Synthesis of phosphocholine ester derivatives and conjugates...

Organic compounds -- part of the class 532-570 series – Organic compounds – Phosphorus esters

Reexamination Certificate

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C558S070000, C558S087000, C558S111000, C558S170000

Reexamination Certificate

active

07408075

ABSTRACT:
Aspects of the present invention include methods of synthesizing phosphocholine analogues and the phosphocholine conjugates formed therefrom and their use in preventing infections caused by microorganisms.

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patent: 2004/0156864 (2004-08-01), Birkett
Thomas F Spande Synthesis of Two Novel Phosphorylcholine Esters for Probes in Immunological Studies J. Org. Chem. 1980, 45, 3081-3084.
Pawel Knopik, Karol S Bruzik, and Wojciech J. Stec An improved synthesis of 6-(O-Phosphorylcholine)hydroxyhexanoic acid Organic preparations and procedures international (OPPI Briefs) vol. 23, No. 2, 1991 pp. 214-216.
Ames, B. N. et al., “The Role of Polyamines in the Neutralization of Bacteriophage Deoxyribonucleic Acid”,Journal of Biological Chemistry, 1960, 235(3), 769-775.
Chesebro, B. et al., “Affinity Labeling of a Phosphorylcholine Binding Mouse Myeloma Protein”,Biochemistry, 1972, 11(5), 766-771.
Fischer,. T. et al., “A Novel Phosphocholine Antigen Protects both Normal and X-Linked Immune Deficient Mice againstStreptococcus pneumoniae”, The American Association of Immunologists, 1995, 3371-3382.
Guo, W-X. et al., “Sequence Changes at the V-D Junction of the Vh1 Heavy Chain of Anti-Phosphocholine Antibodies Alter Binding to and Protection againstStreptococcus pneumoniae”, International Immunology, 1996, 9(5), 665-677.
Kenny, J.J. et al., “Induction of Phosphocholine-Specific Antibodies in X-Linked Immune deficient Mice:in Vivo Protectionagainst aStreptococcus pneumoniaeChallenge”, 1993, 6(4), 561-568, International Immunology.
Langer, R., “New Methods of Drug Delivery”,Science, 1990, 249, 1527-1533.
Matsuda, K. et al., “Structure of a Novel Phosphocholine-Containing Glycoglycerolipid fromMycoplasma fermentans”, The Journal of Biological Chemistry, 1994, 269(52), 33123-33128.
Mi, Q-S. et al., “Highly Reduced Protection againstStreptococcus pneumoniaeafter Deletion of a Single Heaby Chain Gene in Mouse”,PNAS, 2000, 97(11), 6031-6036.
Spande, T.F., “Synthesis of Two Novel Phosphorylcholine Esters for Probes in Immunogenic Studies”,J. Org. Chem., 1980, 45, 3081-3084.
Spande, T.F., “Synthesis of Two Novel Phosphorylcholine Esters for Probes in Immunological Studies”,J. Org. Chem., 1980, 45, 3081-3084.
Wicker. L.S. et al., “Antibodies from the Lyb-5-B Cell Subset Predominate in the Secondary 1gG Response to Phosphocholine”,Journal of Immunology, 1982, 129(3), 950-953.
Wicker, L.S. et al., “The Asymmetry in Idiotype-Isotype Expression in the Reposne to Phosphocholine is Due to Divergence in the Expressed Repertoires of Lyb-5+ and Lyb-5-B Cells”,Journal of Immunology., 1982, 131(5), 2468-2476.

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