CAS: 526-31-8; Nα-Methyl-L-Tryptophan

该化合物是一种氨酸衍生物,是氨基酸L-tryptophan基本成分的结构性类似物,其特征是,该物质在不列颠侧链氮原子中存在一个附属于该物质氮原子的甲基组,这改变了其生化特性.该化合物经常因其在各种生物过程的作用而受到研究,包括对血清素新陈代谢的潜在影响及其参与免疫反应调制.N-Meby-L-tryptophan因其潜在的治疗应用而受到调查,特别是在癌症免疫疗法方面,因为它能够影响突尼氏体通过九线途径的催化.该化合物一般是白色的对非白晶状固体,并且可溶于极溶剂中.其分子结构有助于其与生物系统互动的能力,使其成为药物学研究的一个主题.与许多氨基酸衍生物一样,其特性可能受到诸如PH和温度等因素的影响,这些因素是实验环境中的重要考虑.

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L-色氨酸 L-Tryptophan 73-22-3
5-羟基-L-色氨酸 L-5-Htp 08/09/4350

合成工艺路线路线简述

    📜Kyanamide置于盐酸,苯酚体系中,用 水 作为反应溶剂,化学反应 16.0H,反应生成 L-谷氨酸,相思豆毒素
    参考文献:Kyanamide,A New Ahp-Containing Depsipeptide From Marine Cyanobacterium Caldora Penicillata
    标题:Kyanamide,A New Ahp-Containing Depsipeptide From Marine Cyanobacterium Caldora Penicillata
    摘要:Kyanamide (1),A New Depsipeptide Containing 3-Amino-6-Hydroxy-2-Piperidone Moiety,Was Isolated From The Caldora Penicillata Marine Cyanobacterium Collected In Okinawa. Its Structure Was Determined By Spectroscopic Analysis And Marfey'S Analysis Of Acid Hydrolysate. Kyanamide Exhibited Moderate Cytotoxicity Against Hela S3 Cells. 1 Also Exhibited Potent Protease Inhibitory Activity Against Elastase And Chymotrypsin With Ic50 Values Of 0.13 Nm And 1.1 Mu M. (C) 2019 Elsevier Ltd. All Rights Reserved.
    DOI:10.1016/j.Tet.2019.04.046

    海关参考信息

    专利信息


    专利号:US-5446158-A
    优先权日:1989-01-11
    标题:Process for synthesis of FK-506 and tricarbonyl intermediates
    发明人:JONES TODD K; MILLS SANDER G; ASKIN DAVID; REAMER ROBERT A; DESMOND RICHARD; TSCHAEN DAVID M; VOLANTE RALPH P; SHINKAI ICHIRO
    权利人:MERCK & CO INC
    摘要:A process is described for the total synthesis of the macrolide immunosuppressant, FK-506, and important tricarbonyl process intermediates thereof. The tricarbonyl intermediates can be produced by the mild oxidation of 2,3-dihydroxy carboxylate compounds containing olefin moieties.

    专利号:WO-2008098280-A1
    优先权日:2007-02-16
    标题:Methods for the synthesis of dicarba bridges in growth hormone peptides
    发明人:ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
    权利人:POLYCHIP PHARMACEUTICALS PTY; UNIV MONASH; ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
    摘要:The invention relates to peptides comprising the carboxy terminal sequence of a growth hormone or an analogue of such a peptide in which the disulfide bridge is replaced by a dicarba bridge. Compositions containing such dicarba bridged peptides and method of treating obesity in an animal such as a human comprising administration of such dicarba bridged peptides are also disclosed.

    专利号:US-2024400608-A1
    优先权日:2021-09-03
    标题:Synthesis of bicycle toxin conjugates, and intermediates thereof
    发明人:WITTY DAVID; LIMB DARREN; MIN BYOUNG JOON; HE LIWEN; SANDERS WILLIAM J; NNANABU ERNEST OBINNA
    权利人:BRICYCLETX LTD
    摘要:The present invention relates to Bicycle toxin conjugates, methods for preparation, and methods of use for treating cancer.

    专利号:US-2023037284-A9
    优先权日:2018-11-30
    标题:Combination therapy of peptidomimetic macrocycles
    发明人:GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:US-9453037-B2
    优先权日:2011-07-28
    标 题 :Methylphenidate-prodrugs, processes of making and using the same
    发明人:GUENTHER SVEN; CHI GUOCHEN; BERA BINDU; MICKLE TRAVIS; BERA SANJIB
    权利人:KEMPHARM INC; KEMPHARM INC
    摘要:The present technology is directed to prodrugs and compositions for the treatment of various diseases and/or disorders comprising methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof. In some embodiments, the conjugates further include at least one linker. The present technology also relates to the synthesis of methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof or combinations thereof.

    专利号:US-2023364251-A1
    优先权日:2020-08-06
    标 题:Methods for the synthesis of protein-drug conjugates
    发明人:BORCHARDT ALLEN; HUGHES ROBERT MICHAEL
    权利人:CIDARA THERAPEUTICS INC
    摘要:The present invention relates to intermediates and methods for synthesizing protein-drug conjugates that can be used for the treatment of diseases and related conditions.

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    主要参考文献


    1: Dodge AG, Carrasquillo K, Rivera L, Xu L, Wackett LP, Sadowsky MJ. Rapid method using two microbial enzymes for detection of L-abrine in food as a marker for the toxic protein abrin. Appl Environ Microbiol. 2015 Mar;81(5):1610-5. doi: 10.1128/AEM.03492-14. Epub 2014 Dec 19.
    2: Wooten JV, Pittman CT, Blake TA, Thomas JD, Devlin JJ, Higgerson RA, Johnson RC. A case of abrin toxin poisoning, confirmed via quantitation of L-abrine (N-methyl-L-tryptophan) biomarker. J Med Toxicol. 2014 Dec;10(4):392-4. doi: 10.1007/s13181-013-0377-9.
    3: Owens J, Koester C. Quantitation of abrine, an indole alkaloid marker of the toxic glycoproteins abrin, by liquid chromatography/tandem mass spectrometry when spiked into various beverages. J Agric Food Chem. 2008 Dec 10;56(23):11139-43. doi: 10.1021/jf802471y. doi: 10.1039/c4fo00217b. doi: 10.1155/2014/192452. Epub 2014 May 26.

    合成参考文献


    参考文献:10.1021/np800501m
    摘要:Zou H, Zheng X, Li SM. Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign). J Nat Prod. 2009 Jan;72(1):44–52. doi: 10.1021/np800501m.
    参考文献:10.1002/prot.21898
    摘要:Ilari A, Bonamore A, Franceschini S, Fiorillo A, Boffi A, Colotti G. The X-ray structure of N-methyltryptophan oxidase reveals the structural determinants of substrate specificity. Proteins. 2008 Jun;71(4):2065–75. doi: 10.1002/prot.21898.
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