Polypeptides with affinity to lipopolysaccharides and their uses

• US 5,449,752 A
• Filed: 04/29/1992
• Issued: 09/12/1995
• Est. Priority Date: 05/02/1991
• Status: Expired due to Fees

• Current Assignee: Naoki Yamamoto
• Original Assignee: Seikagaku Kogyo Company Limited
• Inventors: Fujii, Nobutaka, Matsumoto, Akiyoshi, Yamamoto, Naoki, Waki, Michinori
• Primary Examiner(s): Warden, Jill
• Assistant Examiner(s): DAVENPORT, AVIS MICHELLE
• Application Number:
  US07/876,883
• Time in Patent Office: 1,231 Days
• Field of Search: 530/326, 514/13, 514/14
• US Class Current: 530/326
• CPC Class Codes: A61K 38/00 Medicinal preparations containing peptides peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/12 Antivirals
• CPC Class Codes: A61P 31/18 for HIV
• CPC Class Codes: C07K 7/08 having 12 to 20 amino acids gastrins C07K14/595; somatostatins C07K14/655; melanotropins C07K14/68
• CPC Class Codes: Y02P 20/55 Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

A novel polypeptide sequence having the formula ##STR1## in which A₁ is a hydrogen or at least one and no more than two amino acids selected from the group consisting of lysine and arginine,

A₂ is a tyrosine, phenylalanine or tryptophan residue,

A₃ is an arginine or lysine residue,

A₄ is at least one and no more than two amino acids selected from the group consisting of lysine and arginine, and

A₅ is an --OH or an NH₂, is described.

The polypeptide may be used in a pharmaceutical composition as an antimicrobial or antiviral agent, specifically as an anti-HIV agent.

Claims

1. A polypeptide represented by the following formula (SEQ ID NO:

6) ##STR8## or salt thereof in which A₁ is a hydrogen or at least one and no more than two amino acids selected from the group consisting of lysine and arginine,

A₂ is a tyrosine, phenylalanine or tryptophan residue,

A₃ is an arginine or lysine residue,

A₄ is at least one and no more than two amino acids selected from the group consisting of lysine and arginine,

A₅ is an --OH or an NH₂,

Cys is a cysteine residue, and

Gly is a glycine residue.

2. The polypeptide or salt thereof of claim 1 in which A₁ is a hydrogen.

3. The polypeptide or salt thereof of claim 1 in which A₁ is at least one amino acid selected from the group consisting of lysine and arginine.

4. The polypeptide or salt thereof of claim 1 in which A₁ is two amino acids, in which said amino acids are selected from the group consisting of lysine and arginine.

5. The polypeptide or salt thereof of claim 1 in which A₄ is at least one amino acid selected from the group consisting of lysine and arginine.

6. The polypeptide or salt thereof of claim 1 in which A₄ is two amino acids, in which said amino acids are selected from the group consisting of lysine and arginine.

7. The polypeptide or salt thereof of claim 1 in which the cysteine residues at the 3- and 16-positions are linked through a disulfide linkage.

8. The polypeptide or salt thereof of claim 1 in which the cysteine residues at the 7- and 12-positions are linked through a disulfide linkage.

9. A polypeptide represented by the following formula (SEQ. ID NO:

6) ##STR9## or salt thereof in which A₁ is a hydrogen or at least one and no more than two amino acids selected from the group consisting of lysine and arginine,

A₂ is a tyrosine, phenylalanine or tryptophan residue,

A₃ is an arginine or lysine residue,

A₄ is at least one and no more than two amino acids selected from the group consisting of lysine and arginine,

A₅ is an --OH or an NH₂,

Cys is a cysteine residue, and

Gly is a glycine residue; and

the cysteine residues at the 3- and 16-positions are linked through a disulfide linkage, and the cysteine residues at the 7- and 12-positions are linked through a disulfide linkage.