Patents by Inventor Louis A. Silks
Louis A. Silks has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Publication number: 20110040110Abstract: Method of producing C8-C15 hydrocarbons comprising providing a ketone starting material; providing an aldol starting material comprising hydroxymethylfurfural; mixing the ketone starting material and the aldol starting material in a reaction in the presence of a proline-containing catalyst selected from the group consisting of Zn(Pro)2, Yb(Pro)2, and combinations thereof, or a catalyst having one of the structures (I), (H) or (III), and in the presence of a solvent, wherein the solvent comprises water and is substantially free of organic solvents, where (I), (II) and (III) respectively are: where R1 is a C1-C6 alkyl moiety, X?(OH) and n=2. In (III), X may be CH2, sulfur or selenium, M may be Zn, Mg, or a lanthanide, and R1 and R2 each independently may be a methyl, ethyl, phenyl moiety.Type: ApplicationFiled: August 17, 2009Publication date: February 17, 2011Applicant: LOS ALAMOS NATIONAL SECURITY, LLCInventors: Louis A. Silks, John C. Gordon, Ruilan WU, Susan Kloek Hanson
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Publication number: 20070004929Abstract: The present invention is directed to labeled compounds of the formula Ar-Z1-Q-Z2 where Ar is an aryl group is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure wherein R1, R2, R3, R4 and R5 are each independently selected from the group consisting of hydrogen, a C1-C4 lower alkyl, a halogen, a phenyl, an alkoxy group and an amino group from the group consisting of NH2, NHR and NRR? where R and R? are each a C1-C4 lower alkyl, Q is selected from the group consisting of 13CH2, 13CDH and 13CD2, and Z1 is selected from the group consisting of —S—, —S(?O)—, —S(?O)2—, —Se—, —Se(?O)—, and —Se(?O)2—, Z2 is selected from the group consisting of —Si(R6R7R8), —O(R9), —Se—Ar, —Se(?O)—Ar, —Se(?O)2—Ar, —S—Ar, —S(?O)—Ar, and —S(?O)2—Ar wherein R6, R7 and R8 are each independently selected from the group consisting of a C1-C4 lower alkyl, R9 is a C1-C4 lower alkyl or an R10—Ar group where R10 is a C1-C4 alkylene group.Type: ApplicationFiled: June 29, 2005Publication date: January 4, 2007Inventors: Rodolfo Martinez, Jurgen Schmidt, Marc Alvarez, Louis Silks
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Patent number: 7018792Abstract: A sensor for the detection of tetrameric multivalent neuraminidase within a sample is disclosed, where a positive detection indicates the presence of a target virus within the sample. Also disclosed is a trifunctional composition of matter including a trifunctional linker moiety with groups bonded thereto including (a) an alkyl chain adapted for attachment to a substrate, (b) a fluorescent moiety capable of generating a fluorescent signal, and (c) a recognition moiety having a spacer group of a defined length thereon, the recognition moiety capable of binding with tetrameric multivalent neuraminidase.Type: GrantFiled: May 17, 2005Date of Patent: March 28, 2006Assignee: The Regents of the University of CaliforniaInventors: Basil I. Swanson, Xuedong Song, Clifford Unkefer, Louis A. Silks, III, Jurgen G. Schmidt
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Publication number: 20060003318Abstract: A sensor for the detection of tetrameric multivalent neuraminidase within a sample is disclosed, where a positive detection indicates the presence of a target virus within the sample. Also disclosed is a trifunctional composition of matter including a trifunctional linker moiety with groups bonded thereto including (a) an alkyl chain adapted for attachment to a substrate, (b) a fluorescent moiety capable of generating a fluorescent signal, and (c) a recognition moiety having a spacer group of a defined length thereon, the recognition moiety capable of binding with tetrameric multivalent neuraminidase.Type: ApplicationFiled: May 17, 2005Publication date: January 5, 2006Inventors: Basil Swanson, Xuedong Song, Clifford Unkefer, Louis Silks, Jurgen Schmidt
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Patent number: 6893814Abstract: A sensor for the detection of tetrameric multivalent neuraminidase within a sample is disclosed, where a positive detection indicates the presence of a target virus within the sample. Also disclosed is a trifunctional composition of matter including a trifunctional linker moiety with groups bonded thereto including (a) an alkyl chain adapted for attachment to a substrate, (b) a fluorescent moiety capable of generating a fluorescent signal, and (c) a recognition moiety having a spacer group of a defined length thereon, the recognition moiety capable of binding with tetrameric multivalent neuraminidase.Type: GrantFiled: August 28, 2003Date of Patent: May 17, 2005Assignee: The Regents of the University of CaliforniaInventors: Basil I. Swanson, Xuedong Song, Clifford Unkefer, Louis A. Silks, III, Jurgen G. Schmidt
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Patent number: 6841675Abstract: A novel nucleoside analog is disclosed which comprises a piperazine ring in the place of the ring ribose or deoxyribose sugar. Monomers utilizing a broad variety of nucleobases are disclosed, as well as oligomers comprising the monomers disclosed herein linked by a variety of linkages, including amide, phosphonamide, and sulfonamide linkages. A method of synthesizing the nucleoside analogs is also disclosed.Type: GrantFiled: June 13, 2002Date of Patent: January 11, 2005Assignee: The Regents of the University of CaliforniaInventors: Jurgen Schmidt, Louis A. Silks, Ryszard Michalczyk
