CAS: 692-04-6; (S)-6-Acetamido-2-Aminohexanoic Acid

该化合物是氨基酸碱的衍生物,其特点是在氨基边链的氮原子中添加了乙酰组,这种改变提高了极地溶剂的溶性,并能够影响其生物活动.N-Acetyl-L-lysine一般是白色的脱白晶粉,可溶于水和乙醇等有机溶剂.该化合物对生物化学研究,特别是蛋白酶酸的研究具有意义,在基因调节和细胞过程方面起着关键作用.其形成会影响蛋白质的功能和稳定性,使其成为了解转基因后改变活动的宝贵工具.此外,N-Acetyl-L-lysine在制药和营养素制品的开发中可能具有应用性,因为它可以作为合成其他生物活性化合物的前体.

结构式图片

相似化合物

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CAS号56-87-1 L-赖氨酸 | CAS号108-24-7 乙酸酐 | CAS号6404-26-8 N^e-乙酰基-N^a-B°C... | CAS号78-98-8 丙酮醛 | CAS号657-27-2 L-赖氨酸盐酸盐 | CAS号13734-28-6 B°C-L-赖氨酸 | CAS号103-82-2 苯乙酸 | CAS号830-03-5 4-硝基苯基乙酸酯 | CAS号357657-22-8 lysine acetylsa... | CAS号50-78-2 阿司匹林 | CAS号3105-95-1 L-哌啶酸 | CAS号6404-26-8 N^e-乙酰基-N^a-B°C... | CAS号35436-74-9 Nα,ε-双-双-乙酰基-DL-赖氨酸

合成工艺路线路线简述

    N^e-乙酰基-N^a-Boc-L-赖氨酸置于盐酸,水体系中,化学反应 0.5H,反应生成 N-Epsilon-乙酰-L-赖胺基乙酸
    参考文献:赖氨酸存在下1-脱氧-赤-己-己基-2,3-二糖的降解导致羧酸酰胺的形成
    标题:赖氨酸存在下1-脱氧-赤-己-己基-2,3-二糖的降解导致羧酸酰胺的形成
    摘要:研究了一种由美拉德己糖化学中最重要的关键中间体之一-1-脱氧己基-2,3-二糖-的降解形成的新型酰胺.在1-Deoxyhexo-2,3-Diulose / ñ α-吨-Boc赖氨酸反应混合物4个酰胺,ñ ε-乙酰赖氨酸,ñ ε-甲酰基赖氨酸,ñ ε-乳酰基赖氨酸和ñ ε-Glycerinyl赖氨酸,被确定其结构已通过真实的参考标准进行了验证.酰胺和相应的羧酸(乙酸,甲酸,乳酸和甘油酸)会随时间累积.既ñ ε因此,赖氨酸酰胺和羧酸被确定为稳定的美拉德终产物.模型温育的结果表明,酰胺的合成与通过β-二羰基裂解形成相应的羧酸在机理上密切相关.由于所监测的所有化合物的化学性质不同,因此必须执行各种分析策略(lc-Ms 2,Gc-Ms,Gc-Fid,酶法测定).
    DOI:10.1021/jf100334R

    海关参考信息

    专利信息


    专利号:US-9376461-B2
    优先权日:2011-06-06
    标 题:Non-enzymatic synthesis of O-acetyl-ADP-ribose and analogues thereof
    发明人:KOPPETSCH KARSTEN; SZCZEPANKIEWICZ BRUCE G; PERNI ROBERT B
    权利人:KOPPETSCH KARSTEN; SZCZEPANKIEWICZ BRUCE G; PERNI ROBERT B; GLAXOSMITHKLINE LLC
    摘要:Provided herein is a simple, one-step, non-enzymatic synthesis of O-Acetyl-ADP-ribose (OAADPR) from NAD and sodium acetate in acetic acid. The extension of this reaction to other carboxylic acids, demonstrates that the reaction between NAD, and NAD analogs produces mixtures of the corresponding 2′- and 3′-carboxylic esters. Included are O-carboxyl-ADP-ribose compounds and corresponding methods of synthesis (e.g., O-propionyl-ADP-ribose, O-succinyl-ADP-ribose, O-malonyl-ADP-ribose), as well as non-adenosine nucleoside compounds.

