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US4452782A Expired / Lapsed US ⏱️ 0.0 years remaining

Pentadecapeptide

Assignee: Hoffmann La Roche Inc
•
Filing: 1982-08-26
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Granted: 1984-06-05
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Expires: 2002-08-26
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Abstract

Abstract A pentadecapeptide and salts thereof with immunopotentiating activity is presented. Also presented is a fermentation process for the preparation of the pentadecapeptide by a microorganism of the genus Streptoverticillium and pharmaceutical preparations containing the peptide or its salts.

Inventors

  • 👤 Kenji Takemoto
  • 👤 Yumiko Miyasaka
  • 👤 Hideo Ishitsuka
  • 👤 Yasuji Suhara
  • 👤 Hiromi Maruyama

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 17:07
CPC Classifications
C; C12; C12N; C12N1/00; C12N1/20; C12N1/205; A; A61; A61P; A61P37/00; A61P37/02; A61P37/04; C07; C07K; C07K4/00; C07K4/04; C12P; C12P21/00; C12R; C12R2001/00; C12R2001/01; C12R2001/625; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/908

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 217 words
A method of treating an immunologically supressed or deficient individual which comprises treating said individual with an immunopotentiating amount of a pharmaceutical composition consisting of a penta-decapeptide and salts thereof containing the following amino acids: arginine (1 mole), glutamic acid* (1 mole), lanthionine (1 mole), β-methyllanthionine (2 moles), D-phenylalanine (3 moles), glycine (2 moles), proline (1 mole), valine (1 mole), aspartic acid* (1 mole), β-hydroxyaspartic acid* (1 mole), and lysinoalanine (1 mole), the asterisks indicating that either two of these amino acids or one of them and the carboxy terminal amino acid are present as amides, the hydrochloride salt thereof being characterized by the following parameters: (a) Melting point: 257°-259° C. (dec.); (b) Specific rotation: [α] D 25 =-72° (C=1.0, 0.1N HCl); (c) Ultraviolet absorption spectrum; Maxima at 251.5 nm-(E 1 cm 1% =2.68), 257 nm(E 1 cm 1% =2.90) and 263 nm-.) and a shoulder at 266 nm in water; (d) Infrared absorption spectrum as shown in FIG. 2. (e) Solubility in solvents: Soluble in water or methanol; hardly soluble in ethyl acetate; and insoluble in hexane; (f) Color reaction: Positive to Sakaguchi and Reidon-Smith reactions, and negative to Pauly reaction; (g) Thin layer chromatography on silica gel F 254 (Merck) in benzene/ethanol/25% aqueous ammonia (2:4:1, v/v/v): RF=0.4 in admixture with a pharmaceutical diluent or carrier.
Claim 2
Independent Claim 217 words
A method of treating an immunologically supressed or deficient individual which comprises treating said individual with an immunopotentiating amount of a pharmaceutical composition consisting of a penta-decapeptide and salts thereof containing the following amino acids: arginine (1 mole), glutamic acid* (1 mole), lanthionine (1 mole), β-methyllanthionine (2 moles), D-phenylalanine (3 moles), glycine (2 moles), proline (1 mole), valine (1 mole), aspartic acid* (1 mole), β-hydroxyaspartic acid* (1 mole), and lysinoalanine (1 mole), the asterisks indicating that either two of these amino acids or one of them and the carboxy terminal amino acid are present as amides, the hydrochloride salt thereof being characterized by the following parameters: (a) Melting point: 257°-259° C. (dec.); (b) Specific rotation: [α] D 25 =-72° (C=1.0, 0.1N HCl); (c) Ultraviolet absorption spectrum; Maxima at 251.5 nm-(E 1 cm 1% =2.68), 257 nm(E 1 cm 1% =2.90) and 263 nm-.) and a shoulder at 266 nm in water; (d) Infrared absorption spectrum as shown in FIG. 2. (e) Solubility in solvents: Soluble in water or methanol; hardly soluble in ethyl acetate; and insoluble in hexane; (f) Color reaction: Positive to Sakaguchi and Reidon-Smith reactions, and negative to Pauly reaction; (g) Thin layer chromatography on silica gel F 254 (Merck) in benzene/ethanol/25% aqueous ammonia (2:4:1, v/v/v): RF=0.4 in admixture with a pharmaceutical diluent or carrier.
Claim 3
Dependent Claim 37 words
The method of claim 1 wherein the oral dosage immunopotentiating amount of the pentadecapeptide or salts thereof is from about 0.1 mg to 100 mg and is administered from once a day to four times a day.
Claim 4
Dependent Claim 37 words
The method of claim 1 wherein the parenteral dosage immunopotentiating amount of the pentadecapeptide or salts thereof is from about 1 microgram to 10 mg and is administered from once a day to four times a day.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-06-05 1987-12-05 1988-06-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-06-05 1991-12-05 1992-06-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-06-05 1995-12-05 1996-06-05 $7700.00 Window Closed / Lapsed

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