Radiation imagery chemistry: process – composition – or product th – Imaging affecting physical property of radiation sensitive... – Making electrical device
Reexamination Certificate
2004-09-02
2009-10-06
Walke, Amanda C. (Department: 1795)
Radiation imagery chemistry: process, composition, or product th
Imaging affecting physical property of radiation sensitive...
Making electrical device
C430S270100, C430S394000
Reexamination Certificate
active
07598019
ABSTRACT:
The present invention provides a method for cleavage of labile functional groups from molecules by the action of electromagnetic radiation, wherein the molecules are contacted with a chemical compound whose triplet state is energetically higher than the triplet state of the labile functional group, and are subsequently exposed to electromagnetic radiation. Further, the invention provides a method for preparing DNA chips by spatially addressed, light-controlled nucleotide synthesis on solid substrates, said method comprising the following steps: a) reacting the unprotected terminal 3′ or 5′ hydroxy group of a nucleoside and/or of a nucleotide arranged on the solid substrate under usual conditions with a photolabile protective group and optionally purifying the reaction product, b) applying a solution, suspension or dispersion of a chemical compound, whose triplet state is energetically higher than the triplet state of the photolabile protective group, to the surface of the carrier, said surface comprising the nucleotides and/or nucleosides modified in step a): c) irradiating, in a spatially selective manner, the surface of the carrier treated in step b) with electromagnetic radiation in the UV/VIS range with simultaneous, spatially selective release of a reactive OH group and subsequently reacting it with a nucleoside and/or nucleotide comprising a 5′ or 3′OH group, said nucleoside and/or nucleotide being further provided with a photolabile functional group. Moreover, the present invention provides a chemical composition comprising a molecule having a labile functional group, as well as a chemical compound whose triplet state is higher than the triplet state of the labile functional group, and it describes the use of the chemical composition for preparing DNA chips.
REFERENCES:
patent: 4487870 (1984-12-01), Bartz
patent: 4992547 (1991-02-01), Berner et al.
patent: 5763599 (1998-06-01), Pfleiderer et al.
patent: 6552182 (2003-04-01), Stengele et al.
patent: 6867250 (2005-03-01), Gupta et al.
patent: 7235282 (2007-06-01), Tchapian et al.
patent: 2003/0166738 (2003-09-01), Ishizawa et al.
patent: 2362699 (2000-09-01), None
patent: 693202 (2003-04-01), None
patent: 4444956 (1995-06-01), None
patent: 4444996 (1996-06-01), None
patent: 19620170 (1997-11-01), None
patent: 10011400 (2000-05-01), None
patent: 19938092 (2001-02-01), None
patent: 1046421 (2000-10-01), None
patent: 1065280 (2001-01-01), None
patent: 1106603 (2001-06-01), None
patent: 07070220 (1995-03-01), None
patent: WO 9618634 (1996-06-01), None
patent: WO 9744345 (1997-11-01), None
patent: 0035931 (2000-06-01), None
patent: WO 01/32671 (2001-05-01), None
patent: WO01/32671 (2001-05-01), None
patent: 2001090054 (2001-11-01), None
patent: 03074542 (2003-09-01), None
patent: WO 03/074542 (2003-09-01), None
patent: 2004001033 (2003-12-01), None
Liu et al , “Application of UV-Curable Diazoresin .I. Immobilization of Glucose Oxidase into PVA in the presence of UV-Sensitive Diazoresin and Sensitizers”, J. of Applied Polymer Science, vol. 40 (1990). 2161-2171.
International Preliminary Examination Report, PCT/EP2003/002208, Oct. 24, 2005.
LeProust, Eric, et al., Digital Light-Directed Synthesis. A Microarray Platform That Permits Raptid Reaction Optimization on a Combinatorial Basis, J. Combinatorial Chemistry (2000), 2 (4), 349-354 (XP001058977).
Quian, Xuhong, et al., Interaction of Naphthyl Heterocycles with DNA: Effects of Thiono and Thio Groups, J. Chem Society, Perkin Trans., (2000), 2(4), 715-718 (XP002252650).
