WO1996028468A3 - Amphiphilic peptide and analogs thereof - Google Patents

Amphiphilic peptide and analogs thereof Download PDF

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Publication number
WO1996028468A3
WO1996028468A3 PCT/EP1996/000844 EP9600844W WO9628468A3 WO 1996028468 A3 WO1996028468 A3 WO 1996028468A3 EP 9600844 W EP9600844 W EP 9600844W WO 9628468 A3 WO9628468 A3 WO 9628468A3
Authority
WO
WIPO (PCT)
Prior art keywords
peptides
analogs
indicates
amino acid
discloses
Prior art date
Application number
PCT/EP1996/000844
Other languages
French (fr)
Other versions
WO1996028468A2 (en
Inventor
Manmohan Bhakoo
Shail Patel
Peter Ian Stott
Original Assignee
Unilever Plc
Unilever Nv
Manmohan Bhakoo
Shail Patel
Peter Ian Stott
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 Unilever Plc, Unilever Nv, Manmohan Bhakoo, Shail Patel, Peter Ian Stott filed Critical Unilever Plc
Priority to AU48316/96A priority Critical patent/AU720419B2/en
Priority to EP96904088A priority patent/EP0815128A2/en
Priority to BR9607242A priority patent/BR9607242A/en
Publication of WO1996028468A2 publication Critical patent/WO1996028468A2/en
Publication of WO1996028468A3 publication Critical patent/WO1996028468A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/08—Linear peptides containing only normal peptide links having 12 to 20 amino acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/46—N-acyl derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
    • A61L2/16—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • 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
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Zoology (AREA)
  • Epidemiology (AREA)
  • Plant Pathology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

The invention relates to amphiphilic peptides and analogs thereof. The specification defines the molecules in three ways and discloses that antimicrobial peptides which comprise a sequence selected from the group comprising: +-++--++--+--++, +-++--++---+-+++, ++-+++-++-+++--, ++-+++-++-++++-++-, ++-+++-++--++--++-, --++--++-++--++-++, ++++-+++--+--++, ++-+++++++-++-++--, wherein + indicates a hydrophobic amino acid residue and - indicates a hydrophilic amino acid residue have improved antimicrobial properties. Specific sequences of active peptides are given. The specification also discloses two general equations which define the rule by whicc peptides falling within the scope of the invention are identified.
PCT/EP1996/000844 1995-03-09 1996-02-27 Amphiphilic peptide and analogs thereof WO1996028468A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AU48316/96A AU720419B2 (en) 1995-03-09 1996-02-27 Amphiphilic peptide and analogs thereof
EP96904088A EP0815128A2 (en) 1995-03-09 1996-02-27 Amphiphilic peptide and analogs thereof
BR9607242A BR9607242A (en) 1995-03-09 1996-02-27 Amphiphilic antimicrobial peptides and process for disinfecting surfaces

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9504761.9A GB9504761D0 (en) 1995-03-09 1995-03-09 Amphiphilic peptide and analogs thereof
GB9504761.9 1995-03-09

Publications (2)

Publication Number Publication Date
WO1996028468A2 WO1996028468A2 (en) 1996-09-19
WO1996028468A3 true WO1996028468A3 (en) 1997-04-17

Family

ID=10770918

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1996/000844 WO1996028468A2 (en) 1995-03-09 1996-02-27 Amphiphilic peptide and analogs thereof

Country Status (6)

Country Link
EP (1) EP0815128A2 (en)
KR (1) KR19980702853A (en)
AU (1) AU720419B2 (en)
BR (1) BR9607242A (en)
GB (1) GB9504761D0 (en)
WO (1) WO1996028468A2 (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100314721B1 (en) * 1998-01-22 2001-11-23 김일웅 Biologically active peptides
EP1023836A1 (en) * 1999-01-26 2000-08-02 Unilever N.V. Compositions and methods for inhibiting the growth of fungi
AU6466400A (en) * 1999-08-10 2001-03-05 Amram Mor Multi-functional antimicrobial peptides
US6280725B1 (en) 2000-01-18 2001-08-28 Lipton, Division Of Conopco, Inc. Compositions and methods for inhibiting the growth of fungi
CN1269837C (en) * 2002-09-02 2006-08-16 上海高科联合生物技术研发有限公司 Serial synthetic antibacterial peptide
US7084248B2 (en) * 2004-07-14 2006-08-01 Gene Tools, Llc Peptide composition and method for delivering substances into the cytosol of cells
AU2007250558B2 (en) * 2006-05-16 2012-10-25 Pergamum Ab Improved antimicrobial peptides
CZ301719B6 (en) * 2009-02-12 2010-06-02 Ústav organické chemie a biochemie Akademie ved Ceské republiky, v. v. i. Antimicrobial peptides
PE20121033A1 (en) 2009-06-03 2012-08-02 Basf Se RECOMBINANT PRODUCTION OF PEPTIDES
GB201115910D0 (en) 2011-09-14 2011-10-26 Univ Manchester Peptides
EP3725333B1 (en) 2011-11-24 2023-08-23 Positec Power Tools (Suzhou) Co., Ltd Peptide sequence design and use thereof for peptide-mediated sirna delivery
WO2013124436A1 (en) * 2012-02-23 2013-08-29 University Of East London Synthetic anti-microbial peptides with a minority of cationic and a majority hydrophobic side chains

