January 1990


Miniature Sodium-Selective Ion-Exchange Optode with Fluorescent pH Chromoionophores and Tunable Dynamic Range
journal, January 1996