Patents by Inventor Gerald F. Sigler

Gerald F. Sigler 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).

  • Publication number: 20010044118
    Abstract: The present invention provides hapten derivatives useful for the preparation of antigens, antibodies and reagents for use in immunoassays for the detection of LSD and 2-oxo-3-hydroxy LSD. In the present invention, the 2-oxy LSD nucleus is derivatized out of the indole nitrogen to form an aminoalkyl derivative. The resulting haptens can then be further modified at this functionalized position for linking to appropriate immunogenic or labeling groups to provide reagents for immunoassays having substantially equal specificity for both LSD and 2-oxo-3-hydroxy-LSD.
    Type: Application
    Filed: December 8, 2000
    Publication date: November 22, 2001
    Inventors: Mitali Ghoshal, Stephen Vitone, Gerald F. Sigler, Alan J. McNally
  • Patent number: 6262265
    Abstract: Novel chemical analogs are disclosed for the essential heroin metabolite 6-O-acetyl morphine (6MAM). The analogs optionally can be made to contain protein reactive groups, and can be used to form protein conjugates, fluorescently labeled compounds, and solid-phase adsorbants. The proteins conjugates can be used in turn to raise antibodies reactive with 6MAM and having a low cross-reactivity with the closely related opiates, morphine and codeine. The antibodies can be used in combination with labeled analogs in exquisitely sensitive immunoassays suitable for testing for heroin abuse.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: July 17, 2001
    Assignee: Microgenics Corporation
    Inventors: Riaz Rouhani, Gerald F. Sigler
  • Patent number: 6207396
    Abstract: To improve the detection of LSD in biological samples, antibodies are raised to LSD conjugated to a protein carrier, preferably through the indole ring. Selected antibodies are matched with an immunoassay reagent in which the LSD is conjugated in the same position to a labeling or separation means. The set of reagents can be used in immunoassays with remarkably little cross-reactivity with potential interfering substances such as chlorpromazine and ergotamine, and a low false-positive rate in a panel of clinical test samples. Also provided is a set of reagents for measuring glucuronide metabolites of LSD by immunoassay, which permits exposure to LSD to be determined over a longer diagnostic window.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: March 27, 2001
    Assignee: Microgenics Corporation
    Inventors: Gerald F. Sigler, Riaz Rouhani, David Davoudzadeh, William A. Coty, Jeffrey E. Shindelman, Paul R. Morrill
  • Patent number: 6140137
    Abstract: Novel chemical analogs of the methadone metabolite 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine (EDDP) are disclosed. The derivatives can be used for formation of EDDP-protein conjugates. The conjugates can be used in turn to raise antibodies reactive with EDDP and having a low cross-reactivity with methadone. The antibodies and EDDP-enzyme polypeptide conjugates provide the basis for specific immunoassays used in monitoring compliance with methadone treatment.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: October 31, 2000
    Assignee: Microgenics Corporation
    Inventors: Gerald F. Sigler, Michael J. Powell, William A. Coty, Anthony J. Sanchez
  • Patent number: 5846702
    Abstract: A new group of Os(II) and Os(III) compounds useful as redox mediators in electrochemical biosensors. These compounds have 1) low oxidation potential, 2) fast reaction kinetics between the electroactive center of an enzyme and the compound, 3) slow oxidation of osmium by oxygen, and 4) excellent solubility in aqueous medium. These mediators are particularly useful as a component of a reagent used in an electrochemical biosensor, wherein the biosensor is useful for measuring analytes from a biological fluid, such as blood.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: December 8, 1998
    Assignee: Boehringer Mannheim Corporation
    Inventors: Zhi David Deng, Gerald F. Sigler, Nigel A. Surridge, Christopher D. Wilsey, Robert J. McEnroe, Walter W. Jernigan, Rebecca W. Muddiman
  • Patent number: 5843682
    Abstract: Novel derivatives of LSD having the formula ##STR1## wherein R.sub.1 is an alkyl, cycloalkyl or aryl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 carbon atom;R.sub.2 is a bond or ##STR2## wherein R.sub.3 is alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms, preferably an alkyl group having 2 or 5 carbon atoms; Z is an immunogenic carrier substance, an enzyme donor polypeptide or a label selected from the group consisting of an enzyme, a substance having fluorescent or luminescent properties and a radioactive substance; and n is 1 to p where p equals MW of Z/1000. The derivatives include maleimide conjugates of an immunogenic poly(amino acid), an enzyme donor polypeptide or a labeling substance such as an enzyme, a fluorescent substance or a radioactive substance. Novel activated hapten intermediates useful in the preparation of the conjugates and methods for synthesis of the hapten intermediates and their conjugate derivatives are also disclosed.
    Type: Grant
    Filed: November 20, 1995
    Date of Patent: December 1, 1998
    Assignee: Boehringer Mannheim Corporation
    Inventors: Gerald F. Sigler, Riaz Rouhani, David Davoudzaheh
  • Patent number: 5589326
    Abstract: A new group of Os(II) and Os(III) compounds useful as redox mediators in electrochemical biosensors. These compounds have 1) low oxidation potential, 2) fast reaction kinetics between the electroactive center of an enzyme and the compound, 3) slow oxidation of osmium by oxygen, and 4) excellent solubility in aqueous medium. These mediators are particularly useful as a component of a reagent used in an electrochemical biosensor, wherein the biosensor is useful for measuring analytes from a biological fluid, such as blood.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: December 31, 1996
    Assignee: Boehringer Mannheim Corporation
    Inventors: Zhi D. Deng, Gerald F. Sigler, Nigel A. Surridge, Christopher D. Wilsey, Robert J. McEnroe, Walter W. Jernigan, Rebecca W. Muddiman
  • Patent number: 5525474
    Abstract: Novel derivatives of procainamide and N-acetylprocainamide (NAPA) are disclosed having the following formula: ##STR1## wherein: X=hydrogen or acetyl;n=1 to p where p=MW of Z/1000;Z=a poly(amino acid) or polysaccharide; andR3=a bond or ##STR2## wherein R2=an alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms. The derivatives include maleimide conjugates of proteins or poly(amino acids), enzymes, enzyme donor polypeptides and labeling substances. Novel activated hapten intermediates useful in the preparation of the conjugates and methods for synthesis of the hapten intermediates and derivatives are also disclosed.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: June 11, 1996
    Assignee: Boehringer Mannheim Corporation
    Inventors: Gerald F. Sigler, Charles F. Walter, Todd Glancy, Erasmus Huber, Frank E. Klein
  • Patent number: 5439798
    Abstract: Novel derivatives of procainamide and N-acetylprocainamide (NAPA) are disclosed having the following formula: ##STR1## wherein: X=hydrogen or acetyl;R.sub.1 =an alkyl group having 1 to 3 carbon atoms;m=an integer from 2 to 10;R.sub.2 =an alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms;Z=a poly(amino acid); andn=1 to p where p=MW of Z/1000.The derivatives include maleimide conjugates of proteins or poly(amino acids), enzymes, enzyme donor polypeptides and labeling substances. Novel activated hapten intermediates useful in the preparation of the conjugates and methods for synthesis of the hapten intermediates and derivatives are also disclosed.
    Type: Grant
    Filed: December 17, 1993
    Date of Patent: August 8, 1995
    Assignee: Boehringer Mannheim Corporation
    Inventors: Gerald F. Sigler, Charles F. Walter, Charles E. Durant, Todd Glancy, Frank E. Klein, Allan R. Dorn
  • Patent number: 5336621
    Abstract: Divalent hapten derivatives wherein two hapten moieties are connected by means of a bifunctional spacer wherein the derivative has the formulaA--X--Awhere A is a bonded hapten moiety and X is a bifunctional spacer having the formula(B).sub.m --Y--(CH.sub.2).sub.n --Z--(CH.sub.2).sub.n --Y--(B).sub.mwhere m is independently 0 or 1, B is (CH.sub.2).sub.n', wherein n' is an integer from 1 to 4, or CO(CH.sub.2).sub.n", wherein n" is an integer from 2 or 4; Y is independently --CONH--, --NHCO--, --OOC, --COO--, --O--, --S--, or --NR--, wherein R is hydrogen or alkyl; n is an integer from 1 to 10; and Z is an organic moiety containing at least one hydrophilic atom, useful for the determination of haptens by immunochemical techniques are disclosed.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: August 9, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Kathleen J. Primes, Gerald F. Sigler, Gerd Grenner, Wolfgang Kapmeyer
  • Patent number: 5320954
    Abstract: An aromatic substituted glycoside is disclosed of the formula ##STR1## wherein the configuration of the substituted --OR on the anomeric carbon is alpha, n is an integer of 0 or 1, and R is a substituted aromatic radical selected from the group ##STR2## where R.sub.1 through R.sub.6 are independently halogen, NO.sub.2, SO.sub.3 H, COR.sub.7, ##STR3## where R.sub.7 is lower alkyl; and includes its stereoisomers, optical isomers and geometric isomers and mixtures of the foregoing isomers. These substrates are useful as direct substrates for alpha-amylases. A process for the preparation of the substrates and related substances is also described.
