US4215047A
Expired / Lapsed
US
⏱️ 0.0 years remaining
7-(Arginylamino)-4-methylcoumarins
Assignee: Ajinomoto Co Inc
•
Filing: 1978-06-05
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Granted: 1980-07-29
•
Expires: 1998-06-05
Abstract
Abstract Peptide derivatives useful as fluorogenic substrates for determining enzymatic activities have the following formula ##STR1## wherein Y is H or ##STR2## and X is a radical selected from the group consisting of ##STR3## wherein R is a radical selected from the group consisting of hydrogen, amino-protecting groups, amino acid residues, terminal amino-protected amino acid residues, oligopeptide residues and terminal amino-protected oligopeptide residues.
Inventors
- 👤 Shumpei Sakakibara
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 21:09
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/10; C07K5/1002; C07K5/1005; C07K5/101; C07D; C07D311/00; C07D311/02; C07D311/04; C07D311/06; C07D311/08; C07D311/16; C07K5/06; C07K5/06008; C07K5/06017; C07K5/06026; C07K5/06078; C07K5/06139; C07K5/06165; C07K5/08; C07K5/0802; C07K5/0804; C07K5/0808; C07K5/0819; C07K5/0821; C07K5/0823; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
34 words
A compound having the formula: ##STR7## wherein X is a substituent selected from the group consisting of glycyl, prolylglycyl, glutamyl-glycyl, isoleucyl-glutamyl-glycyl, seryl-glycyl, valyl-seryl-glycyl, leucyl-glycyl, valyl-leucyl-glycyl, phenylalanyl, prolyl-phenylalanyl, prolyl, valyl-prolyl, and acid addition salts thereof.
Claim 2
Dependent Claim
34 words
A compound having the formula: ##STR7## wherein X is a substituent selected from the group consisting of glycyl, prolylglycyl, glutamyl-glycyl, isoleucyl-glutamyl-glycyl, seryl-glycyl, valyl-seryl-glycyl, leucyl-glycyl, valyl-leucyl-glycyl, phenylalanyl, prolyl-phenylalanyl, prolyl, valyl-prolyl, and acid addition salts thereof.
Claim 3
Dependent Claim
32 words
The compound of claim 1, wherein at least one of the N 2 -amino and imino groups in said compound is protected by an acetyl, benzoyl, carbobenzoxy, t-alkyloxycarbonyl, tosyl or glutaryl group.
Claim 4
Dependent Claim
28 words
The compound of claim 1, wherein the hydroxy substituent on the seryl substituent of said compound containing a seryl radical is protected with an alkyl or benzyl substituent.
Claim 5
Dependent Claim
31 words
The compound of claim 1, wherein the guanidino portion of the arginine residue in said compound is protected by a nitro, tosyl or p-methoxybenzene sulfonyl group or as a protonated salt.
Claim 6
Dependent Claim
27 words
The compound of claim 1, wherein the free carboxyl substituent on the glutamyl substituent of said compound containing a glutamyl substituent is protected as the benzyl ester.
Claim 7
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -carbobenzoxyglecyl-L-arginyl)amino-4-methylcoumarin.
Claim 8
Dependent Claim
8 words
The compound of claim 1 which is 7-(glycyl-L-arginyl)amino-4-methylcoumarin.
Claim 9
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -carbobenzoxy-L-prolylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 10
Dependent Claim
8 words
The compound of claim 1 which is 7-(L-prolylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 11
Dependent Claim
8 words
The compound of claim 1 which is 7-(L-glutamylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 12
Dependent Claim
9 words
The compound of claim 1 which is 7-N.sup.α -acetyl-L-glutamylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 13
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -tert-butoxycarbonyl-L-isoleucyl-L-glutamylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 14
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -glutarylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 15
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -tert-butoxycarbonyl-L-valyl-L-serylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 16
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -tert-butoxycarbonyl-L-serylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 17
Dependent Claim
9 words
The compound of claim 1 which is 7-N.sup.α -tert-butoxycarbonyl-O-benzyl-L-serylglycyl-L-arginyl)amino-4-methyl-coumarin.
Claim 18
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -tert-butoxycarbonyl-L-valyl-L-leucylglycyl-L-arginyl)amino-4-methyl-coumarin.
Claim 19
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -tert-butoxycarbonyl-L-leucylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 20
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -carbobenzoxy-L-leucylglycyl-L-arginyl)amino-4-methylcoumarin.
Claim 21
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -carbobenzoxy-L-phenylalanyl-L-arginyl)amino-4-methylcoumarin.
Claim 22
Dependent Claim
8 words
The compound of claim 1 which is 7-(L-phenylalanyl-L-arginyl)amino-4-methyl-coumarin.
Claim 23
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -carbobenzoxy-L-prolyl-L-phenylalanyl-L-arginyl)amino-4-methylcoumarin.
Claim 24
Dependent Claim
8 words
The compound of claim 1 which is 7-(L-propyl-L-phenylalanyl-L-arginyl)amino-4-methylcoumarin.
Claim 25
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -carbobenzoxy-L-propyl-L-arginyl)amino-4-methylcoumarin.
Claim 26
Dependent Claim
9 words
The compound of claim 1 which is 7-(N.sup.α -tert-butoxycarbonyl-L-valyl-L-prolyl-L-arginyl)amino-4-methylcoumarin.
References Cited (Backward Citations)
US2929822A
Cited
DE1293160B
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-07-29 | 1984-01-28 | 1984-07-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-07-29 | 1988-01-28 | 1988-07-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-07-29 | 1992-01-28 | 1992-07-29 | $7700.00 | Window Closed / Lapsed |