CAS: 1946-82-3; Nalpha-Acetyl-L-Lysine

该化合物是氨酸L-lysine的衍生物,其特点是将乙酰组添加到氨氨基碱组中,这种改变提高了其在水中的溶性并改变了其生物活动.N-Acetyl-L-lysine的分子式是CHNO,其分子重量反映了其碳,氢,氮和氧的成分.该化合物经常用于生物化学研究,并有可能在营养和药物中应用,特别是在与蛋白合成和代谢有关的研究中.N-Acetyl-L-lysine在各种生理过程中发挥作用,包括作为合成乙酰胺蛋白的前体.一般认为该物质在饮食补充和研究应用中使用是安全的.与许多氨基酸衍生物一样,必须谨慎地处理N-Acetyl-L-lysine,并遵循适当的安全议定书,以确保实验室环境的适当使用.

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CAS号6367-08-4 N-乙酰基-N'-Cbz-L-赖氨酸 | CAS号56-87-1 L-赖氨酸 | CAS号1155-64-2 Nε-苄氧羰基-L-赖氨酸 | CAS号108-24-7 乙酸酐 | CAS号357657-22-8 lysine acetylsa... | CAS号50-78-2 阿司匹林 | CAS号101-77-9 4,4'-二氨基二苯甲烷

合成工艺路线路线简述

    📜L-赖氨酸置于钯 Copper(II) Carbonate,Sodium Hydroxide,氢气体系中,用 乙醇,溶剂黄146 用作溶剂,化学反应 1.0H,反应生成N-乙酰-L-赖氨酸
    参考文献:乙酰水杨酸和赖氨酸在溶液中的相互作用
    标题:乙酰水杨酸和赖氨酸在溶液中的相互作用
    摘要:赖氨酸对乙酰水杨酸水解成水杨酸和乙酰水杨酸赖氨酸衍生物形成的 Ph 依赖性影响已通过 HPLC 研究阐明.ε-N-乙酰-赖氨酸,α-N-乙酰-赖氨酸和少量双乙酰-赖氨酸的形成在 Ph 值为 6 及更高时迅速发生,但在常规注射液设定的 Ph 值为 5 时非常缓慢通过与独立合成的化合物相比,排除了乙酰水杨酸赖氨酸溶液中假定的水杨酰赖氨酸的出现.
    Doi:10.1002/ardp.19853180205

    海关参考信息

    专利信息


    专利号:US-9938509-B2
    优先权日:2010-12-08
    标 题 :Biocatalysts and methods for the synthesis of armodafinil
    发明人:ANG EE LUI; ALVIZO OSCAR; BEHROUZIAN BEHNAZ; CLAY MICHAEL D; COLLIER STEVEN J; EBERHARD ELLEN D; FAN FU; SONG SHIWEI; SMITH DEREK J; WIDEGREN MAGNUS; WILSON ROBERT; XU JUNYE; ZHU JUN
    权利人:CODEXIS INC
    摘要:The present invention relates to non-naturally occurring polypeptides useful for preparing armodafinil, polynucleotides encoding the polypeptides, and methods of using the polypeptides. The non-naturally occurring polypeptides of the present invention are effective in carrying out biocatalytic conversion of the (i) 2-(benzhydrylsulfinyl)acetamide to (−)-2-[(R)-(diphenylmethyl)sulfinyl]acetamide (armodafinil), or (ii) benzhydryl-thioacetic acid to (R)-2-(benzhydrylsulfinyl)acetic acid, which is a pivotal intermediate in the synthesis of armodafinil, in enantiomeric excess.

    专利号:US-8932838-B2
    优先权日:2010-06-17
    标 题 :Biocatalysts and methods for the synthesis of (S)-3-(1-aminoethyl)-phenol
    发明人:CABIROL FABIEN LOUIS; GOHEL ANUPAM; OH SEONG HO; SMITH DEREK J; WONG BRIAN; LALONDE JAMES J
    权利人:CODEXIS INC
    摘要:The present disclosure provides engineered transaminase polypeptides having improved properties as compared to naturally occurring transaminases including the ability of converting the substrate, 3′-hydroxyacetophenone to (S)-3-(1-aminoethyl)-phenol in enantiomeric excess and high percentage conversion. Also provided are polynucleotides encoding the engineered transaminases, host cells capable of expressing the engineered transaminases, and methods of using the engineered transaminases to synthesize (S)-3-(1-aminoethyl)-phenol and related compounds useful in the production of active pharmaceutical ingredients.