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Patent number: 6764673Abstract: The present invention is directed to labeled compounds, [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfones and [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfoxides, wherein the 13C methyl group attached to the sulfur of the sulfone or sulfoxide includes exactly one, two or three deuterium atoms and the aryl group is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure: wherein R1, R2, R3, R4 and R5 are each independently, hydrogen, a C1-C4 lower alkyl, a halogen, an amino group from the group consisting of NH2, NHR and NRR′ where R and R′ are each a C1-C4 lower alkyl, a phenyl, or an alkoxy group. The present invention is also directed to processes of preparing methyl aryl sulfones and methyl aryl sulfoxides.Type: GrantFiled: January 14, 2003Date of Patent: July 20, 2004Assignee: The Regents of the University of CaliforniaInventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, III, Clifford J. Unkefer, Jurgen G. Schmidt
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Patent number: 6730805Abstract: The present invention is directed to labeled compounds, [2-13C]dithane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to processes of preparing [2-13C]dithane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to labeled compounds, e.g., [2H1-2, 13C]methanol (arylthio)-, acetates wherein the 13C atom is directly bonded to exactly one or two deuterium atoms.Type: GrantFiled: April 1, 2003Date of Patent: May 4, 2004Assignee: The Regents of the University of CaliforniaInventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, III, Clifford J. Unkefer
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Synthesis of [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfides
Patent number: 6713044Abstract: The present invention is directed to labeled compounds, [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfides wherein the 13C methyl group attached to the sulfur of the sulfide includes exactly one, two or three deuterium atoms and the aryl group is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure wherein R1, R2, R3, R4, and R5 are each independently, hydrogen, a C1-C4 lower alkyl, a halogen, an amino group from the group consisting of NH2, NHR and NRR′ where R and R′ are each a C1-C4 lower alkyl, a phenyl, or an alkoxy group. The present invention is also directed to processes of preparing [2H1, 13C], [2H2,13C] and [2H3, 13C]methyl aryl sulfides wherein the 13C methyl group attached to the sulfur of the sulfide includes exactly one, two or three deuterium atoms.Type: GrantFiled: January 14, 2003Date of Patent: March 30, 2004Assignee: The Regents of the University of CaliforniaInventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, III, Clifford J. Unkefer -
Publication number: 20040058315Abstract: A sensor for the detection of tetrameric multivalent neuraminidase within a sample is disclosed, where a positive detection indicates the presence of a target virus within the sample. Also disclosed is a trifunctional composition of matter including a trifunctional linker moiety with groups bonded thereto including (a) an alkyl chain adapted for attachment to a substrate, (b) a fluorescent moiety capable of generating a fluorescent signal, and (c) a recognition moiety having a spacer group of a defined length thereon, the recognition moiety capable of binding with tetrameric multivalent neuraminidase.Type: ApplicationFiled: August 28, 2003Publication date: March 25, 2004Inventors: Basil I. Swansor, Xuedong Song, Clifford Unkefer, Louis A. Silks, Jurgen G. Schmidt
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Patent number: 6709645Abstract: The present invention is directed to labeled compounds, for example, isotopically enriched mustard gas metabolites including: [1,1′,2,2′-13C4]ethane, 1,1′-sulfonylbis[2-(methylthio); [1,1′,2,2′-13C4]ethane, 1-[[2-(methylsulfinyl)ethyl]sulfonyl]-2-(methylthio); [1,1′,2,2′-13C4]ethane, 1,1′-sulfonylbis[2-(methylsulfinyl)]; and, 2,2′-sulfinylbis([1,2-13C2]ethanol of the general formula where Q1 is selected from the group consisting of sulfide (—S—), sulfone (—S(O)—), sulfoxide (—S(O2)—) and oxide (—O—), at least one C* is 13C, X is selected from the group consisting of hydrogen and deuterium, and Z is selected from the group consisting of hydroxide (—OH), and —Q2—R where Q2 is selected from the group consisting of sulfide (—S—), sulfone(—S(O)—), sulfoxide (—S(O2)—) anType: GrantFiled: April 18, 2003Date of Patent: March 23, 2004Assignee: The Regents of the University of CaliforniaInventors: Rodolfo A. Martinez, Louis A. Silks, III, Clifford J. Unkefer, Robert Atcher
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Publication number: 20030204108Abstract: The present invention is directed to labeled compounds, [2-13C]dithane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to processes of preparing [2-13C]dithane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to labeled compounds, e.g., [2H1-2, 13C]methanol (arylthio)-, acetates wherein the 13C atom is directly bonded to exactly one or two deuterium atoms.Type: ApplicationFiled: April 1, 2003Publication date: October 30, 2003Inventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, Clifford J. Unkefer