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991012015A1 (en) * 1990-02-08 1991-08-22 Magainin Sciences Inc. Biologically active amphiphilic peptides and method of inhibiting growth of target cells, virus or virally-infected cell
CA2047317A1 (en) * 1990-07-19 1992-01-20 Richard A. Houghten Amphiphilic peptide compositions and analogues thereof
WO1992001462A1 (en) * 1990-07-19 1992-02-06 The Scripps Research Institute Amphiphilic peptide compositions and analogues thereof
US5221732A (en) * 1988-12-06 1993-06-22 The United States Of America As Represented By The Department Of Health And Human Services Antimicrobial magainin modified peptides
US5225399A (en) * 1991-04-15 1993-07-06 The Children's Hospital Of Philadelphia Antimicrobial amphiphilic peptides
US5239059A (en) * 1991-05-10 1993-08-24 The Children's Hospital Of Philadelphia Ion-channel forming peptides
WO1994012206A1 (en) * 1992-12-03 1994-06-09 Magainin Pharmaceuticals, Inc. Treatment of dermatological malignancies with biologically active peptides
WO1994013697A1 (en) * 1992-12-07 1994-06-23 Magainin Pharmaceuticals, Inc. Treatment of septic shock with conjugated biologically active peptides
WO1994019369A1 (en) * 1993-02-26 1994-09-01 Magainin Pharmaceuticals, Inc. Treatment of cancerous growths with biologically active peptides and protease inhibitors

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5221732A (en) * 1988-12-06 1993-06-22 The United States Of America As Represented By The Department Of Health And Human Services Antimicrobial magainin modified peptides
WO1991012015A1 (en) * 1990-02-08 1991-08-22 Magainin Sciences Inc. Biologically active amphiphilic peptides and method of inhibiting growth of target cells, virus or virally-infected cell
CA2047317A1 (en) * 1990-07-19 1992-01-20 Richard A. Houghten Amphiphilic peptide compositions and analogues thereof
WO1992001462A1 (en) * 1990-07-19 1992-02-06 The Scripps Research Institute Amphiphilic peptide compositions and analogues thereof
US5294605A (en) * 1990-07-19 1994-03-15 The Scripps Research Institute Amphiphilic peptide compositions and analogues thereof
US5225399A (en) * 1991-04-15 1993-07-06 The Children's Hospital Of Philadelphia Antimicrobial amphiphilic peptides
US5239059A (en) * 1991-05-10 1993-08-24 The Children's Hospital Of Philadelphia Ion-channel forming peptides
WO1994012206A1 (en) * 1992-12-03 1994-06-09 Magainin Pharmaceuticals, Inc. Treatment of dermatological malignancies with biologically active peptides
WO1994013697A1 (en) * 1992-12-07 1994-06-23 Magainin Pharmaceuticals, Inc. Treatment of septic shock with conjugated biologically active peptides
WO1994019369A1 (en) * 1993-02-26 1994-09-01 Magainin Pharmaceuticals, Inc. Treatment of cancerous growths with biologically active peptides and protease inhibitors

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BLONDELLE S.E. ET AL.: "Evaluation of peptide-peptide interactions using reversed phase high-performance liquid chromatographgy", JOURNAL OF CHROMATOGRAPHY, vol. 625, 20 November 1992 (1992-11-20), AMSTERDAM NL, pages 199 - 206, XP000573322 *
SCHNEIDER G. ET AL.: "Artificial neural networks and simulated molecular evolution are potential tools for sequence-oriented protein design", CABIOS COMPUTER APPLICATIONS IN THE BIOSCIENCES, vol. 10, no. 6, December 1994 (1994-12-01), OXFORD GB, pages 635 - 645, XP000608600 *
SCHNEIDER G. ET AL.: "Development of simple fitness landscapes for peptides by artificial neural filter systems", BIOLOGICAL CYBERNETICS, vol. 73, no. 3, August 1995 (1995-08-01), HEIDELBERG DE, pages 245 - 254, XP000525997 *

Also Published As

Publication number Publication date
AU4831696A (en) 1996-10-02
KR19980702853A (en) 1998-08-05
AU720419B2 (en) 2000-06-01
WO1996028468A2 (en) 1996-09-19
GB9504761D0 (en) 1995-04-26
EP0815128A2 (en) 1998-01-07
BR9607242A (en) 1997-11-11

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