Abstract: The subject invention provides methods for the chemical synthesis of racemic arsinothricin (D,L-AST), the novel organoarsenical antibiotic. One is by condensation of the 2-chloroethyl(methyl)arsinic acid with acetamidomalonate, and the second involves reduction of the N-acetyl-protected derivative of hydroxyarsinothricin (AST-OH) and subsequent methylation of the resulting sodium salt of trivalent arsenic intermediate with methyl iodide. The enzyme AST N-acetyltransferase (ArsN1) was utilized to purify L-AST from racemic AST. This expedient chemical synthesis of AST provides a source of this novel antibiotic for future drug development.
Type:
Grant
Filed:
December 5, 2022
Date of Patent:
June 6, 2023
Assignee:
The Florida International University Board of Trustees
Inventors:
Barry P. Rosen, Masafumi Yoshinaga, Stanislaw F. Wnuk, Md Abu Hasan Howlader, Sk Md Sazzad Hossain Suzol
Abstract: The subject invention provides methods for the chemical synthesis of racemic arsinothricin (D,L-AST), the novel organoarsenical antibiotic. One is by condensation of the 2-chloroethyl(methyl)arsinic acid with acetamidomalonate, and the second involves reduction of the N-acetyl-protected derivative of hydroxyarsinothricin (AST-OH) and subsequent methylation of the resulting sodium salt of trivalent arsenic intermediate with methyl iodide. The enzyme AST N-acetyltransferase (ArsNl) was utilized to purify L-AST from racemic AST. This expedient chemical synthesis of AST provides a source of this novel antibiotic for future drug development.
Type:
Grant
Filed:
June 30, 2021
Date of Patent:
December 6, 2022
Assignee:
THE FLORIDA INTERNATIONAL UNIVERSITY BOARD OF TRUSTEES
Inventors:
Barry P. Rosen, Masafumi Yoshinaga, Stanislaw F. Wnuk, Md Abu Hasan Howlader, Sk Md Sazzad Hossain Suzol
Abstract: Formulations of solutions and processes are described to form a substrate including a dopant. In particular implementations, the dopant may include arsenic (As). In an embodiment, a dopant solution is provided that includes a solvent and a dopant. In a particular embodiment, the dopant solution may have a flashpoint that is at least approximately equal to a minimum temperature capable of causing atoms at a surface of the substrate to attach to an arsenic-containing compound of the dopant solution. In one embodiment, a number of silicon atoms at a surface of the substrate are covalently bonded to the arsenic-containing compound.
Type:
Grant
Filed:
November 5, 2012
Date of Patent:
October 7, 2014
Assignee:
Dynaloy, LLC
Inventors:
Spencer Erich Hochstetler, Kimberly Dona Pollard, Leslie Shane Moody, Peter Borden Mackenzie, Junjia Liu
Abstract: Formulations of solutions and processes are described to form a substrate including a dopant. In particular implementations, the dopant may include arsenic (As). In an embodiment, a dopant solution is provided that includes a solvent and a dopant. In a particular embodiment, the dopant solution may have a flashpoint that is at least approximately equal to a minimum temperature capable of causing atoms at a surface of the substrate to attach to an arsenic-containing compound of the dopant solution. In one embodiment, a number of silicon atoms at a surface of the substrate are covalently bonded to the arsenic-containing compound.
Type:
Application
Filed:
November 5, 2012
Publication date:
May 8, 2014
Applicant:
DYNALOY, LLC
Inventors:
Spencer Erich Hochstetler, Kimberly Dona Pollard, Leslie Shane Moody, Peter Borden Mackenzie, Junjia Liu
Abstract: The present invention relates to process for identifying a compound which induces the mitochondrial permeability transition (MPT) in proliferating cells, wherein said process comprises contacting a cell or cell extract with a compound, determining whether the compound binds to adenine nucleotide translocator (ANT), and determining whether the compound selectively induces the MPT in proliferating cells.
Abstract: The present invention provides a metal-organic framework (“MOF”) comprising a plurality of metal clusters and a plurality of multidentate linking ligands. Each metal of the plurality of metal clusters comprises one or more metal ions. Each ligand of the plurality of multidentate linking ligands connects adjacent metal clusters. The present invention also provides a method of forming the metal-organic framework. The method of the invention comprises combining a solution comprising one or metal ions with a multidentate linking ligand having a sufficient number of accessible sites for atomic or molecular adsorption that the surface area of the resulting metal-organic framework is greater than 2,900 m2/g.
Type:
Grant
Filed:
May 7, 2004
Date of Patent:
January 26, 2010
Assignee:
The Regents of the University of Michigan
Inventors:
Omar M. Yaghi, Adam J. Matzger, Jesse L. C. Rowsell
Abstract: The composition for the alkylation according to the present invention is characterized in that the composition contains a cobalt complex. The method of detoxifying the harmful compound according to the present invention, is characterized in that a harmful compound containing at least one element selected from the groups comprising arsenic, antimony and selenium is detoxified by the alkylation of the harmful compound, in the presence of the composition according to the present invention.