    专利号:US-8932836-B2
    优先权日:2010-08-16
    标 题:Biocatalysts and methods for the synthesis of (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine
    发明人:LIMANTO JOHN; BEUTNER GREGORY; GRAU BRENDAN; JANEY JACOB; KLAPARS ARTIS; ASHLEY ERIC R; STROTMAN HALLENA R; TRUPPO MATTHEW D; HUGHES GREGORY; CABIROL FABIEN; GOHEL ANUPAM; COLLIER STEVEN J; LIANG JACK; MOCK MARISSA; MUNDORFF EMILY; NOVICK SCOTT; SMITH DEREK
    权利人:LIMANTO JOHN; BEUTNER GREGORY; GRAU BRENDAN; JANEY JACOB; KLAPARS ARTIS; ASHLEY ERIC R; STROTMAN HALLENA R; TRUPPO MATTHEW D; HUGHES GREGORY; CABIROL FABIEN; GOHEL ANUPAM; COLLIER STEVEN J; LIANG JACK; MOCK MARISSA; MUNDORFF EMILY; NOVICK SCOTT; SMITH DEREK; CODEXIS INC
    摘要:The disclosure provides transaminase polypeptides capable of converting the substrate, 2-(3,4-dimethoxyphenethoxy)cyclohexanone to the trans diastereomer product (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine in at least a 2:1 diastereomeric ratio relative to the cis diastereomer (1R,2S)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine. The disclosure also provides polynucleotides, vectors, host cells, and methods of making and using the transaminase polypeptides in processes for preparing (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine and its analogs, which can product compounds can be further used to prepare the aminocyclohexylether compound, (3R)-1-[(1R,2R)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol, which is an ion channel blocker.

    专利号:US-9624478-B2
    优先权日:2011-09-08
    标题:Biocatalysts and methods for the synthesis of substituted lactams
    发明人:CABIROL FABIEN LOUIS; CHEN HAIBIN; GOHEL ANUPAM; SALIM PAULINA ELENA; SMITH DEREK J; JANEY JACOB; KOSJEK BIRGIT; TANG WENG LIN; HSIEH HELEN; PHAM SON Q
    权利人:CODEXIS INC
    摘要:The present disclosure relates to transaminase polypeptides capable of aminating a dicarbonyl substrate, and polynucleotides, vectors, host cells, and methods of making and using the transaminase polypeptides.

    专利号:US-9631181-B2
    优先权日:2009-12-08
    标 题 :Synthesis of prazole compounds
    发明人:BONG YONG KOY; CLAY MICHAEL D; COLLIER STEVEN J; MIJTS BENJAMIN; VOGEL MICHAEL; ZHANG XIYUN; ZHU JUN; NAZOR JOVANA; SMITH DEREK J; SONG SHIWEI
    权利人:CODEXIS INC
    摘要:The present disclosure relates to non-naturally occurring monooxygenase polypeptides useful for preparing prazole compounds, polynucleotides encoding the polypeptides, and methods of using the polypeptides.

    专利号:US-2005214310-A1
    优先权日:2004-01-23
    标 题 :Melphalan prodrugs
    发明人:TOKI BRIAN E; SENTER PETER D
    权利人:SEATTLE GENETICS INC
    摘要:Shown and described are the synthesis of more potent forms of C-Mel, a prodrug used in Antibody-Directed Enzyme Prodrug Therapy, that releases the clinically used anticancer alkylating agent melphalan extracellularly. Shown and described are the synthesis of a variety of melphalan analogues with the intention to promote facile intracellular drug access. Esters, amides, and peptides of melphalan are shown. Cephalosporin prodrugs of the most interesting melphalan derivatives were synthesized and evaluated for potency, toxicity, therapeutic window, plasma stability, and solubility.

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    主要参考文献

    [参考文献]: Christoph Koentges, Et Al. Myocardial Mitochondrial Dysfunction In Mice Lacking Adiponectin Receptor 1. Basic Res Cardiol. 2015;110(4):37.
    [参考文献]: Di You, Et Al. Acetyl Coenzyme A Synthetase Is Acetylated On Multiple Lysine Residues By A Protein Acetyltransferase With A Single Gcn5-Type N-Acetyltransferase (Gnat) Domain In Saccharopolyspora Erythraea. J Bacteriol. 2014 Sep;196(17):3169-78.
    [参考文献]: Guohai Sun, Et Al. Insights Into The Lysine Acetylproteome Of Human Sperm. J Proteomics. 2014 Sep 23:109:199-211.
    [参考文献]: Jia Li, Et Al. Histone Deacetylase 8 Regulates Cortactin Deacetylation And Contraction In Smooth Muscle Tissues. Am J Physiol Cell Physiol. 2014 Aug 1;307(3):C288-95.
    [参考文献]: Kenneth F Blount, Et Al. Antibacterial Lysine Analogs That Target Lysine Riboswitches. Nat Chem Biol. 2007 Jan;3(1):44-9.

    合成参考文献


    摘要:P. Hermann and K. Lemke. Z. Physiol. Chem. 349, 390 (1968).
    摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2025).
    参考文献:10.1186/1744-8069-2-20
    摘要:Chiechio S, Copani A, De Petris L, Morales ME, Nicoletti F, Gereau RW. Transcriptional regulation of metabotropic glutamate receptor 2/3 expression by the NF-kappaB pathway in primary dorsal root ganglia neurons: a possible mechanism for the analgesic effect of L-acetylcarnitine. Mol Pain. 2006 Jun 09;2():20.
    参考文献:10.1007/978-0-387-77570-8_7
    摘要:Horn D. Histone deacetylases. Adv Exp Med Biol. 2008;625():81–6. doi: 10.1007/978-0-387-77570-8_7.
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