WO1998053053A2 - Dna encoding an arthropod chitin synthase - Google Patents
Dna encoding an arthropod chitin synthase Download PDFInfo
- Publication number
- WO1998053053A2 WO1998053053A2 PCT/EP1998/002970 EP9802970W WO9853053A2 WO 1998053053 A2 WO1998053053 A2 WO 1998053053A2 EP 9802970 W EP9802970 W EP 9802970W WO 9853053 A2 WO9853053 A2 WO 9853053A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- chitin
- enzyme
- dna
- sequence
- nucleic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1048—Glycosyltransferases (2.4)
- C12N9/1051—Hexosyltransferases (2.4.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/48—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/01—Hexosyltransferases (2.4.1)
- C12Y204/01016—Chitin synthase (2.4.1.16)
Definitions
- the present invention relates to nucleic acids comprising a nucleotide sequence encoding at least a portion of an enzyme which catalyzes the synthesis of chitin in arthropods, inhibitors directed to said enzyme, and a method for developing said inhibitors.
- Chitin is a carbohydrate homopolymer of ⁇ ( 1 - > 4) linked N-acetylglucosamine. Chitin is a structural polysaccharide occurring mainly in the cell wall of some fungi and in exoskeleton of the arthropods.
- Chitin is synthesized by the action of specialized enzymes, referred to as chitin synthases, that catalyze the polymerization of N-acetylglucosaminyl residues into chitin from uridine 5'-diphospho-N-acetylglucosamine.
- Chitin synthases belong to a group of enzymes that catalyze the synthesis of linear structural polysaccharides and are collectively termed as processive glycosyltransferases.
- the primary structures of the known processive glycosyl transferases i.e. the fungal chitin synthases, the prokaryotic and eukaryotic cellulose synthases, the prokaryotic and eukaryotic hyaluronan synthases, the prokaryotic alginate synthases and the rhizobial chito-oligosaccharide synthases
- the various processive glucosyltransferases display substantial differences mainly in their substrate specificities, their activation and inhibition parameters, the size and conformation of their products.
- Known insect chitin synthesis inhibitors fall within two main categories: (a) direct inhibitors of chitin synthesis such as the Strepto- myces antibiotics Nikkomycins and Polyoxins and (b) insect growth regulators that interfere indirectly but drastically with the synthesis of chitin in insects, such us the benzoylphenyl-urea derivatives.
- the technical problem underlying the present invention is to provide new inhibitors for the chitin synthesis in order to prevent damages caused by arthropods.
- nucleic acid which comprises a nucleotide sequence encoding at least a portion of an enzyme which catalyzes the synthesis of chitin in arthropods.
- nucleic acid and “nucleotide sequence” refer to endogenously expressed, semisynthetic, synthetic or chemically modified acid molecules of deoxyribonucleotides and/or ribonucleotides.
- the nucleotide sequence include sequences as illustrated in Figures 1 (SEQ ID NO. 1 ), 2 (SEQ ID NO. 3), and 3 (SEQ ID NO. 5), allelic derivatives of said sequences and DN A-sequences degenerated as a result of the genetic code for said sequences. It also includes DNA sequences hybridizing under stringent conditions with the nucleotide sequence defined above.
- allelic, degenerate and hybridising sequences may have structural divergences due to (naturally occurring) mutations, such as small deletions or substitutions, they will usually still exhibit essentially the same useful properties, allowing their use in basically the same applications.
- the present invention relates to an isolated DNA sequence encoding a portion of an enzyme which catalyzes the synthesis of chitin in arthropods.
- Specific embodiments include DNA sequences which are characterized by the ability to hybridize to the DNA sequence represented in Figure 1 at e.g. 55 °C or encode a polypeptide reactive with an antibody against the polypeptide containing the deduced amino acid sequence in figures 1 to 3.
- the invention also relates to a DNA expression construct containing the isolated DNA sequences and encoding an enzyme having the specificity described above.
- the present invention also relates to recombinant molecules comprising the nucleic acid as described above optionally linked to an expression-control sequence.
- Such vectors may be useful in the production of at least said portion of an enzyme in stable or transiently transformed cells.
- Several animal, plant, fungal and bacterial systems may be used for the transformation and subsequent cultivation process.