Type:
Application
Filed:
July 24, 2007
Publication date:
December 10, 2009
Applicants:
Nippon Sheet Glass Company, Limited, KYUSHU UNIVERSITY
Inventors:
Koichiro Nakamura, Yoshio Hisaeda, Ling Pan
Abstract: The ability to design and construct solid-state materials with pre-determined structures is a grand challenge in chemistry. An inventive strategy based on reticulating metal ions and organic carboxylate links into extended networks has been advanced to a point that has allowed the design of porous structures in which pore size and functionality can be varied systematically. MOF-5, a prototype of a new class of porous materials and one that is constructed from octahedral Zn—O—C clusters and benzene links, was used to demonstrate that its 3-D porous system can be functionalized with the organic groups, —Br, —NH2, —OC3H7, —OC5H11, —H4C2, and —H4C4, and its pore size expanded with the long molecular struts biphenyl, tetrahydropyrene, pyrene, and terphenyl.
Type:
Grant
Filed:
May 2, 2005
Date of Patent:
March 27, 2007
Assignee:
The Regents of the University of Michigan
Inventors:
Omar M. Yaghi, Mohamed Eddaoudi, Hailian Li, Jaheon Kim, Nathaniel Rosi
Abstract: An isoreticular metal-organic framework (IRMOF) and method for systematically forming the same. The method comprises the steps of dissolving at least one source of metal cations and at least one organic linking compound in a solvent to form a solution; and crystallizing the solution under predetermined conditions to form a predetermined IRMOF. At least one of functionality, dimension, pore size and free volume of the IRMOF is substantially determined by the organic linking compound.
Type:
Grant
Filed:
April 30, 2002
Date of Patent:
August 16, 2005
Assignee:
The Regents of the University of Michigan
Inventors:
Omar M. Yaghi, Mohamed Eddaoudi, Hailian Li, Jaheon Kim, Nathaniel Rosi
Abstract: The present invention features biarsenical molecules. Target sequences that specifically react with the biarsenical molecules are also included. The present invention also features kits that include biarsenical molecules and target sequences. Tetraarsenical molecules are also featured in the invention.
Type:
Grant
Filed:
April 19, 2002
Date of Patent:
February 3, 2004
Assignee:
The Regents of the University of California
Abstract: Preparation of methylene-bridged compounds of the formula I ##STR1## where R.sup.1 to R.sup.4 are identical or different and are each saturated C.sub.1 -C.sub.30 -hydrocarbyl, unsubstituted phenyl, phenyl substituted by substituents inert under the reaction conditions, or hydrogen, E.sup.1 and E.sup.2 are identical or different and are each phosphorus, arsenic or antimony, and X is a chemical bond or oxygen by reacting a tin compound of the general formula IIR.sub.3.sup.5 Sn--CH.sub.2 M, IIwhere R.sup.5 is C.sub.1 --C.sub.20 -hydrocarbyl and M is an alkali metal, with a compound of the general formula III ##STR2## where Y is halogen, metallating the thus-obtained tin compound of the general formula IV ##STR3## with an alkali organometallic, and reacting the product with a compound of the general formula V ##STR4## to give a methylene-bridged compound of the formula I. And novel bis(diorganophosphino)methanes.
Abstract: Disclosed is an improved method of preparation of trifluoromethylthiocopper n a very highly purified state and its application to the synthesis of organic and inorganic compounds containing the trifluoromethylthio moiety. Biological testing has shown that dimethyl(trifluoromethylthio)arsine is one of the most potent lung irritants known.
Type:
Grant
Filed:
September 17, 1993
Date of Patent:
September 20, 1994
Assignee:
The United States of America as represented by the Secretary of the Army
Abstract: A method for treating trypanosomiases, leishmanioses, filariases and pneumonias caused by Pneumocystis carinii, comprising the step of administering an effective amount of an organometallic compound of the formula: ##STR1## in which: M is arsenic or antimony,Y and Z are identical or different and are each sulfur or oxygen,R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are identical or different and are each hydrogen or a group of the formula: ##STR2## in which X is nitrogen, andA.sub.1 is an alkylene group of 3 to 21 carbon atoms, that is unsubstituted or substituted by: one or more groups which are identical or different and which are of the formula: --(CH.sub.2).sub.n --R.sub.7 in which R.sub.7 is --H, --OH, --COOH, --NH.sub.2 or --SO.sub.3 H and n is an integer of 0 to 10; or one or more Na or K salts of said one or more groups of the formula: --(CH.sub.2).sub.n --R.sub.7, when R.sub.7 is --COOH; or one or more hydrochlorides of said one or more groups of the formula: --(CH.sub.2).sub.n --R.sub.7 when R.
Type:
Grant
Filed:
July 26, 1991
Date of Patent:
January 25, 1994
Inventors:
Ludo Maes, Emmanuel Bajyana-Songa, Raymond Hamers
Abstract: A solid composition of matter comprising heteropolyoxo vanadium oxide compounds of the general formula: (R'.sub.4 N).sub.x H.sub.y (VO.sub.b).sub.a (RQO.sub.3).sub.-- nH.sub.2 O) wherein (VO.sub.b).sub.a (RQO.sub.3) is a molecular anion; R' is a substituted or unsubstituted monovalent organic group covalently bound to nitrogen to form a tetraorgano ammonium cation (R'.sub.4 N); R is a substituted or unsubstituted monovalent organic group covalently bound to Q to form an organophosphorus or organoarsenous group; R and R' are selected from the group consisting of C.sub.1 -C.sub.20 alkyl, aryl, hetero alkyl, hetero aryl or mixtures thereof; Q is a phosphorus or arsenic atom; a is about 1.0 to about 3.0; b is about 1.0 to about 2.0; (x+y) are determined by the vanadium oxidation state (m) where (x+y) equals (2ab+2)-ma and where (x+y) and x can not equal zero; and n is zero or a positive number.