Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Reexamination Certificate
1998-10-21
2001-04-03
Lee, Howard C. (Department: 1623)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
C536S026100, C536S121000, C514S04400A, C514S052000, C556S143000
Reexamination Certificate
active
06211356
ABSTRACT:
This is a national phase filing of the Application No. PCT/DE96/01681, which was filed with the Patent Corporation Treaty on Sep. 6, 1996, and is entitled to priority of the German Patent Application P 195 33 093.5, filed Sep. 7, 1995.
FIELD OF THE INVENTION
The present invention relates to metallocene-phosphoramidite conjugates, a process for their preparation as well as their use.
BACKGROUND OF THE INVENTION
The detection and/or differentiation of oligonucleotides and portions of DNA and RNA, respectively, with an electron microscope has caused difficulties so far. Up to the present, there is no satisfactory possibility of visualizing DNA and RNA by electron microscopy in a reproducible manner to carry out studies therewith.
Therefore, it is the object of the present invention to provide a product by which a signal can be attached to the DNA and/or RNA already during the synthesis, if possible, by simply modifying the DNA and/or RNA so as to render the DNA and/or RNA better detectable by means of an electron microscope.
This object is achieved by the features of claims
1
,
9
,
12
and
14
. Advantageous embodiments follow from the dependent claims.
SUMMARY OF THE INVENTION
The invention concerns metallocene-phosphoramidite conjugates comprising one or a plurality of metallocenes and one or a plurality of phosphoramidites. The invention further concerns a process for preparing the metallocene-phosphoramidite conjugates and their use.
REFERENCES:
Nucleic Acids in Chemistry and Biology, edited by Blackburn and Gait, published by IRL Press, pp. 114-115, 1992.*
“Glossary of Class Names of Organic Compounds”, IUPAC—Pure and Applied Chemistry, vol. 67, p. 1358, 1995.*
Khan et al., “Automated solid-phase synthesis of metallo-oligonucleotides.”, Book of Abstracts, 216th ACS National Meeting, Boston, MA Aug. 23-27, 1998, publisher: ACS, Washington D.C., p.: INOR-653.*
Kenten et al., “Improved Electrochemiluminescent Label for DNA Probe Assays: Rapid Quantitative Assays of HIV-1 Polymerase Chain Reaction Products”, Clin. Chem., vol. 38(6): 873-879, (1992).*
Bannwarth et al., “A Simple Specific Labelling For Oligonucleotides by Bathophenanthroline-Ru(III) Complexes as Nonradioactive Label Molecules”, Tetrahedron Letters, vol. 30(12): 1513-1516, (1989).*
Advanced Inorganic Chemistry (Fifth Edition), edited by Cotton and Wilkinson, John Wiley & Sons, pp. 77-83 and 878-879, (1988).*
Mucic et al., 1996, “Synthesis and Characterization of DNA with Ferrocenyl Groups Attached to Their 5′-Termini: Electrochemical Characterization of a Redox-Active Nucleotide Monolayer,”Chemical Communications 4:555-557.
Debitsudo, A., 1994, “Preparation of Oligonucleotide having Redox Group,”Chem. Abstr. 121(11):Abstract No. 134702f.
Schütte Dagmar
Wiessler Manfred
Deutsches Krebsforschungszentrum Stiftung des Offentlichen Recht
Lee Howard C.
Pennie & Edmonds LLP
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