ES477501A1 - Procedimiento para la obtencion de substratos enzimaticos. - Google Patents

Procedimiento para la obtencion de substratos enzimaticos.

Info

Publication number
ES477501A1
ES477501A1 ES477501A ES477501A ES477501A1 ES 477501 A1 ES477501 A1 ES 477501A1 ES 477501 A ES477501 A ES 477501A ES 477501 A ES477501 A ES 477501A ES 477501 A1 ES477501 A1 ES 477501A1
Authority
ES
Spain
Prior art keywords
proteases
quantification
substrates
group
production
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.)
Expired
Application number
ES477501A
Other languages
English (en)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Phadia AB
Original Assignee
Kabi AB
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kabi AB filed Critical Kabi AB
Publication of ES477501A1 publication Critical patent/ES477501A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0821—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp
    • C07K5/0825—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp and Glp-amino acid; Derivatives thereof
    • 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
    • C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
    • C12Q1/37—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving peptidase or proteinase
    • 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
    • C12Q1/56—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving blood clotting factors, e.g. involving thrombin, thromboplastin, fibrinogen
    • 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
    • C12Q2337/00—N-linked chromogens for determinations of peptidases and proteinases
    • C12Q2337/20—Coumarin derivatives
    • C12Q2337/22—7-Amino-4-methylcoumarin, i.e. AMC, MCA
    • 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
    • C12Q2337/00—N-linked chromogens for determinations of peptidases and proteinases
    • C12Q2337/30—Naphthyl amides, e.g. beta-NA, 2-NA, 4-methoxy-beta-naphthylamine, i.e. 4MNA
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/948—Hydrolases (3) acting on peptide bonds (3.4)
    • G01N2333/95—Proteinases, i.e. endopeptidases (3.4.21-3.4.99)
    • G01N2333/964—Proteinases, i.e. endopeptidases (3.4.21-3.4.99) derived from animal tissue
    • G01N2333/96425—Proteinases, i.e. endopeptidases (3.4.21-3.4.99) derived from animal tissue from mammals
    • G01N2333/96427—Proteinases, i.e. endopeptidases (3.4.21-3.4.99) derived from animal tissue from mammals in general
    • G01N2333/9643—Proteinases, i.e. endopeptidases (3.4.21-3.4.99) derived from animal tissue from mammals in general with EC number
    • G01N2333/96433—Serine endopeptidases (3.4.21)
    • G01N2333/96441—Serine endopeptidases (3.4.21) with definite EC number
    • G01N2333/96444—Factor X (3.4.21.6)
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/948—Hydrolases (3) acting on peptide bonds (3.4)
    • G01N2333/968—Plasmin, i.e. fibrinolysin
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/948—Hydrolases (3) acting on peptide bonds (3.4)
    • G01N2333/972—Plasminogen activators
    • G01N2333/9723—Urokinase
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/948—Hydrolases (3) acting on peptide bonds (3.4)
    • G01N2333/972—Plasminogen activators
    • G01N2333/9726—Tissue plasminogen activator
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
    • Y10S530/802—Chromogenic or luminescent peptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biophysics (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Biotechnology (AREA)
  • Immunology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Neurosurgery (AREA)
  • Hematology (AREA)
  • Medicinal Chemistry (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Peptides Or Proteins (AREA)
  • Enzymes And Modification Thereof (AREA)

Abstract

Procedimiento para la obtención de substratos enzimáticos de fácil desdoblamiento para proteasas, según la fórmula general. R1-p-Glu- A1-A2-NH-R2 en la que R1=h o un grupo protector preferentemente t-butiloxicarbonilo, benzyyloxicarbonil); A1=Gly, Ala, Val, Leu, Ile, Ser, Thr, Pro, Pip, Phe o Tyr A2= Arg O Lys R2= un grupo hidrocarburo aromático posiblemente sustituido en el que -NH-R2 es un grupo determinable por medios físicos-químicos, preferentemente un grupo cromogénico o fluorogénico que se desdobla con una enzima presente y forma a continuación un producto de excisión de fórmula H2N-R2, cuya cantidad se puede cuantificar. Caracterizado porque la síntesis se realiza gradualmente, acoplando a A2 que lleva R2 o un grupo protector removible de carboxilo que a continuación se sustituye por R2 o partiendo de R1-p-Glu-A en donde R1 es un grupo protector, preferentemente t-butiloxicarbonilo o benciloxicarbonilo y acoplando a A2-NH-R2 en donde R2 se puede introducir separadamente en sustitución de un grupo protector removible de carboxilo.
ES477501A 1978-02-07 1979-02-06 Procedimiento para la obtencion de substratos enzimaticos. Expired ES477501A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE7801373A SE7801373L (sv) 1978-02-07 1978-02-07 Lett spjelkbara substrat for kvantifiering av proteaser

Publications (1)

Publication Number Publication Date
ES477501A1 true ES477501A1 (es) 1979-11-16

Family

ID=20333883

Family Applications (1)

Application Number Title Priority Date Filing Date
ES477501A Expired ES477501A1 (es) 1978-02-07 1979-02-06 Procedimiento para la obtencion de substratos enzimaticos.

