WO2012166706A3 - Supramolecular nanofibers and hydrogels based on oligopeptides functionalized with nucleobases - Google Patents

Supramolecular nanofibers and hydrogels based on oligopeptides functionalized with nucleobases Download PDF

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Publication number
WO2012166706A3
WO2012166706A3 PCT/US2012/039822 US2012039822W WO2012166706A3 WO 2012166706 A3 WO2012166706 A3 WO 2012166706A3 US 2012039822 W US2012039822 W US 2012039822W WO 2012166706 A3 WO2012166706 A3 WO 2012166706A3
Authority
WO
WIPO (PCT)
Prior art keywords
nucleobases
oligopeptides
functionalized
compounds
hydrogels based
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/US2012/039822
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French (fr)
Other versions
WO2012166706A2 (en
Inventor
Bing Xu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Brandeis University
Original Assignee
Brandeis University
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 Brandeis University filed Critical Brandeis University
Publication of WO2012166706A2 publication Critical patent/WO2012166706A2/en
Publication of WO2012166706A3 publication Critical patent/WO2012166706A3/en
Anticipated expiration legal-status Critical
Priority to US14/093,974 priority Critical patent/US10093674B2/en
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52Two oxygen atoms
    • C07D239/54Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • A61K47/18Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
    • A61K47/183Amino acids, e.g. glycine, EDTA or aspartame
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/26Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/06Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/70Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D473/00Heterocyclic compounds containing purine ring systems
    • C07D473/02Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
    • C07D473/18Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 one oxygen and one nitrogen atom, e.g. guanine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D473/00Heterocyclic compounds containing purine ring systems
    • C07D473/26Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/32Nitrogen atom
    • C07D473/34Nitrogen atom attached in position 6, e.g. adenine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06008Dipeptides with the first amino acid being neutral
    • C07K5/06078Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08Tripeptides
    • C07K5/0802Tripeptides with the first amino acid being neutral
    • C07K5/0812Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nanotechnology (AREA)
  • Biotechnology (AREA)
  • General Engineering & Computer Science (AREA)
  • Medical Informatics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Described herein are nucleopeptide compounds that include a nucleobase and an oligopeptide. The compounds may self-assemble to form supramolecular hydrogels. Also, the compounds may be used as a platform to examine specific biological functions (e.g., binding to DNA and RNA) of a dynamic supramolecular system that is able to interact with both proteins and nucleic acids. Other uses include: methods of growing cells and methods of delivering a substance to a cell.
PCT/US2012/039822 2011-05-31 2012-05-29 Supramolecular nanofibers and hydrogels based on oligopeptides functionalized with nucleobases Ceased WO2012166706A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US14/093,974 US10093674B2 (en) 2011-05-31 2013-12-02 Supramolecular nanofibers and hydrogels based on nucleic acids functionalized with nucleobases

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201161491547P 2011-05-31 2011-05-31
US61/491,547 2011-05-31

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2012/039821 Continuation-In-Part WO2012166705A2 (en) 2011-05-31 2012-05-29 Supramolecular nanofibers and hydrogels based on amino acid-nucleobase-glycoside conjugates

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US14/093,974 Continuation-In-Part US10093674B2 (en) 2011-05-31 2013-12-02 Supramolecular nanofibers and hydrogels based on nucleic acids functionalized with nucleobases

Publications (2)

Publication Number Publication Date
WO2012166706A2 WO2012166706A2 (en) 2012-12-06
WO2012166706A3 true WO2012166706A3 (en) 2013-04-25

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2012/039822 Ceased WO2012166706A2 (en) 2011-05-31 2012-05-29 Supramolecular nanofibers and hydrogels based on oligopeptides functionalized with nucleobases

Country Status (1)

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WO (1) WO2012166706A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10308682B2 (en) 2013-03-06 2019-06-04 Brandeis University Inhibition of tumor growth with aggregates of small molecules
US10232037B2 (en) 2014-02-03 2019-03-19 Brandeis University Supramolecular hydrogel of fMLF-based molecules and use thereof
US10857243B2 (en) 2014-04-09 2020-12-08 Brandeis University Enzymatically responsive magnetic particles and their use
US11155576B2 (en) * 2014-04-09 2021-10-26 Brandeis University Synthetic peptides, enzymatic formation of pericellular hydrogels/nanofibrils, and methods of use
TWI747873B (en) * 2016-02-01 2021-12-01 美商百歐克斯製藥公司 Benzopyrazole compounds and analogues thereof
US12246068B2 (en) 2017-01-06 2025-03-11 Brandeis University Enzymatically activatable peptide-redox modulator conjugates and use thereof
US11839661B2 (en) 2017-08-15 2023-12-12 Brandeis University Rapid formation of supramolecular hydrogels by short peptide and bioactive small molecules
US11834517B2 (en) 2017-09-18 2023-12-05 Brandeis University Branched peptides for enzymatic assembly and mitochondria drug delivery
WO2019055988A1 (en) 2017-09-18 2019-03-21 Brandeis University Branched peptides for enzymatic assembly and mitochondria drug delivery
GB2633392A (en) * 2023-09-08 2025-03-12 Univ Warwick Protein storage gel

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005047231A1 (en) * 2003-11-12 2005-05-26 Applied Nanosystems B.V. Non-symmetrical gelling agent
US20080193968A1 (en) * 2005-08-08 2008-08-14 Bing Xu Therapeutic Uses of Artificial Nanostructures

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005047231A1 (en) * 2003-11-12 2005-05-26 Applied Nanosystems B.V. Non-symmetrical gelling agent
US20080193968A1 (en) * 2005-08-08 2008-08-14 Bing Xu Therapeutic Uses of Artificial Nanostructures

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
SCOTT L JONES ET AL.: "Self-assembling electroactive hydrogels for flexible display technology. art. 494105", JOURNAL OF PHYSICS: COUNDENSED MATTER., vol. 22, no. 49, 23 November 2010 (2010-11-23), pages 1 - 7, XP020201478 *
XINMING LI ET AL.: "Molecular Nanofibers of Olsalazine Form Supramolecular H ydrogels for Reductive Release of an Anti-inflammatory Agent.", JOURNAL OF THE AMERICAL CHEMICAL SOCIETY., vol. 132, no. 50, 22 December 2010 (2010-12-22), pages 17707 - 17709, XP055064376 *

Also Published As

Publication number Publication date
WO2012166706A2 (en) 2012-12-06

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