CAS: 500-44-7; (S)-2-Amino-3-(3-Hydroxy-4-Oxopyridin-1(4H)-yl)Propanoic Acid

该化合物是一种非蛋白性氨基酸,主要见于Leucena物种的种子和叶叶,特别是Leucena Leucopepaphala,其特点是独特的结构,包括一个丙酮环,使其有别于标准的氨基酸.Mimosine展示了铬化性能,使其能结合金属离子,从而影响各种生物过程.该化合物以其抑制蛋白合成的潜力而著称,并研究其对植物生长和发育的影响及其对动物营养的影响,特别是对于反麻剂的影响.Mimosine还在某些生物中表现出毒性作用,导致动物"甲胺中毒"等情况.从溶液的角度来看,mimosine在水中是可溶性,有利于生物活动.其化学配方是C10H11N3O3,其分子重量反映了其复杂的结构.

结构式图片

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CAS号10182-48-6 3,4-二羟基吡啶 | CAS号5147-00-2 O-乙酰-L-丝氨酸 | CAS号1121-23-9 3-hydroxy-4-pyridone | CAS号56-45-1 L-丝氨酸

合成工艺路线路线简述

    3-羟基-1H-吡啶-4-酮,L-丝氨酸置于acetate Buffer,Metal Ions,磷酸吡哆醛体系中,化学反应生成 含羞草素
    参考文献:Murakoshi,Isamu; Ikegami,Fumio; Koide,Chiharu,Heterocycles,1984,Vol. 21,# 2,P. 705
    标题:Murakoshi,Isamu; Ikegami,Fumio; Koide,Chiharu,Heterocycles,1984,Vol. 21,# 2,P. 705

    海关参考信息

    专利信息


    专利号:US-2022233673-A1
    优先权日:2019-06-04
    标 题:METHODS OF PRODUCING SHIGA TOXIN B-SUBUNIT (STxB) MONOMERS AND OLIGOMERS, AND USES THEREOF
    发明人:BILLET ANNE; SCHMIDT FRÉDÉRIC; JOHANNES LUDGER; SERVENT DENIS; MOURIER GILLES; TARTOUR ÉRIC; KAY MICHAEL; FULCHER JAMES M
    权利人:INST CURIE; CENTRE NAT RECH SCIENT; INST NAT SANTE RECH MED; COMMISSARIAT A LENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES CEA; APHP ASSIST PUBLIQUE HOPITAUX DE PARIS; UNIV PARIS; UNIV OF UTAH RESEARCH FOUDATION; UNIV UTAH RES FOUND
    摘要:A method of producing a monomer of a Shiga toxin B-subunit (STxB) protein or of a variant thereof by peptide chemical synthesis, as well as to a method of producing a pentamer of the STxB protein or of the variant thereof. The methods are particularly advantageous as they overcome major issues typically observed in peptide chemical synthesis, including solubility and purity issues.

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-2005080260-A1
    优先权日:2003-04-22
    标 题 :Preparation of prodrugs for selective drug delivery
    发明人:MILLS RANDELL L; WU GUO-ZHANG
    摘要:Synthesis of a chemical compound having the formula A-B-C that may serve for applications such as drug delivery where A is a chemiluminescent, moiety, B is a photochromic moiety, and C is a biologically active moiety where A-B-C may serve as a prodrug. Novel synthetic methods of the present invention to form the prodrug comprised the steps of (1) forming a benzophenone, (2) forming a diaryl ethylene, (3) attaching a phthalimide moiety to at least one of the aryl groups of the ethylene to form a phthalimide-ethylene conjugate, (4) condensing two ethylene-phthalimide conjugates to form a phthalimide-pentadiene conjugate, (5) converting the phthalimide to the phthalhydrazide by reaction with hydrazine to form a carrier compound according to the present invention, and (6) reacting the carrier compound with an nucleophilic moiety of the drug to form the corresponding prodrug. Alternatively the carrier can be prepared by using the halo-substituted diaryl ethylene to make the corresponding cationic leuco dye-like compound with known methods. The cationic compound then is protected by reacting with a nucleophile and coupled with the aminophathalimide by palladium-catalyzed amination to form the protected phthalimide-pentadiene conjugate. The latter is refluxed with hydrazine to convert its phthalimide to the phthalhydrazide and acidified to give the carrier. An additional aspect of the present invention relates to the use of these compounds as antiviral agents for the treatment of viral infections such as HIV and as anticancer agents for the treatment of cancers such as bowel, lung, and breast cancer.