Slocum, Gregory H., et al., Photochemistry of Naphthylmethyl Halides. Direct and Sensitized Paths to Homolythic Heterolythic Carbon-Halogen Bond Cleavage, J. of Organic Chem. (1984), 49 (12) 2177-2185 (XP002252651).
LeProust, Eric, et al., Digital Light-Directed Synthesis. A Microarray Platform that Permits Rapid Reaction Optimization on a Combinatorial Basis, XP-001058977, J. Comb. Chem., pp. 349-354, 2000.
McGall, Glenn H., et al., The Efficiency of Light-Directed Synthesis of DNA Arrays on Glass Substrates, J. American Chemical Society, vol. 119, No. 22, Jun. 4, 1997.
Pirrung, Michael C., et al., Proofing of Photolithographic DNA Synthesis with 3′, 5′-Dimethoxybenzoinyloxycarbonyl-Protected Deoxynucleoside Phosphoramidites, XP-000916248, American Chemical Society, 1998.
Qian, Xuhong, et al., INteraction of Naphthyl Heterocycles with DNA: Effects of Thiono and Thio Groups, XP-002252650, The Royal Society of Chemistry, pp. 715-718, 2000.
Dr. Hans Rudolf Christen, Grundlagen der organischen Chemie (Basics of Organic Chemistry), pp. 468-469, English Translation of relevant paragraph cited in Office Action, 1982.
Singh-Gasson, Sangeet, et al., Maskless Fabrication of Light-Directed Oligonucleotide Microarrays Using a Digital Micromirror Array, XP-002126301, Nature Biotechnology, vol. 17, 1999.
Slocum, Gregory H., et al., Photochmistry of Naphthylmethyl Halides. Direct and Sensitized Paths to Homolytic and Heterolytic Carbon-Halogen Bond Cleavage, XP-002252651, J. Org. Chem., 1984.
Office Action from German Patent Office with English Translation and English Translation of Response to Office Action, 2002.
S.P.A. Fodor, DNA Sequencing Massively Parallel Genomics, Science 277 (1997) 393.
G.H. Mcgall et al., “New Insight into the Mechanism of Base Propenal Formation during Bleomycin-Mediated DNA Degradation”, J. Am. Chem. Soc. 1992, 114, 4958-4967.
P. E. Nielsen et al., “DNA Binding and Photocleavage by Uranyl(VI) (UO22+) Salts”, J. Am. Chem. Soc. 1992, 114, 4967-4975.
International Search Report, International Application No. PCT/EP03/06588, Jan. 13, 2004.
U.S. Appl. No. 60/361,562, filed Mar. 4, 2002.
A. Banerjee et al., Photoreleasable Protecting Groups Based on Electron Transfer Chemistry, Donor Sensitized Release of Phenacyl Groups from Alcohols, Phosphates and Diacids, Tetrahedron 55 (1999) 12699-12710.
S.P.A. Fodor et al., Multiplexed biochemical assays with biological chips, Nature 364 (1993) 555.
D.J. Lockhart, E.A. Winzeler, Genomics, gene expression and DNA arrays, Nature 405 (2000) 827.
V.N.R. Pillai, Photolytic Deprotection and Activation of Functional Groups, in: Organic Photochemistry, vol. 9, ed. A. Padwa (Marcel Dekker, New York and Basel, 1987), p. 225 et seq.
J.E.T. Corrie, D.R. Trentham, Caged Nucleotides and Neurotransmitters, in: Biological Applications of Photochemical Switches, in: Bioorganic Photochemistry Series, vol. 2, ed. Harry Morrison (Wiley Interscience, 1993), p. 243 et seq.
S.P.A. Fodor et al., Light-Directed, Spatially Addressable Parallel Chemical Synthesis, Science 251 (1991) 767.
U.S. Appl. No. 11/019,938, filed Dec. 21, 2004, titled, “Method For Cleaving of Labile Functional Groups From Chemical Compounds,” now abandoned.
Steiner Ulrich
Walbert Stefan
Woll Dominik
Graybeal Jackson LLP
King Joshua
Universitat Konstanz
Walke Amanda C.
LandOfFree
Method for cleavage of labile functional groups from... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method for cleavage of labile functional groups from..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for cleavage of labile functional groups from... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-4114814