CH653688A5 - Peptide derivatives and their use as substrates for quantitative determination of enzymes - Google Patents
Peptide derivatives and their use as substrates for quantitative determination of enzymes Download PDFInfo
- Publication number
- CH653688A5 CH653688A5 CH3051/83A CH305183A CH653688A5 CH 653688 A5 CH653688 A5 CH 653688A5 CH 3051/83 A CH3051/83 A CH 3051/83A CH 305183 A CH305183 A CH 305183A CH 653688 A5 CH653688 A5 CH 653688A5
- Authority
- CH
- Switzerland
- Prior art keywords
- gly
- lys
- arg
- cbo
- pna
- Prior art date
Links
- 108090000765 processed proteins & peptides Proteins 0.000 title claims abstract description 26
- 108090000790 Enzymes Proteins 0.000 title claims abstract description 16
- 102000004190 Enzymes Human genes 0.000 title claims abstract description 16
- 239000000758 substrate Substances 0.000 title claims description 5
- 238000003776 cleavage reaction Methods 0.000 claims abstract description 6
- 230000007017 scission Effects 0.000 claims abstract description 6
- 125000003277 amino group Chemical group 0.000 claims abstract description 5
- 239000007850 fluorescent dye Substances 0.000 claims abstract description 5
- 102000016917 Complement C1 Human genes 0.000 claims abstract description 4
- 108010028774 Complement C1 Proteins 0.000 claims abstract description 4
- 230000003197 catalytic effect Effects 0.000 claims abstract description 3
- 238000002848 electrochemical method Methods 0.000 claims abstract description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 3
- 238000002798 spectrophotometry method Methods 0.000 claims abstract description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 92
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- -1 p-toluenesulfonyl group Chemical group 0.000 claims description 15
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 108090000371 Esterases Proteins 0.000 claims description 8
- 229940122601 Esterase inhibitor Drugs 0.000 claims description 6
- 210000004369 blood Anatomy 0.000 claims description 6
- 239000008280 blood Substances 0.000 claims description 6
- 125000001589 carboacyl group Chemical group 0.000 claims description 6
- 239000002329 esterase inhibitor Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 102000010911 Enzyme Precursors Human genes 0.000 claims description 4
- 108010062466 Enzyme Precursors Proteins 0.000 claims description 4
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 230000004154 complement system Effects 0.000 claims description 4
- 230000007071 enzymatic hydrolysis Effects 0.000 claims description 4
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims description 4
- 230000001900 immune effect Effects 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims description 3
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims description 3
- 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims description 3
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 125000001980 alanyl group Chemical group 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 150000001413 amino acids Chemical class 0.000 claims description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 3
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 3
- 125000006639 cyclohexyl carbonyl group Chemical group 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 241000894006 Bacteria Species 0.000 claims description 2
- 208000007536 Thrombosis Diseases 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000000427 antigen Substances 0.000 claims description 2
- 102000036639 antigens Human genes 0.000 claims description 2
- 108091007433 antigens Proteins 0.000 claims description 2
- 210000000170 cell membrane Anatomy 0.000 claims description 2
- 230000007123 defense Effects 0.000 claims description 2
- 210000003743 erythrocyte Anatomy 0.000 claims description 2
- 230000004054 inflammatory process Effects 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 210000002381 plasma Anatomy 0.000 description 5
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
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
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1016—Tetrapeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- 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
- C07K5/0815—Tripeptides with the first amino acid being basic
-
- 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
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
