Patents by Inventor Raymond U. Lemieux

Raymond U. Lemieux 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).

  • Patent number: 4866041
    Abstract: Processes are provided for the syntheses of the human T-antigenic determinant 2-acetamido-2-deoxy-3-O-(.beta.-D-galactopyranosyl)-.alpha.-D-galactopyran oside containing an .alpha.-O-glycosidically linked bridging arm O--(CH.sub.2).sub.n COR. The determinant is coupled to carrier molecules to form artificial T-antigens, and to insoluble supports to form T-immunoadsorbents. The artifical T-antigen is shown to elicit a delayed type hypersensitivity reaction as a diagnostic for the presence of cancer in humans.
    Type: Grant
    Filed: September 1, 1988
    Date of Patent: September 12, 1989
    Assignee: Chembiomed, Ltd.
    Inventors: Raymond U. Lemieux, Robert M. Ratcliffe, Donald A. Baker
  • Patent number: 4794176
    Abstract: Processes are provided for the synthesis of the human T-antigenic determinant 2-acetamido-2-deoxy-3-O-(.beta.-D-galactopyranosyl)-.alpha.-D-galactopyran oside containing an .alpha.-O-glycosidically linked bridging arm O--(CH.sub.2).sub.n COR. The determinant is coupled to carrier molecules to form artifical T-antigens, and to insoluble supports to form T-immunoadsorbents. The artificial T-antigen is shown to elicit a delayed type hypersensitivity reaction as a diagnostic for the presence of cancer in humans.
    Type: Grant
    Filed: October 15, 1986
    Date of Patent: December 27, 1988
    Assignee: Chembiomed
    Inventors: Raymond U. Lemieux, Robert M. Ratcliffe, Donald A. Baker
  • Patent number: 4767845
    Abstract: Processes are provided for the synthesis of the human T-antigenic determinant 2-acetamido-2-deoxy-3-O-(.beta.-D-galactopyranosyl)-.alpha.-D-galactopyran oside containing an .alpha.-O-glycosidically linked bridging arm O--(CH.sub.2).sub.n COR. The determinant is coupled to carrier molecules to form artificial T-antigens, and to insoluble supports to form T-immunoadsorbents. The artifical T-antigen is shown to elicit a delayed type hypersensitivity reaction as a diagnostic for the presence of cancer in humans.
    Type: Grant
    Filed: August 17, 1987
    Date of Patent: August 30, 1988
    Assignee: Chembiomed, Ltd.
    Inventors: Raymond U. Lemieux, Robert M. Ratcliffe, Donald A. Baker
  • Patent number: 4362720
    Abstract: O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: December 7, 1982
    Assignee: Chembiomed Ltd.
    Inventors: Raymond U. Lemieux, R. Murray Ratcliffe
  • Patent number: 4308376
    Abstract: O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: December 29, 1981
    Assignee: Chembiomed Ltd.
    Inventors: Raymond U. Lemieux, R. Murray Ratcliffe
  • Patent number: 4238473
    Abstract: Carbohydrate antigenic determinants containing a glycosidically linked bridging arm are synthesized and coupled to carrier molecules to form artificial antigens, and to solid supports to form immunoadsorbents. Various artificial antigens of the blood group type are prepared and applications shown. Specific examples are given to the synthesis of the Lewis-a, Lewis-b, A, B, and H(O) blood group antigens; to the preparation of antisera to these artificial antigens, to the preparation of immunoadsorbents specific for antibodies to these antigens, and to the detection of such antigens wherever they occur.
    Type: Grant
    Filed: January 22, 1979
    Date of Patent: December 9, 1980
    Assignee: Chembiomed Limited
    Inventors: Raymond U. Lemieux, David R. Bundle, Donald A. Baker
  • Patent number: 4197395
    Abstract: A process, and the composition therefrom, is provided for crosslinking of polymers containing hydroxy or mercaptan groups by reaction with polyaldehyde compounds, the crosslinks being thermally labile.
    Type: Grant
    Filed: March 27, 1978
    Date of Patent: April 8, 1980
    Assignee: Polysar Limited
    Inventors: Raymond U. Lemieux, Rastko Vukov
  • Patent number: 4195174
    Abstract: O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.
    Type: Grant
    Filed: April 7, 1978
    Date of Patent: March 25, 1980
    Assignee: Chembiomed Ltd.
    Inventors: Raymond U. Lemieux, R. Murray Ratcliffe
  • Patent number: 4137401
    Abstract: Carbohydrate antigenic determinants containing a glycosidically linked bridging arm are synthesized and coupled to carrier molecules to form artificial antigens, and to solid supports to form immunoabsorbants. These artificial antigens are used to detect antibodies to the carbohydrate haptens, and to raise antisera specific for the carbohydrate antigenic determinants. The immunoabsorbants are used to purify or remove antibodies to the carbohydrate haptens. Specific examples are given to the synthesis of the Lewis-a, Lewis-b, B, and H(O) blood group antigens; to the preparation of antisera to these artificial antigens, and to the preparation of immunoabsorbants specific for antibodies to these antigens.
    Type: Grant
    Filed: June 21, 1976
    Date of Patent: January 30, 1979
    Assignee: Chembiomed Limited
    Inventors: Raymond U. Lemieux, David R. Bundle, Donald A. Baker