WO2011147881A3 - Cyclische dipeptide als futtermitteladditive - Google Patents

Cyclische dipeptide als futtermitteladditive Download PDF

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Publication number
WO2011147881A3
WO2011147881A3 PCT/EP2011/058577 EP2011058577W WO2011147881A3 WO 2011147881 A3 WO2011147881 A3 WO 2011147881A3 EP 2011058577 W EP2011058577 W EP 2011058577W WO 2011147881 A3 WO2011147881 A3 WO 2011147881A3
Authority
WO
WIPO (PCT)
Prior art keywords
feedstuff additives
diketopiperazine
salt
general formula
cyclic dipeptides
Prior art date
Application number
PCT/EP2011/058577
Other languages
English (en)
French (fr)
Other versions
WO2011147881A2 (de
Inventor
Christoph Kobler
Thomas HÄUSSNER
Christoph Weckbecker
Original Assignee
Evonik Degussa Gmbh
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 Evonik Degussa Gmbh filed Critical Evonik Degussa Gmbh
Publication of WO2011147881A2 publication Critical patent/WO2011147881A2/de
Publication of WO2011147881A3 publication Critical patent/WO2011147881A3/de

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/06—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
    • C07D241/08—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/105—Aliphatic or alicyclic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/142—Amino acids; Derivatives thereof
    • A23K20/147—Polymeric derivatives, e.g. peptides or proteins
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/80—Feeding-stuffs specially adapted for particular animals for aquatic animals, e.g. fish, crustaceans or molluscs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Food Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Birds (AREA)
  • Health & Medical Sciences (AREA)
  • Insects & Arthropods (AREA)
  • Marine Sciences & Fisheries (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Fodder In General (AREA)
  • Feed For Specific Animals (AREA)

Abstract

Die Erfindung betrifft Futtermitteladditive enthaltend mindestens ein Diketopiperazin mit der folgenden allgemeinen Formel (IV) oder ein Salz davon, wobei R1 und R2 unabhängig voneinander einen Aminosäurerest R darstellen (vorzugsweise in der L-Konfiguration) ausgewählt aus der Gruppe Methionin (R = - (CH2) 2SCH3), Lysin (R = -(CH2)4NH2), Threonin (R = -CH (OH) (CH3)), Tryptophan (R = -indolyl), Histidin (R = -imidazoyl), Valin (R = -CH(CH3)2), Leucin (R = -CH2CH ( (CH3) 2), Isoleucin (R = -CH (CH3) CH2CH3), Phenylalanin (R = -CH2Ph), Arginin (R = - (CH2) 3NHC (=NH) CH2), Cystein (R = -CH2SH), wobei gegebenenfalls R1 gleich R2 sein kann; oder enthaltend mindestens eine Verbindung mit der folgenden allgemeinen Formel (V) oder ein Salz davon, wobei R1 und R2 wie oben definiert sind; sowie das Diketopiperazin selbst und ein Verfahren zu dessen Herstellung.
PCT/EP2011/058577 2010-05-27 2011-05-25 Cyclische dipeptide als futtermitteladditive WO2011147881A2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102010029399A DE102010029399A1 (de) 2010-05-27 2010-05-27 Cyclische Dipeptide als Futtermitteladditive
DE102010029399.7 2010-05-27

Publications (2)

Publication Number Publication Date
WO2011147881A2 WO2011147881A2 (de) 2011-12-01
WO2011147881A3 true WO2011147881A3 (de) 2012-05-24

Family

ID=44541533

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2011/058577 WO2011147881A2 (de) 2010-05-27 2011-05-25 Cyclische dipeptide als futtermitteladditive

Country Status (3)