- expression vectors which can be used in the invention contain sequences necessary for the replication in the host cell and are autonomously replicable. It is also preferable to use vectors containing selectable marker genes which can be easily selected for transformed ceils. The necessary preparation is well known to those skilled in the art.
- suitable host cells include various eukaryotic and prokaryotic cells, such as E. coli. insect ceils, plant cells, mammalian cells, and fungi such as yeast.
- Another object of the present invention is to provide a polypeptide comprising at least a portion of an enzyme which catalyzes the synthesis of chitin in arthro- pods.
- polypeptide includes the complete enzyme or a biologically active or inactive fragment thereof encoded by the sequences described above and displaying preferably biologically features of said enzyme.
- the amino acid sequences of specially preferred polypeptides contain the sequences displayed in Figures 1 (SEQ ID NO. 2), 2 (SEQ ID NO. 4) and 3 (SEQ ID NO. 6) . It is a further aspect of the invention to provide a process for the production of the above mentioned polypeptide.
- Such a process comprises cultivating a host cell being transformed with a nucleic acid sequence of the present invention in a suitable culture medium and purifying the produced polypeptide.
- the host cell is obtainable from bacteria such as E. coli, from fungi, such as yeast, from plants such as tobacco, potato, or Arabidopsis. and from animals, in particular vertebrate cells such as the CHO-cells.
- the invention also relates to the methods for assaying the effects of various compounds on the expression and the biological activity of arthropod chitin synthases.
- the polypeptide in enzymatically active form, preferably the enzyme chitin synthase of an arthropod is produced by recombinant DNA techniques in which an isolated DNA sequence encoding the enzyme is expressed from a DNA expression construct as outlined above.
- Figures 1 to 3 show DNA sequences (SEQ ID NOs. 1 , 3 and 5) and the deduced amino acid sequences (SEQ ID NOs. 2, 4 and 6) of a portion of chitin synthase of Drosophila melanoqaster.
- Figures 4 and 5 show multiple protein sequence alignments of the portion of chitin synthase of Drosophila melanoqaster with the corresponding regions of a nematode, three yeast chitin synthases and a rhizobial chito-oligosaccharide synthase.
- the multiple sequence alignments show the isolated portion of Drosophila melanoqaster chitin synthase (Dmechsl in Figure 4, and Dmechs2 in Figure 5) with the corresponding regions of the nematode chitin synthase (Celchs), the chitin synthase 1 (Scechsl ), the chitin synthase 2 (Scechs2) and chitin synthase 3 (Scechs3) of yeast and the rhizobial chito-oligosaccharide synthase (RlenodC) .
- the dots above the alignment indicate similarity and the asterisks identity. In the following preferred embodiments of the present invention are outlined in more detail.
- Drosophila melanoqaster (fruitfly), recombinant methodology for the expression, purification and identification of chitin synthases can be used. These methods employed in assays for the evaluation and characterization of insect chitin synthase inhibitors can lead to the development of new potent pest control agents.
- the present invention was made possible with identification of the DNA sequence shown in Figures 1 to 3, encoding for a portion of chitin synthase of Drosophila melanoqaster.
- a search of the GENBANK databank using the deduced amino acid sequence of Drosophila melanoqaster sequence revealed significant similarities with a nematode sequence presumably encoding for a chitin synthase, with several sequences encoding for fungal chitin synthases, and with several rhizobial chito-oligo- saccharide synthases.
- the multiple sequence alignments of the Drosophila melanoqaster chitin synthase with these sequences are presented in Figures 4 and 5.
- hybridization, immunochemical or polymerase chain reaction amplification methods can be used for the isolation of either cDNA or genomic DNA of chitin synthase from this species.
- the same approaches can be used for the identification and isolation of DNA encoding the chitin synthases of other arthropod species.
- the isolated DNA sequences which fall within the scope of this invention can be used to express the encoded chitin synthases in large quantities in either prokaryotic or eukaryotic host cell.
- the invention relates to methods for developing pest control agents.
- Chitin synthases of arthropods can be produced by recombinant DNA methodology as outlined above and used in enzyme assays for the evaluation and characterization of specific chitin synthase inhibitors. These preparations can also be used in the screening for the identification of new chitin synthesis inhibitors.