    专利号:US-2023159450-A1
    优先权日:2020-05-08
    标 题 :Dimers for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; ALTITI AHMAD
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Dimers for use in synthesis of peptidomimetics are described. Uses of dimers as synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the dimers and uses of azapeptides and other peptidomimetics are also described.

    专利号:US-2024218014-A1
    优先权日:2022-11-21
    标 题:Synthesis of a cyclic peptide
    发明人:BAUR PIUS BRUNO; CLEATOR EDWARD; DENIAU GILDAS; EISELE FRANK; FLÖGEL OLIVER; HUSTE ANJA; KEHL MARCEL ROMAN; LÖWENECK MARKUS; SILVA ROLANDO RAVELO; VORBERG RAFFAEL
    权利人:JANSSEN PHARMACEUTICA NV
    摘要:Processes for performing peptide synthesis, particularly for cyclic peptide synthesis are generally described. Reaction intermediates of the peptide synthesis are also described.

    专利号:US-2022098155-A1
    优先权日:2018-11-14
    标 题 :Novel pathway for the synthesis of diazirines, that may or may not be enriched in nitrogen-15
    发明人:REBOUL VINCENT; FRANCK XAVIER; GLACHET THOMAS; MARZAG HAMID
    权利人:UNIV ROUEN NORMANDIE; UNIV CAEN; INSTITUT NAT DES SCIENCES APPLIQUEES DE ROUEN INSA; CENTRE NAT RECH SCIENT; ECOLE NAT SUPERIEURE DINGENIEURS DE CAEN
    摘要:The present invention concerns a novel method for synthesising diazirines, that may or may not be enriched in nitro-gen-15, from amino acids or imines, via a one-pot synthesis method, comprising the reaction of the starting amino acid or imine with ammonia, which may or may not be enriched in nitrogen-15, and a hypervalent iodine oxidant. The present invention also relates to a method for synthesising ammonia enriched in nitrogen-15. The invention also concerns certain diazirines of formula (I) likely to be obtained by the claimed synthesis method, and also refers to the 15 N 2 -diazirines of formula (I′). The claimed diazirines can be used in photoaffinity labelling. The 15 N 2 -diazirines can also be used in hyperpolarisation, in particular in the medical imaging field.

    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-2022243244-A1
    优先权日:2019-10-10
    标 题 :Compositions and methods for in vivo synthesis of unnatural polypeptides
    发明人:ROMESBERG FLOYD E; FISCHER EMIL C; HASHIMOTO KOJI; FELDMAN AARON W; DIEN VIVIAN T; ZHANG YORKE
    权利人:SCRIPPS RESEARCH INST
    摘要:Disclosed herein are compositions, methods, and kits for a cell incorporating unnatural amino acids into an unnatural polypeptide. Also disclosed herein are compositions, methods, and kits for increasing activity and yield of the unnatural polypeptide synthesized by the cell.
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    主要参考文献

    1. Mindikoglu, A.L., Coarfa, C., Opekun, A.R., et al. Metabolomic biomarkers are associated with mortality in patients with cirrhosis caused by primary biliary cholangitis or primary sclerosing cholangitis. Future Sci. OA. 6(2), FSO441 (2019).

    合成参考文献


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    参考文献:10.1007/978-1-4939-6783-4_8
    摘要:Gulzar N, Dingerdissen H, Yan C, Mazumder R. Impact of Nonsynonymous Single-Nucleotide Variations on Post-Translational Modification Sites in Human Proteins. Methods Mol Biol. 2017;1558():159–90. doi: 10.1007/978-1-4939-6783-4_8.
    参考文献:10.1542/peds.39.4.546
    摘要:Armstrong MD, Robinow M. A CASE OF HYPERLYSINEMIA: BIOCHEMICAL AND CLINICAL OBSERVATIONS. 1967 Apr 01;39(4):546–54. doi: 10.1542/peds.39.4.546.
    参考文献:10.1021/bi0494471
    摘要:Schultz BE, Misialek S, Wu J, Tang J, Conn MT, Tahilramani R, Wong L. Kinetics and comparative reactivity of human class I and class IIb histone deacetylases. Biochemistry. 2004 Aug 31;43(34):11083–91. doi: 10.1021/bi0494471.
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