Wallac Oy

Lkb-produkter Ab

Walloc Oy

Veli-Matti Mukkala

Harri Takalo

Jari Hovinen

Harri Hakala

Jari Peuralahti

Ilkka Hemmila

Jouko Kankare

Marek Kwiatkowski

Christian Sund

Kaj Blomberg

Heikki Mikola

Elina Hanninen

Matti Helenius

Päivi Liitti

Lassi Jaakkola

Janne Ketola

Ilkka Hemmilä

Iikka Hemmilä

Jyrki Ylikoski

Juan Carlos Rodriguez-Ubis

This invention relates to a group of novel chelating agents, novel chelates, biomolecules labeled with said chelates or chelating agents as well as solid supports conjugated with said chelates, chelating agents or labeled biomolecules. Especially the invention relates to novel chelating agents useful in solid phase synthesis of oligonucleotides or oligopeptides and the oligonucleotides and oligopeptides so obtained.

Luminescent lanthanide (III) chelates, chelating agents and conjugates derived thereof

Chelating agents and highly luminescent and stable chelates and their use

The invention relates to an enhancement solution for an assay technology using lanthanide ions or their chelates as labels and dissociative fluorescence enhancement as a tool for detection, wherein said enhancement solution comprises a &#x3b2;-diketone of formula I wherein Ris an aryl, optionally mono- or multi-substituted, and Ris a straight or branched alkyl chain with 2 to 9 carbon atoms substituted with four or more fluorine atoms. The invention further relates to a bioaffinity assay using lanthanide ions or their chelates as labels and dissociative fluorescence enhancement as a tool for detection comprising the use of said enhancement solution.

Dissociative fluorescence enhancement assay

This invention concerns novel labeling reactants suitable for labeling of a biospecific binding reactant using solid-phase synthesis. The novel reactants are derivatives of diethylenetriaminepentaacetic acid (DTPA), wherein a suitable group is linked to the DTPA molecule, thus allowing site specific introduction of the ligand of the derivatives to bioactive molecules on solid phase in an oligopeptide synthesizer.

Labeling reactant

Bifuncitonal chelating pyridine compound and its use for conferring chelating properties on organic compounds. The pyridine compound has the structure ##STR1## where (i) n is an integer 1 or 2, (ii) R.sub.1, R.sub.2 and R.sub.3 represent groups that have no electrons capable of significantly delocalizing or resonating with the pyridine ring, such as hydrogen, alkyl or aralkyl having an aliphatic carbon atom next to the pyridine ring; at least two of R.sub.1, R.sub.2 and R.sub.3 being hydrogen, iii) Z an Z' represent identical or different structures, each of which comprises at least one heteroatom having a free pair of electrons as that the said at least one heteroatom together with the nitrogen atom of the pyridine ring is capable of chelating a metal ion, iv) - - - - specifies that the group X-Y is a substituent replacing a hydrogen anywhere in the parent pyridine compound, and v) X-Y represents an organic group which is inert to said chelation, and in which iX is an inert and stable bridge and Y is a functional group or a residue of an organic compounbd that has properties conferred on the compound of formula II; said group X-Y being linked to the pyridine ring of formula II via an aliphatic carbon atom attached to and acid ester, salt and chelate forms thereof involving at least one of said chelating heteroatoms.

Metal-chelating 2,6-disubstituted pyridine compounds and their use

The invention relates to a novel labeling reactant, suitable for labeling of a biospecific binding reactant using solid-phase synthesis. The invention further concerns new labeling methods. The novel labeling reactant has the formula (I) ##STR1## wherein -A- is a bivalent aromatic structure capable of absorbing light or energy and transferring the excitation energy to a lanthanide ion after the product made by the said solid-phase synthesis has been released from the used solid support, deprotected and converted to a lanthanide chelate;

Labeling reactants and their use

This invention relates to a detectable molecule comprising a biospecific binding reactant attached to a luminescent lanthanide chelate comprising a lanthanide ion and a chelating ligand of the formula ##STR1## wherein --A-- is a bivalent aromatic structure selected from the group consisting of ##STR2## One of the two groups G.sub.1 or G.sub.2 is used for coupling the chelate to a biospecific binding reactant. The lanthanide ion is europium(III), terbium(III), dysprosium (III) or samarium (III).

Biospecific binding reactants labelled with luminescent lanthanide

Luminescent lanthanide chelates

A method of conducting assays for analytes, usually from biological samples, utilizing bioaffinity reagents linked to luminescent lanthanide chelates, which are synthesized so that the non-radiative quenching of the ion luminescence through C--H bond vibrational energy manifolds is avoided using a stable chelate where the CH and CH.sub.2 groups in the vicinity of the emittive ion are substituted with CD and CD.sub.2 groups hence producing improved luminescence quantum yield and higher assay sensitivities.

Luminescent lanthanide chelates with decreased non-radiative energy loss

The invention pertains to terpyridine compounds having structure (I). These compounds form fluorescent lanthanide chelates with the appropriate metal ions. The fluorescent metal chelates are useful as probes in time-resolved fluorescence spectroscopy.

Terpyridine derivatives

A chelate formed between Eu.sup.3+, Tb.sup.3+, Dy.sup.3+ and Sm.sup.3+ and a compound having the formula ##STR1## where A.sub.1-6 are single carbon or nitrogen atoms; n=1 or 2; R.sub.1-6 is nothing when A is a nitrogen, and hydrogen or an organic group when A is a carbon; Z and Z' are selected among --N(CH.sub.2 CH.sub.2 COO.sup.-).sub.2, --N(CH.sub.2 COO.sup.-).sub.2, --N(CH.sub.2 OPO.sub.3.sup.2-).sub.2 and --N(CH.sub.2 PO.sub.3.sup.2-).sub.2 ;--species that --X--Y is a substituent replacing a hydrogen anywhere in the parent compound; and --X--Y represents an organic group containing no chelating heteroatom closer than four atoms from a chelating heteroatom in the parent compound and X is a stable bridge containing certain groups and Y is selected from (a) specified relative groups allowing coupling to other compounds and (b) residues of compounds participating in biospecific affinity reactions.

Growing community of inventors

Kaarina, Finland

Veli-Matti Mukkala