    专利号:US-5892038-A
    优先权日:1997-12-08
    标 题 :Hydroxy-amino acid amides
    发明人:DOLLE III ROLAND ELLWOOD; PATEL HITESH K
    权利人:PHARMACOPEIA INC
    摘要:Compounds of Formula I I are disclosed as inhibitors of plasmepsin and cathepsin D. The compounds are therefore useful to treat diseases such as malaria. In preferred compounds of formula I, Y is the residue of an N-acylated amino acid, a substituted 4-aminoproline or a substituted piperazinealkanoic acid. Intermediates in the solid phase synthesis of compounds of formula I, in which the compounds are attached to a solid support, are also disclosed.

    专利号:US-8575106-B2
    优先权日:2009-08-31
    标题:Cosmetic uses of modified stressed yeast extracts and related compositions
    发明人:SANTHANAM UMA; KYROU CHRISTOS D; MAZICH DESIREE; HONG QI; SHAHEEN HUSSAM H
    权利人:SANTHANAM UMA; KYROU CHRISTOS D; MAZICH DESIREE; HONG QI; SHAHEEN HUSSAM H; AVON PROD INC
    摘要:Cosmetic compositions comprising a metal-complexed peptide fraction of stressed yeast extracts and/or a calcium influx inhibitor are disclosed, as well as methods of using such compositions to impart exfoliating, anti-aging, anti-lipid, anti-inflammatory, and/or lightening benefits to the skin; and/or lightening benefits to the hair. These compositions are believed to have modulatory activity against at least one biochemical pathway implicated in skin aging, inflammation, lipid synthesis, and melanin production.

    专利号:US-2022325283-A1
    优先权日:2019-08-30
    标 题:SMALL INTERFERING RNA (siRNA) FOR INHIBITING THE EXPRESSION OF MINI-CHROMOSOME MAINTENANCE 7 (MCM7) GENE, AND COMPOSITION AND USE THEREOF
    发明人:LIANG CHUN; WANG JUN; CHUENG MAN HEI
    权利人:ENKANG PHARMACEUTICALS GUANGZHOU LTD; FOSHAN INTELGEN PHARMACEUTICALS CO LTD
    摘要:Clean version of Abstract Small interfering RNA (siRNA) for inhibiting the expression of the mini-chromosome maintenance 7 (MCM7) gene, and a composition and use thereof are provided. The siRNA designed and verified by the present disclosure can effectively inhibit the expression of the MCM7 gene, and thus inhibit the DNA synthesis, cell proliferation, and colony formation of cancer cells, thereby achieving the purpose of preventing and treating a tumor. The present disclosure provides a new target and candidate compound for cancer prevention or treatment.
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    主要参考文献


    1: Müller AS, Artner M, Janjić K, Edelmayer M, Kurzmann C, Moritz A, Agis H. Synthetic Clay-based Hypoxia Mimetic Hydrogel for Pulp Regeneration: The Impact on Cell Activity and Release Kinetics Based on Dental Pulp-derived Cells In Vitro. J Endod. 2018 Jun 26. pii: S0099-2399(18)30249-8. doi: 10.1016/j.joen.2018.04.010. [Epub ahead of print] doi: 10.3168/jds.2017-13836. Review. doi: 10.1186/s12903-018-0492-8.
    4: Xu Y, Cai L. L mimosine induces caspase 9 mediated apoptosis in human osteosarcoma cells. Mol Med Rep. 2018 Mar;17(3):4695-4701. doi: 10.3892/mmr.2018.8403. Epub 2018 Jan 9. doi: 10.1007/s10265-017-0986-5. Epub 2017 Nov 27. doi: 10.1016/j.archoralbio.2017.10.011. Epub 2017 Oct 16. doi: 10.1111/iej.12806. Epub 2017 Aug 12. doi: 10.1371/journal.ppat.1006404. eCollection 2017 Jun.
    9: Janjić K, Edelmayer M, Moritz A, Agis H. L-mimosine and hypoxia can increase angiogenin production in dental pulp-derived cells. BMC Oral Health. 2017 May 25;17(1):87. doi: 10.1186/s12903-017-0373-6.

    合成参考文献


    参考文献:10.1007/s11274-022-03344-y
    摘要:Oogai S, Fukuta M, Inafuku M, Oku H. Isolation and characterization of mimosine degrading enzyme from Arthrobacter sp. Ryudai-S1. World Journal of Microbiology and Biotechnology. 2022 Jul 31;38(10):172. doi: 10.1007/s11274-022-03344-y.
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