CAS: 62561-75-5; H-D-Phe(4-I)-Oh

该化合物是一种经修改的氨酸,其特点是在D-苯麻拉尼苯基组的副位置上用碘原子替代替代,该化合物具有独特的结构特性,包括芳香环和氨基酸组的存在,使其成为一种手动分子;碘替代可影响其生物化学行为,有可能影响其与蛋白和酶的相互作用;作为D-氨酸,它是L-苯麻拉尼的抗生素,该物质在性质上较为常见. 4-Iodo-D-苯麻拉尼经常用于研究,特别是在与浸泡物合成有关的研究中和对生物系统中氨酸功能的调查中,其特性也可能在药物设计和开发中加以利用,特别是在针对特定受体或路径的情况下.

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14173-41-2 176199-35-2 205526-29-0

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CAS号82565-68-2 Fm°C-L-4-碘苯丙氨酸 | CAS号176199-35-2 N-叔丁氧羰基-D-4-碘苯丙氨酸

合成工艺路线路线简述

    D-苯丙氨酸置于sodium Iodate,硫酸,碘,溶剂黄146,Sodium Periodate,Potassium Hydroxide体系中,用 水 作为反应溶剂,化学反应 48.0H,以38%的收率获得产物4-碘-D-苯丙氨酸
    参考文献:Teixobactin 衍生物的 X 射线晶体结构揭示类淀粉样蛋白组装
    标题:Teixobactin 衍生物的 X 射线晶体结构揭示类淀粉样蛋白组装
    摘要:本文描述了抗生素 Teixobactin 衍生物的 X 射线晶体结构,并表明其通过形成反平行 β-折叠的超分子组装为氧阴离子创造了结合位点.teixobactin 的活性衍生物含有赖氨酸代替异核糖苷酸,组装形成淀粉样原纤维,通过硫代黄素 T 荧光测定和透射电子显微镜观察.带有 N-甲基取代基以减弱原纤维形成的同系物和一个碘原子,以促进 X 射线晶相测定,结晶为结合硫酸根阴离子的双螺旋 β-折叠.β-片二聚体是这些组装的关键亚基,一种单体的 N 端甲基铵基团和另一种单体的 C 端大环结合每个阴离子.这些观察结果表明了 Teixobactin 作用机制的工作模型,其中抗生素组装并且组装件结合脂质 Ii 和革兰氏阳性细菌表面上的相关细菌细胞壁前体.
    DOI:10.1021/jacs.8B07709

    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-9663771-B2
    优先权日:2013-01-18
    标题 :Engineered biocatalysts useful for carbapenem synthesis
    发明人:SUKUMARAN JOLY; SMITH DEREK; YANG HONG; YEO WAN LIN; MOORE JEFFREY C
    权利人:CODEXIS INC
    摘要:The present disclosure provides engineered pNB esterase polypeptides useful for the synthesis of the carbapenem antibiotic, imipenem. The disclosure also provides polynucleotides encoding the engineered pNB esterases, host cells capable of expressing the engineered pNB esterases, and methods of using the engineered pNB esterases in the production of imipenem.

    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.

    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-12410410-B2
    优先权日:2015-02-10
    标题 :Ketoreductase polypeptides for the synthesis of chiral compounds
    发明人:ALVIZO OSCAR; AGARD NICHOLAS J; XIE XINKAI; ENTWISTLE DAVID; KOSJEK BIRGIT
    权利人:CODEXIS INC
    摘要:The present disclosure provides engineered ketoreductase enzymes having improved properties as compared to a naturally occurring wild-type ketoreductase enzyme. Also provided are polynucleotides encoding the engineered ketoreductase enzymes, host cells capable of expressing the engineered ketoreductase enzymes, and methods of using the engineered ketoreductase enzymes to synthesize a variety of chiral compounds.

    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.
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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-912.

    合成参考文献


    参考文献:10.1007/s00259-003-1445-1
    摘要:Samnick S, Romeike BFM, Kubuschok B, Hellwig D, Amon M, Feiden W, Menger MD, Kirsch C. p -[ 123 I]iodo-l-phenylalanine for detection of pancreatic cancer: basic investigations of the uptake characteristics in primary human pancreatic tumour cells and evaluation in in vivo models of human pancreatic adenocarcinoma. European Journal of Nuclear Medicine and Molecular Imaging. 2004 Apr 01;31(4):532–41. doi: 10.1007/s00259-003-1445-1.
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