Country Status (18)

Country Link
US (2) US4279810A (es)
EP (1) EP0004256B1 (es)
JP (2) JPS6345397B2 (es)
AT (1) AT368773B (es)
AU (1) AU4394579A (es)
CA (1) CA1136124A (es)
DD (1) DD142550A5 (es)
DE (1) DE2963358D1 (es)
DK (1) DK147495C (es)
ES (1) ES477501A1 (es)
FI (1) FI790376A (es)
IL (1) IL56520A0 (es)
NO (1) NO790375L (es)
PL (1) PL116682B1 (es)
SE (1) SE7801373L (es)
SU (1) SU1277904A3 (es)
WO (1) WO1979000602A1 (es)
ZA (1) ZA79424B (es)

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4275153A (en) * 1978-08-03 1981-06-23 American Hospital Supply Corporation Analytical fluorogenic substrates for proteolytic enzymes
US4336186A (en) * 1978-08-03 1982-06-22 Gargiulo Robert J Analytical fluorogenic substrates for proteolytic enzymes
US4409140A (en) * 1979-04-23 1983-10-11 Smith Robert E Substrates and method for determining enzymes
DE3061860D1 (en) * 1979-04-24 1983-03-17 Marcel Jozefonvicz Process for the determination of proteases and antiproteases
DE2936543A1 (de) * 1979-09-10 1981-04-09 Behringwerke Ag, 3550 Marburg Chromogene verbindungen
CA1161432A (en) * 1980-02-12 1984-01-31 Lars G. Svendsen Tripeptide derivatives and their application in assaying enzymes
WO1982000641A1 (en) * 1980-08-25 1982-03-04 Ab Kabivitrum Peptide substrates for determination of protease activity
FR2497798A1 (fr) * 1981-01-09 1982-07-16 Pharmindustrie Nouveaux peptides portant un fluorophore, procede pour leur preparation et leur application au dosage fluorimetrique des endotoxines
US4388233A (en) * 1981-05-15 1983-06-14 The Regents Of The University Of California Synthetic substrates for enzyme analysis
US4510241A (en) * 1981-09-03 1985-04-09 Mallinckrodt, Inc. Peptide-type substrates useful in the quantitative determination of endotoxin
JPS5863399A (ja) * 1981-10-14 1983-04-15 Nitto Boseki Co Ltd 新規なプラスミン測定用基質
US4448715A (en) * 1981-11-02 1984-05-15 University Of Miami Tagged pyroglu-L-Phe-L-Arg derivatives, substrates and assays for kallikrein
DE3211254A1 (de) * 1982-03-26 1983-09-29 Boehringer Mannheim Gmbh, 6800 Mannheim Verfahren zum nachweis des vorliegens einer allergie und zum spezifischen nachweis des fuer die allergie verantwortlichen allergens
US4491541A (en) * 1982-11-10 1985-01-01 Farmitalia Carlo Erba Peptides
DE3244030A1 (de) * 1982-11-27 1984-05-30 Behringwerke Ag, 3550 Marburg Chromogene verbindungen, verfahren zu ihrer herstellung und ihre verwendung
DE3484912D1 (de) * 1983-06-03 1991-09-19 Pentapharm Ag Peptidderivate und deren verwendung als substrate zur quantitativen bestimmung von enzymen.
JPS6117956A (ja) * 1984-07-04 1986-01-25 Nitto Boseki Co Ltd 新規な尿中カリクレイン測定用基質
CA1293591C (en) * 1985-01-11 1991-12-24 Charles A. Kettner Peptide substrates for detecting virus-specified protease activity
US4694070A (en) * 1985-05-28 1987-09-15 Coulter Electronics, Inc. Water soluble xanthylium derivatives substrates
US4801534A (en) * 1985-05-28 1989-01-31 Coulter Electronics, Inc. Water soluble zanthylium derivative substrates
US5231006A (en) * 1986-10-16 1993-07-27 Behringwerke Aktiengesellschaft Method for the determination of plasminogen
DE3635191A1 (de) * 1986-10-16 1988-04-21 Behringwerke Ag Verfahren zur bestimmung von plasminogen
SE8701801L (sv) * 1987-04-30 1988-10-31 Kabivitrum Ab Foerfarande foer identifiering av mikroorganismer
US5115099A (en) * 1988-06-14 1992-05-19 Nitto Boseki Co., Ltd. Substrates for determination of enzyme activity and intermediates for synthesis of the substrates as well as process for producing the intermediates
JPH06104079B2 (ja) * 1988-07-14 1994-12-21 日東紡績株式会社 新規な酵素活性測定用基質
DE3839379A1 (de) * 1988-11-22 1990-05-23 Hoechst Ag Verfahren zur herstellung von tripeptiden
US5191065A (en) * 1988-11-22 1993-03-02 Hoechst Aktiengesellschaft Process for the preparation of tripeptides
SE8904188D0 (sv) * 1989-12-12 1989-12-12 Kabivitrum Ab Chromogenic substrate
JP2769243B2 (ja) * 1990-02-19 1998-06-25 ノボ ノルディスク アクティーゼルスカブ 溶液、特に発酵溶液から精製ｅｐｉ蛋白質の回収方法
US5698411A (en) * 1995-05-18 1997-12-16 Coulter Corporation Method for determining activity of enzymes in metabolically active whole cells
US5871946A (en) * 1995-05-18 1999-02-16 Coulter Corporation Method for determining activity of enzymes in metabolically active whole cells
US5733719A (en) * 1995-05-18 1998-03-31 Coulter Corporation Method of making an assay compound
US5776720A (en) * 1995-05-18 1998-07-07 Coulter Corporation Assay reagent
AU2001265092A1 (en) * 2000-06-02 2001-12-17 Regents Of The University Of California Profiling of protease specificity using combinatorial fluorogenic substrate libraries
GB0208989D0 (en) * 2002-04-19 2002-05-29 Amersham Biosciences Uk Ltd Methods for measuring enzyme activity