    Type: Grant
    Filed: September 3, 1992
    Date of Patent: June 14, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Rodrigo G. Chavez, Harold David, Ernest K. Metzner, Gerald F. Sigler, Emily S. Winn-Deen
  • Patent number: 5158872
    Abstract: An aromatic substituted glycoside is disclosed of the formula ##STR1## wherein the configuration of the substituted --OR on the anomeric carbon is alpha, n is an integer of 0 or 1, and R is a substituted aromatic radical selected from the group ##STR2## where R.sub.1 through R.sub.6 are independently halogen, NO.sub.2, SO.sub.3 H, ##STR3## where R.sub.7 is lower alkyl; and includes its stereoisomers, optical isomers and geometric isomers and mixtures of the foregoing isomers. These substrates are useful as direct substrates for alpha-amylases. A process for the preparation of the substrates and related substances is also described.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: October 27, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Rodrigo G. Chavez, Harold David, Ernest K. Metzner, Gerald F. Sigler, Emily S. Winn-Deen
  • Patent number: 4963479
    Abstract: An aromatic substituted glycoside is disclosed of the formula ##STR1## wherein the configuration of the substituted --OR on the anomeric carbon is alpha, n is an integer of 0 to 1, and R is a substituted aromatic radical selected from the group ##STR2## where R.sub.1 through R.sub.6 are independently halogen, NO.sub.2, SO.sub.3 H, ##STR3## where R.sub.7 is lower alkyl; and includes its stereoisomers, optical isomers and geometric isomers and mixtures of the foregoing isomers. These substrates are useful as direct substrates for alpha-amylases. A process for the preparation of the substrates and related substances is also described.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: October 16, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: Rodrigo G. Chavez, Harold David, Ernest K. Metzner, Gerald F. Sigler, Emily S. Winn-Deen
  • Patent number: 4798795
    Abstract: Compounds having a dithiopyridyl moiety linked to a biotin moiety are useful as thiol specific biotinylating agents. The biotin label can be cleaved in a reducing environment to yield the native thiol.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: January 17, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Gerald F. Sigler
  • Patent number: 4794082
    Abstract: Compounds having a dithiopyridyl moiety linked to a biotin moiety are useful as thiol specific biotinylating agents. The biotin label can be cleaved in a reducing environment to yield the native thiol.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: December 27, 1988
    Assignee: Hoechst Celanese Corporation
    Inventor: Gerald F. Sigler
  • Patent number: 4760142
    Abstract: Divalent hapten derivatives wherein two hapten moieties are connected by means of a bifunctional spacer wherein the derivative has the formulaA--X--Awhere A is a bonded hapten moiety and X is a bifunctional spacer having the formula(B).sub.m --Y--(CH.sub.2).sub.n --Z--(CH.sub.2).sub.n --Y--(B).sub.mwhere m is independently 0 or 1, B is (CH.sub.2).sub.n', wherein n' is an integer from 1 to 4, or CO(CH.sub.2).sub.n", wherein n" is an integer from 2 to 4; Y is independently --CONH--, NHCO--, OOC--, --COO--, --O--, --S--, or --NR--, wherein R is hydrogen or alkyl; n is an integer from 1 to 10; and Z is an organic moiety containing at least one hydrophilic atom are disclosed.
    Type: Grant
    Filed: July 6, 1987
    Date of Patent: July 26, 1988
    Assignee: Hoechst Celanese Corporation
    Inventors: Kathleen J. Primes, Gerald F. Sigler, Gerd Grenner, Wolfgang Kapmeyer
  • Patent number: 4709037
    Abstract: Compounds having a dithiopyridyl moiety linked to a biotin moiety are useful as thiol specific biotinylating agents. The biotin label can be cleaved in a reducing environment to yield the native thiol.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: November 24, 1987
    Assignee: Hoechst Celanese Corporation
    Inventor: Gerald F. Sigler