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Patent number: 6627396Abstract: A sensor for the detection of tetrameric multivalent neuraminidase within a sample is disclosed, where a positive detection indicates the presence of a target virus within the sample. Also disclosed is a trifunctional composition of matter including a trifunctional linker moiety with groups bonded thereto including (a) an alkyl chain adapted for attachment to a substrate, (b) a fluorescent moiety capable of generating a fluorescent signal, and (c) a recognition moiety having a spacer group of a defined length thereon, the recognition moiety capable of binding with tetrameric multivalent neuraminidase.Type: GrantFiled: October 27, 2000Date of Patent: September 30, 2003Assignee: The Regents of the University of CaliforniaInventors: Basil I. Swanson, Xuedong Song, Clifford Unkefer, Louis A. Silks, III, Jurgen G. Schmidt
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Publication number: 20030158445Abstract: The present invention is directed to labeled compounds, [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfones and [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfoxides, wherein the 13C methyl group attached to the sulfur of the sulfone or sulfoxide includes exactly one, two or three deuterium atoms and the aryl group is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure 1Type: ApplicationFiled: January 14, 2003Publication date: August 21, 2003Inventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, Clifford J. Unkefer, Jurgen G. Schmidt
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Publication number: 20030153789Abstract: The present invention is directed to labeled compounds, [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfides wherein the 13C methyl group attached to the sulfur of the sulfide includes exactly one, two or three deuterium atoms and the aryl group is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure 1Type: ApplicationFiled: January 14, 2003Publication date: August 14, 2003Inventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, Clifford J. Unkefer
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Patent number: 6541671Abstract: The present invention is directed to labeled compounds, [2-13C]dithiane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to processes of preparing [2-13C]dithiane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to labeled compounds, e.g., [2H1−2, 13C]methanol (arylthio)-, acetates wherein the 13C atom is directly bonded to exactly one or two deuterium atoms.Type: GrantFiled: February 13, 2002Date of Patent: April 1, 2003Assignee: The Regents of the University of CaliforniaInventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, III, Clifford J. Unkefer
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Patent number: 6448409Abstract: Molecules containing a chiral 1,2-diol unit are synthesized from reactions between aldehydes and N-acyl selones. A chilled N-acyl selone is reacted with a Lewis acid such as TiCl4 and mixed with a tertiary amine such as diisopropylethylamine to generate an enolate solution. Upon further chilling of the enolate solution a desired aldehyde is added and after an acceptable reaction period a quencher is introduced and the product isolated.Type: GrantFiled: November 12, 1999Date of Patent: September 10, 2002Assignee: The Regents of the University of CaliforniaInventor: Louis A. Silks, III
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Patent number: 5344936Abstract: Selenium reagents when coupled to a compound containing an asymmetric carbon atom can be used in a highly sensitive method for determination of enantiomeric purity and for stereochemical assignment. Preferred reagents include a selenocarbonyl moiety (Se=C) and a reactive center for coupling to the compound of interest. Particularly preferred selenocarbonyls for use in the invention are chiral selenooxazolidinones of the formula ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are selected from among hydrogen, alkyl of up to 10 carbons and aryl having up to 12 carbon atoms in the ring system. The substituent R.sup.1 is selected to facilitate the formation of a bond between the nitrogen atom of the selenooxazolidinone reagent and the compound of interest. Since the ability of the reagent to resolve enantiomers decreases as the number of bonds between the selenium and the asymmetric carbon increases, the reactive center is preferably located no more than three bonds from the selenium atom.Type: GrantFiled: March 5, 1993Date of Patent: September 6, 1994Assignee: University of South CarolinaInventors: Louis A. Silks, III, R. Bruce Dunlap, Jerome D. Odom
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Patent number: 5122472Abstract: Selenium reagents when coupled to a compound containing an asymmetric carbon atom can be used in a highly sensitive method for determination of enantiomeric purity and for stereochemical assignment. Preferred reagents include a selenocarbonyl moiety (Se.dbd.C) and a reactive center for coupling to the compound of interest. Particularly preferred selenocarbonyls for use in the invention are selenooxazolidinones of the formula ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are selected from among hydrogen, alkyl of up to 10 carbons and aryl having up to 12 carbon atoms in the ring system. The substituent R.sup.1 is selected to facilitate the formation of a bond between the nitrogen atom of the selenooxazolidinone reagent and the compound of interest. Since the ability of the reagent to resolve enantiomers decreases as the number of bonds between the selenium and the asymmetric carbon increases, the reactive center is preferably located no more than three bonds from the selenium atom.Type: GrantFiled: October 6, 1989Date of Patent: June 16, 1992Assignee: University of South CarolinaInventors: Louis A. Silks, III, R. Bruce Dunlap, Jerome D. Odom