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE380258B (sv) * 1972-05-02 1975-11-03 Bofors Ab Nya diagnostiskt verksamma substrat med hog specificitet till trypsin och andra enzymer av typen peptidyl-peptid-hydrolaser
SE380257B (sv) * 1972-05-02 1975-11-03 Bofors Ab Nya diagnostiskt verksamma substrat med hog specificitet till trombin och andra proteolytiska enzymer av typen peptidyl-peptid-hydrolaser
DE2527932C2 (de) * 1974-07-02 1983-04-21 Pentapharm AG, 4052 Basel Säureadditionssalze von Tripeptidderivaten und deren Verwendung als Substrate zur Bestimmung von Plasmakallikrein
SE407058B (sv) * 1974-12-05 1979-03-12 Kabi Ab Nya kromogena enzymsubstrat for serinproteaser
CH622286A5 (es) * 1975-06-23 1981-03-31 Pentapharm Ag
SE407571B (sv) * 1975-07-11 1979-04-02 Kabi Ab Nya kromogena enzymsubstrat for serinproteaser
SE437153B (sv) * 1976-12-01 1985-02-11 Kabi Ab Specifika kromogena enzymsubstrat for serinproteaser
US4215047A (en) * 1977-06-06 1980-07-29 Ajinomoto Company Incorporated 7-(Arginylamino)-4-methylcoumarins

Also Published As

Publication number Publication date
SU1277904A3 (ru) 1986-12-15
JPS55500076A (es) 1980-02-14
CA1136124A (en) 1982-11-23
PL116682B1 (en) 1981-06-30
ZA79424B (en) 1980-01-30
NO790375L (no) 1979-08-08
DE2963358D1 (en) 1982-09-09
WO1979000602A1 (en) 1979-08-23
SE7801373L (sv) 1979-08-08
JPS6345397B2 (es) 1988-09-09
IL56520A0 (en) 1979-03-12
DK147495B (da) 1984-09-03
ATA78279A (de) 1982-03-15
US4335204A (en) 1982-06-15
US4279810A (en) 1981-07-21
PL213217A1 (es) 1980-02-11
AT368773B (de) 1982-11-10
AU4394579A (en) 1979-08-16
DK147495C (da) 1985-07-15
DK420879A (da) 1979-10-05
FI790376A (fi) 1979-08-08
DD142550A5 (de) 1980-07-02
EP0004256A1 (en) 1979-09-19
JPS63173600A (ja) 1988-07-18
EP0004256B1 (en) 1982-07-21

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