Country Link
US (1) US20110295006A1 (de)
DE (1) DE102010029399A1 (de)
WO (1) WO2011147881A2 (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102008042932A1 (de) 2008-10-17 2010-04-22 Evonik Degussa Gmbh Herstellung und Verwendung von Methionylmethionin als Futtermitteladditiv für Fische und Krustentiere
US9011832B2 (en) 2012-02-09 2015-04-21 Novus International, Inc. Heteroatom containing cyclic dimers
MX2015000395A (es) 2012-07-12 2015-04-10 Novus Int Inc Composiciones de matriz y capa para proteccion de bioactivos.
US20150080468A1 (en) * 2013-09-13 2015-03-19 Quality Liquid Feeds Composition and method for processing and delivering bioavailable methionine analogs, derivatives, and precursors, thereof
JP6513659B2 (ja) * 2014-06-20 2019-05-15 サントリーホールディングス株式会社 糖代謝改善剤
US20180194804A1 (en) * 2015-07-09 2018-07-12 Evonik Degussa Gmbh Simplified and scalable method for synthesis of 2,6-bis(methionyl)- 1,4-diketopiperazine
CN105367505A (zh) * 2015-12-01 2016-03-02 苏利制药科技江阴有限公司 一种新型合成3,6-二甲基-2,5-哌嗪二酮的方法
WO2017174398A1 (en) 2016-04-07 2017-10-12 Cysal Gmbh Cyanophycin for slow feeding aquatic organisms
EP3339289A1 (de) 2016-12-21 2018-06-27 Evonik Degussa GmbH Verfahren zur herstellung von methionin
US10584306B2 (en) 2017-08-11 2020-03-10 Board Of Regents Of The University Of Oklahoma Surfactant microemulsions
CN113166045B (zh) 2018-12-14 2024-03-08 赢创运营有限公司 生产甲硫氨酸的方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1989006497A1 (en) * 1988-01-23 1989-07-27 Kyowa Hakko Kogyo Co., Ltd. A feed composition for culturing fishes and shellfishes
WO2009100431A1 (en) * 2008-02-07 2009-08-13 Marquette University Cysteine and cystine prodrugs to treat schizophrenia and reduce drug cravings

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2785773B1 (fr) 1998-11-13 2001-04-20 Rhone Poulenc Nutrition Animal Utilisation d'esters de methionine en nutrition animale
AU2002259100A1 (en) 2001-05-02 2002-11-11 Novus International, Inc. Enantioselective oligomerization of alpha-hydroxy carboxylic acids and alpha-amino acids
US20030099689A1 (en) 2001-08-31 2003-05-29 Ohio State Research Foundation Dietary formulations including peptides

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1989006497A1 (en) * 1988-01-23 1989-07-27 Kyowa Hakko Kogyo Co., Ltd. A feed composition for culturing fishes and shellfishes
WO2009100431A1 (en) * 2008-02-07 2009-08-13 Marquette University Cysteine and cystine prodrugs to treat schizophrenia and reduce drug cravings

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
BRENNER ET AL: "Isolierung von enzymatisch gebildetem L-Methionyl-L-methionin und L-Methionyl-Lmethionyl-L-methionin; Vergleich mit synthetischen Produkten", HELVETICA CHIMICA ACTA, vol. 34, 1 January 1951 (1951-01-01), pages 2085, XP009152067 *
DONKOR I.O. ET AL: "SYNTHESIS OF A REPORTED CALPAIN INHIBITOR ISOLATED FROM STREPTOMYCES GRISEUS", BIOORGANI & MEDICINAL CHEMISTRY LETTERS, vol. 11, 1 January 2001 (2001-01-01), pages 2647 - 2649, XP002658761 *
HUANG Z-Z ET AL: "Biomimetic catalysis of diketopiperazine and dipeptide syntesis", ANGEW. CHEM. INT. ED., vol. 47, 1 January 2008 (2008-01-01), pages 1758 - 1761, XP002658766 *
LOPET LC ET AL: "Explanation of bitter taste of venom of ponerine ant, pachycondyla apicalis", JOURNAL OF CHEMICAL ECOLOGY, vol. 23, 1 January 1997 (1997-01-01), pages 705 - 712, XP002658764 *
LU X. ET AL: "Diketopiperazine constituents of marine bacillus subtilis", CHEMISTRY OF NATURAL COMPOUNDS, vol. 45, no. 2, 1 January 2009 (2009-01-01), pages 290 - 292, XP002658760 *
PEREZ-PICASO L. ET AL: "Efficient mocrowave assisted syntheses of 2,5-diketopiperazines in aqueous media", MOLECULES, vol. 14, 31 July 2009 (2009-07-31), pages 2836 - 2849, XP002658765 *
STARK T. ET AL: "Structures, sensory activity, and dose/response functions of 2,5-diketopiperazines in roasted cocoa nibs", J. AGRIC. FOOD CHEM., vol. 53, 9 August 2005 (2005-08-09), pages 7222 - 7231, XP002658763 *
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Also Published As

Publication number Publication date
DE102010029399A1 (de) 2011-12-01
WO2011147881A2 (de) 2011-12-01
US20110295006A1 (en) 2011-12-01

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