- DNA constructs of the arthropod chitin synthases fused with reporter genes can be used to obtain trangenic insects or tra ⁇ for- med cell lines as outlined above. These animals and cell lines can be used in the evaluation of effect insect growth regulators have in the biosynthesis of chitin.
- a DNA fragment containing the isolated DNA sequence and encoding for the insect chitin synthase is inserted in an expression vector containing a lac induci- ble promoter.
- the construct is used to transform E. coli cells. Cells are grown in LB medium at half-log phase and the expression of chitin synthase is induced by the addition of 1 mM IPTG.
- the cell After 4 hours the cell are harvested by centrifugation and lysed by sonication. The homogenate is centrifuged at 2000 g for 30 minutes at 4°C and the supernatant of the centrifugation is ultracentrifuged at 100 000 g for one hour. The pellet containing the membrane fraction were resuspended in a buffer containing 25 mM Tris HCI pH 7.0 and 10 mM Magnesium chloride. This membrane preparation is subsequently used in chitin synthase inhibition assays.
- the assays are performed by incubating a sample of the membrane fraction with
- UDP-GlcNAc 5mM and the compounds tested for chitin synthesis inhibition The activity of chitin synthase is evaluated by either the measurement of incorporation of radiolabelled GlcNAc from UDP-GlcNAc into chitin or by the spectropho- tometric estimation of released UDP by the method of the coupled enzyme reactions assay. Comparison of the measured activity to that obtained under control conditions (no compound added) is used for the evaluation of compounds as a chitin synthase inhibitor.
- a DNA fragment encoding the promoter and a portion of the coding regions of the insect chitin synthase is fused to lacZ reporter gene.
- the DNA construct containing the translational fusion of Chitin synthase-lacZ is used for the transformation of Kc insect cells. After the selection and isolation of stable tranfor- mants the transformed cell line is used for the testing or screening for compound that affect the transcriptional activation of the chitin synthase gene.
- the cell line is incubated with the compounds for 24 hours and the effect of the compo u nds is eva luated by measu ri n g and co mpa ri n g the beta-galactosidase activity to that of the control.
- Radioactive DNA probes generated by this method are used for the identification and isolation of clones encoding for chitin synthases from a genomic DNA cosmid library of C ⁇ melanoqaster.
- the DNA of the recombinant cosmids is placed (blotted) on nitrocellulose filters, denatured and thin hybridized with the radioactive DNA probe. Hybridisation is performed at low stringency conditions (0.75M [Na + ], 55 °C) . Filters are then washed and exposed for autoradiography.
- Cosmids which hybridized with the probe are isolated and further characterized with restriction enzyme analysis and DNA sequence analysis.
- Figure 5 shows multiple protein sequence alignment of the portion of Dmechs2 with the corresponding regions of a nematode, three yeast chitin synthases and a rhizobial chito-oligosaccharide synthase.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Physics & Mathematics (AREA)
- Biophysics (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Agronomy & Crop Science (AREA)
- Analytical Chemistry (AREA)
- Plant Pathology (AREA)
- Immunology (AREA)
- Environmental Sciences (AREA)
- Enzymes And Modification Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
Description
Claims
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP98928300A EP0983366B1 (en) | 1997-05-21 | 1998-05-20 | Dna encoding an arthropod chitin synthase |
| AT98928300T ATE239082T1 (en) | 1997-05-21 | 1998-05-20 | DNA CODING FOR A CHITIN SYNTHASE FROM ARTHROPODS |
| JP54995498A JP2001506138A (en) | 1997-05-21 | 1998-05-20 | DNA encoding arthropod chitin synthase |
| AU80190/98A AU8019098A (en) | 1997-05-21 | 1998-05-20 | Dna encoding an arthropod chitin synthase |
| US09/230,041 US6465179B1 (en) | 1997-05-21 | 1998-05-20 | DNA encoding an arthropod chitin synthase |