- C07K5/1008—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
-
- 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
- C12Q1/44—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving esterase
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Medicinal Chemistry (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Microbiology (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Physics & Mathematics (AREA)
- Peptides Or Proteins (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH3051/83A CH653688A5 (en) | 1983-06-03 | 1983-06-03 | Peptide derivatives and their use as substrates for quantitative determination of enzymes |
| AT84810246T ATE66235T1 (de) | 1983-06-03 | 1984-05-21 | Peptidderivate und deren verwendung als substrate zur quantitativen bestimmung von enzymen. |
| DE8484810246T DE3484912D1 (de) | 1983-06-03 | 1984-05-21 | Peptidderivate und deren verwendung als substrate zur quantitativen bestimmung von enzymen. |
| EP84810246A EP0128118B1 (de) | 1983-06-03 | 1984-05-21 | Peptidderivate und deren Verwendung als Substrate zur quantitativen Bestimmung von Enzymen |
| IL71941A IL71941A (en) | 1983-06-03 | 1984-05-28 | Peptide derivatives and use thereof for quantitatively assaying enzymes |
| ZA844063A ZA844063B (en) | 1983-06-03 | 1984-05-29 | Peptide derivatives and use thereof as substrates for quantitatively assaying enzymes |
| AU28902/84A AU566936B2 (en) | 1983-06-03 | 1984-05-31 | Peptide derivatives for assaying enzymes |
| US06/616,257 US4629695A (en) | 1983-06-03 | 1984-06-01 | Peptide derivatives and use thereof as substrates for quantitatively assaying enzymes |
| ES533079A ES8606946A1 (es) | 1983-06-03 | 1984-06-01 | Procedimiento para la determinacion cuantitativa de la enzima c1 esterasa. |
| JP59111098A JPS6034992A (ja) | 1983-06-03 | 1984-06-01 | ペプチド誘導体及び酵素ｃ↓１―エステラーゼの測定法 |
| NO842218A NO166716C (no) | 1983-06-03 | 1984-06-01 | Peptidderivater og anvendelse derav som substrater for kvantitativ bestemmelse av enzymer. |
| DK274984A DK168574B1 (da) | 1983-06-03 | 1984-06-01 | Peptidderivater og salte deraf med mineralsyrer eller organiske syrer samt anvendelsen heraf som substrat til kvantitativ bestemmelse af C1-esterase |
| CA000455630A CA1253998A (en) | 1983-06-03 | 1984-06-01 | Peptide derivatives and use thereof as substrates for quantitatively assaying enzymes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH3051/83A CH653688A5 (en) | 1983-06-03 | 1983-06-03 | Peptide derivatives and their use as substrates for quantitative determination of enzymes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH653688A5 true CH653688A5 (en) | 1986-01-15 |
Family
ID=4247510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH3051/83A CH653688A5 (en) | 1983-06-03 | 1983-06-03 | Peptide derivatives and their use as substrates for quantitative determination of enzymes |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS6034992A (enrdf_load_stackoverflow) |
| CH (1) | CH653688A5 (enrdf_load_stackoverflow) |
| ZA (1) | ZA844063B (enrdf_load_stackoverflow) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07238244A (ja) * | 1994-02-25 | 1995-09-12 | Fuji Xerox Co Ltd | 熱インクジェット記録方法 |
| US7241333B2 (en) | 2003-12-12 | 2007-07-10 | Canon Kabushiki Kaisha | Ink-jet recording method, ink-jet ink, ink-jet recording unit, ink cartridge for ink-jet recording and ink-jet recording apparatus |
| US20070197685A1 (en) | 2006-01-18 | 2007-08-23 | Tamotsu Aruga | Recording ink as well as ink media set, ink cartridge, ink recorded matter, inkjet recording apparatus and inkjet recording method |
| WO2008035725A1 (en) | 2006-09-19 | 2008-03-27 | Ricoh Company, Ltd. | Recording ink, ink media set, ink cartridge, ink recorded matter, inkjet recording apparatus, and inkjet recording method |
| US7919544B2 (en) | 2006-12-27 | 2011-04-05 | Ricoh Company, Ltd. | Ink-media set, ink composition, ink cartridge, inkjet recording method, inkjet recording apparatus, and ink recorded matter |
| JP5224092B2 (ja) | 2007-09-14 | 2013-07-03 | 株式会社リコー | 記録用インク、並びにインクメディアセット、インクカートリッジ、インク記録物、インクジェット記録装置、及びインクジェット記録方法 |
-
1983
- 1983-06-03 CH CH3051/83A patent/CH653688A5/de not_active IP Right Cessation
-
1984
- 1984-05-29 ZA ZA844063A patent/ZA844063B/xx unknown
- 1984-06-01 JP JP59111098A patent/JPS6034992A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| ZA844063B (en) | 1985-01-30 |
| JPS6034992A (ja) | 1985-02-22 |
| JPH0360837B2 (enrdf_load_stackoverflow) | 1991-09-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |