CAS: 144-98-9; Dl-Allothreonine

该化合物是一种非蛋白性氨基酸立体异构体,其特点是在β-碳上具有独特的配置,它是有机合成和制药研究的宝贵中间体,特别是在氨基酸新陈代谢和酶特性研究中.该化合物独特的立体化学学使其有助于探测生物路径和开发手工业催化剂.DL-allo-Treonine还被用于改变peptide,并用作分析化学的参考标准.其高纯度和明确界定的结构确保实验应用中的再生性.种族形式为与L-和D-threonine进行比较研究提供了多种功能,有助于立体化学研究.

结构式图片

相似化合物

24830-94-2 28954-12-3 632-20-2

上下游产品

rac-allo-threonine N-methyl-threonine 2-Dibenzylamino-3-hydroxy-butyric acid acetaldehyde (+/-) threonine methyl ester hydr°Chloride N-carbamoyl-threonineN-carbamoyl-threonine acetaldehyde acetic acid

合成工艺路线路线简述

    Dl-Threonine置于poly(4-Vinyl Pyridine) Complex With L-Cysteic Acid体系中,化学反应 0.5H,以7.9%的收率获得l-别苏氨酸
    参考文献:非共价官能化商品聚合物作为立体选择性结晶的定制添加剂
    标题:非共价官能化商品聚合物作为立体选择性结晶的定制添加剂
    摘要:通过"量身定制"的聚合物添加剂,立体选择性地抑制一种对映体的成核和晶体生长,是获得对映体纯化合物的有效方法.然而,由手性单体制备聚合物添加剂的常规方法费力且结构有限,阻碍了它们的快速优化和适用性.在此,我们报告了一种"即插即用"策略,通过使用市售的非手性聚合物作为平台,通过非共价相互作用连接各种手性小分子作为识别侧链,从而促进合成.由两种乙烯基聚合物和六个小分子组成的超分子聚合物库与种子一起应用于不同溶剂中七种外消旋物的选择性结晶.它们在聚集体和外消旋化合物形成系统中产生具有高对映体纯度的晶体方面显示出非常好至极好的立体选择性.这种方便,低成本的聚合物添加剂模块化合成策略将允许高效,经济地分离不同规模的各种外消旋物.
    Doi:10.1002/anie.202106603

    海关参考信息

    专利信息


    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-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-9574189-B2
    优先权日:2005-12-01
    标题:Enzymatic encoding methods for efficient synthesis of large libraries
    发明人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK
    权利人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK; NUEVOLUTION AS
    摘要:Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).

    专利号:US-10858390-B2
    优先权日:2016-09-02
    标 题 :Use of excess carbodiimide for peptide synthesis at elevated temperatures
    发明人:COLLINS JONATHAN M; SINGH SANDEEP K
    权利人:CEM CORP
    摘要:An improved method of coupling amino acids into peptides or peptidomimetics is disclosed in which the activation and coupling are carried out in the same vessel, in the presence of a carbodiimide in an amount greater than 1 equivalent as compared to the amino acid, in the presence of an activator additive, and at a temperature greater than 30° C.

    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-11702652-B2
    优先权日:2005-12-01
    标题:Enzymatic encoding methods for efficient synthesis of large libraries
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    主要参考文献


    1: Malinovsky AV. Why Threonine Is an Essential Amino Acid in Mammals and Birds: Studies at the Enzyme Level. Biochemistry (Mosc). 2018 Jul;83(7):795-799. doi: 10.1134/S0006297918070039. Review. doi: 10.1134/S0006297917090097. Review. doi: 10.1038/nchembio.2375. Epub 2017 May 15.

    合成参考文献


    摘要:Malins, L. R.; Payne, R. J., Science of Synthesis Knowledge Updates, (2021) 3, 207.
    摘要:Ramesh, S.; Cherkupally, P.; Govender, T.; Kruger, H. G.; de la Torre, B. G.; Albericio, F., Science of Synthesis Knowledge Updates, (2017) 1, 369.
    摘要:C. S. Vestling and D. T. Warner. J. Biol. Chem. 144, 689 (1942).
    摘要:H.W. Krause, F.W. Wilcke, H. Mix and W. Langenbeck. Z. Physik. Chem. (Leipzig) 225, 342 (1964).
    参考文献:10.1021/ol016303v
    摘要:Inoue M, Furuyama H, Sakazaki H, Hirama M. Stereocontrolled synthesis of the northern part of potent proteasome inhibitor TMC-95A. Org Lett. 2001 Sep 06;3(18):2863–5. doi: 10.1021/ol016303v.
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