| DK98928300T DK0983366T3 (en) | 1997-05-21 | 1998-05-20 | DNA encoding chitin synthase in arthropods |
| DE69814067T DE69814067T2 (en) | 1997-05-21 | 1998-05-20 | DNA WHICH CODES A CHITINE SYNTHASE FROM ARTHROPODES |
| NO990244A NO990244D0 (en) | 1997-05-21 | 1999-01-20 | DNA encoding an arthropod chitin synthase |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97108240 | 1997-05-21 | ||
| EP97108240.9 | 1997-05-21 |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US09/230,041 A-371-Of-International US6465179B1 (en) | 1997-05-21 | 1998-05-20 | DNA encoding an arthropod chitin synthase |
| US10/179,382 Division US20030166235A1 (en) | 1997-05-21 | 2002-06-26 | DNA encoding an arthropod chitin synthase |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1998053053A2 true WO1998053053A2 (en) | 1998-11-26 |
| WO1998053053A3 WO1998053053A3 (en) | 1999-03-18 |
Family
ID=8226808
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1998/002970 Ceased WO1998053053A2 (en) | 1997-05-21 | 1998-05-20 | Dna encoding an arthropod chitin synthase |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US6465179B1 (en) |
| EP (2) | EP1325954A1 (en) |
| JP (1) | JP2001506138A (en) |
| AT (1) | ATE239082T1 (en) |
| AU (1) | AU8019098A (en) |
| DE (1) | DE69814067T2 (en) |
| DK (1) | DK0983366T3 (en) |
| ES (1) | ES2198718T3 (en) |
| NO (1) | NO990244D0 (en) |
| PT (1) | PT983366E (en) |
| WO (1) | WO1998053053A2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050042735A1 (en) * | 2003-04-11 | 2005-02-24 | Ming-De Deng | Metabolic engineering for enhanced production of chitin and chitosan in microorganisms |
| JP2005215892A (en) * | 2004-01-28 | 2005-08-11 | Canon Inc | Authentication system, control method thereof, program, and storage medium |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69421644T2 (en) * | 1993-05-25 | 2000-03-09 | American Cyanamid Co. | Calcofluor screening of chitin biosynthesis inhibitors |
| US5614377A (en) * | 1994-02-28 | 1997-03-25 | Myco Pharmaceuticals, Incorporated | Methods for identifying inhibitors of fungal pathogenicity |
| US5824545A (en) * | 1995-11-01 | 1998-10-20 | Millennium Pharaceuticals, Inc. | Identification of eukaryotic growth-related genes and promoter isolation vector and method of use |
-
1998
- 1998-05-20 DE DE69814067T patent/DE69814067T2/en not_active Expired - Fee Related
- 1998-05-20 ES ES98928300T patent/ES2198718T3/en not_active Expired - Lifetime
- 1998-05-20 EP EP03005489A patent/EP1325954A1/en not_active Withdrawn
- 1998-05-20 EP EP98928300A patent/EP0983366B1/en not_active Expired - Lifetime
- 1998-05-20 PT PT98928300T patent/PT983366E/en unknown
- 1998-05-20 WO PCT/EP1998/002970 patent/WO1998053053A2/en not_active Ceased
- 1998-05-20 JP JP54995498A patent/JP2001506138A/en active Pending
- 1998-05-20 DK DK98928300T patent/DK0983366T3/en active
- 1998-05-20 AU AU80190/98A patent/AU8019098A/en not_active Abandoned
- 1998-05-20 AT AT98928300T patent/ATE239082T1/en not_active IP Right Cessation
- 1998-05-20 US US09/230,041 patent/US6465179B1/en not_active Expired - Fee Related
-
1999
- 1999-01-20 NO NO990244A patent/NO990244D0/en not_active Application Discontinuation
-
2002
- 2002-06-26 US US10/179,382 patent/US20030166235A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU8019098A (en) | 1998-12-11 |
| NO990244L (en) | 1999-01-20 |
| JP2001506138A (en) | 2001-05-15 |
| DE69814067T2 (en) | 2004-04-08 |
| PT983366E (en) | 2003-08-29 |
| ES2198718T3 (en) | 2004-02-01 |
| US6465179B1 (en) | 2002-10-15 |
| ATE239082T1 (en) | 2003-05-15 |
| WO1998053053A3 (en) | 1999-03-18 |
| NO990244D0 (en) | 1999-01-20 |
| EP0983366A2 (en) | 2000-03-08 |
| US20030166235A1 (en) | 2003-09-04 |
| EP0983366B1 (en) | 2003-05-02 |
| EP1325954A1 (en) | 2003-07-09 |
| DE69814067D1 (en) | 2003-06-05 |
| DK0983366T3 (en) | 2003-07-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Sachs et al. | Anaerobic gene expression and flooding tolerance in maize | |
| Saxena et al. | Cellulose synthases and related enzymes | |
| Qu et al. | Identification of a novel group of putative Arabidopsis thaliana β-(1, 3)-galactosyltransferases | |
| Fernandez et al. | A new stress protein: synthesis of Schizosaccharomyces pombe UDP–Glc: glycoprotein glucosyltransferase mRNA is induced by stress conditions but the enzyme is not essential for cell viability. | |
| Wolf-Dieter | The molecular analysis of cell wall components | |
| Pooley et al. | A conditional-lethal mutant of Bacillus subtilis 168 with a thermosensitive glycerol-3-phosphate cytidylyltransferase, an enzyme specific for the synthesis of the major wall teichoic acid | |
| Park et al. | Molecular cloning and characterization of four cDNAs encoding the isoforms of NAD-dependent sorbitol dehydrogenase from the Fuji apple | |
| EP2652130B1 (en) | Trehalose phosphorylases and their use in the biocatalytic production of trehalose-analogues and glycosyl phosphates | |
| Seibold et al. | The glgX gene product of Corynebacterium glutamicum is required for glycogen degradation and for fast adaptation to hyperosmotic stress | |
| Salamone et al. | Isolation and characterization of a higher plant ADP-glucose pyrophosphorylase small subunit homotetramer | |
| Reiter | Arabidopsis thaliana as a model system to study synthesis, structure, and function of the plant cell wall | |
| McGrath et al. | In vitro detection and characterisation of a polyphosphate synthesising activity in the yeast Candida humicola G-1 | |
| JP4702819B2 (en) | Chondroitin synthase | |
| EP0983366B1 (en) | Dna encoding an arthropod chitin synthase | |
| Bloemberg et al. | Substrate specificity and kinetic studies of nodulation protein NodL of Rhizobium leguminosarum | |
| Mariette et al. | Plant cell wall glycosyltransferases: from sequence to structure and function | |
| CN102816783A (en) | Integration of genes into the chromosome of saccharopolyspora spinosa | |
| WO2003102194A1 (en) | Chondroitin synthetase and dna coding for the enzyme | |
| Hancock | The Biosynthesis of Wall Teichoic Acid by Toluenised Cells of Bhacillus subtilis W23 | |
| WO2003102193A1 (en) | Chondroitin synthetase and nucleic acid coding for the enzyme | |
| Namekawa et al. | DNA ligase IV from a basidiomycete, Coprinus cinereus, and its expression during meiosis | |
| EP1072684A1 (en) | Genes encoding proteins having activity of transferring sugar onto aurone | |
| US20030022342A1 (en) | Inositolphosphoryl ceramide (IPC) synthase genes from fungi | |
| Koo et al. | Cloning, sequencing, and expression of UDP-glucose pyrophosphorylase gene from Acetobacter xylinum BRC5 | |
| CN115109762B (en) | A galactosyltransferase related to the biosynthesis of flavonol 3-O-galactoside and its application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AK | Designated states |
Kind code of ref document: A2 Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW |
|
| AL | Designated countries for regional patents |
Kind code of ref document: A2 Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 1998928300 Country of ref document: EP |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 09230041 Country of ref document: US |
|
| ENP | Entry into the national phase |
Ref country code: JP Ref document number: 1998 549954 Kind code of ref document: A Format of ref document f/p: F |
|
| DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
| DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) |
Free format text: (EXCEPT JP, NO, US, EP (AT, BE, CH, CY, DE, DK, ES, FI, FR, GB, GR, IE, IT, LU, MC, NL, PT, SE)) |
|
| AK | Designated states |
Kind code of ref document: A3 Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW |
|
| AL | Designated countries for regional patents |
Kind code of ref document: A3 Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG |
|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
| WWP | Wipo information: published in national office |
Ref document number: 1998928300 Country of ref document: EP |
|
| REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
| NENP | Non-entry into the national phase |
Ref country code: CA |
|
| WWG | Wipo information: grant in national office |
Ref document number: 1998928300 Country of ref document: EP |