CAS: 103616-89-3; H-Phe(2-Cl)-Oh

该化合物是一种非天然的氨基酸衍生物,其特点是在苯环的正方位替换氯原子,这种修改增强了其在peptide合成和药物研究中的效用,在这种研究中,消毒和电子效应至关重要.氯的替代物提高了稳定性,影响有约束力的相互作用,使其对设计生物活性peptides或酶抑制剂很有价值.它通常用于结构-活性关系(SAR)研究的药用化学中.该化合物通常供应高纯度(>98%),并且符合标准的固相聚苯乙烯合成(SPS)协议.其纯度确保了在定型选择性应用中的持续性.

结构式图片

相似化合物

80126-50-7 14091-11-3 114873-02-8

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CAS号3752-25-8 2-氯肉桂酸 | CAS号14091-11-3 2-氯苯丙氨酸 | CAS号5440-50-6 diethyl 2-aceta... | CAS号855650-84-9 acetylamino-(2-... | CAS号611-17-6 2-氯溴苄 | CAS号103522-34-5 (2S)-2-acetamid... | CAS号6955-12-0 2-acetamido-3-(... | CAS号79815-20-6 (S)-(-)-吲哚啉-2-羧酸

合成工艺路线路线简述

    邻氯肉桂酸置于硫酸氢铵,Encp-R299K Variant体系中,化学反应 22.0H,以95%的收率获得
    参考文献:细菌氨裂解酶 Encp:一种用于合成非天然氨基酸的可调生物催化剂
    标题:细菌氨裂解酶 Encp:一种用于合成非天然氨基酸的可调生物催化剂
    摘要:I类裂解酶家族的酶催化氨向丙烯酸芳基酯的不对称加成,产生作为产物的高价值氨基酸.最近的例子包括使用苯丙氨酸氨裂解酶 (Pal),单独使用或作为去消旋级联的途径(分别提供 (S)-或 (R)-α-苯丙氨酸衍生物),以及真核苯丙氨酸氨基变位酶 (Pam) (R)-β-产物的合成.在此,我们介绍了对来自 Streptomyces Maritimus 的另一个家族成员 Encp 的研究,从而扩展了生物催化工具箱并能够生产缺失的 (S)-β-异构体.发现 Encp 将一系列芳基丙烯酸酯转化为 (S)-α-和 (S)-β-芳基丙氨酸的混合物,其区域选择性与每个底物环上的吸电子/供电子基团的强度相关.野生型酶的低区域选择性通过基于结构的合理设计得到解决,以产生三种对α-或β-产物具有改变偏好的变体.通过检查各种生物催化剂/底物组合,证明可以调整反应的胺化模式,以根据需要实现 99:1 和 1:99 之间的
    Doi:10.1021/jacs.5B07326

    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-2023212788-A1
    优先权日:2020-03-26
    标 题:New method for automated on-demand biomolecular array synthesis
    发明人:ZHANG YIXIN; LIN WEILIN
    权利人:UNIV DRESDEN TECH
    摘要:The invention provides an amphiphilic coating for the direct and rapid synthesis of an array of peptides and small molecular compounds on a planar surface of a solid support, comprising a hydrophilic chemical structure and a lipophilic group, wherein said peptides and small molecular compounds differ from spot to spot from each other in the chemical structure, characterized in that said amphiphilic coating possesses low wettability to polar aprotic solvents used in the array synthesis; said amphiphilic coating possessing low wettability is designed that it can be converted to a coating possessing high wettability by hydrolysis of the lipophilic group; and said amphiphilic coating comprises an amino group for the reaction with an electrophilic reagent. The invention further provides a solid support comprising said amphiphilic coating and a method for method for the direct and rapid synthesis of an array of peptides and small molecular compounds on a planar surface of a solid support, wherein said planar surface of a solid support comprises said amphiphilic coating. Said method includes the enhancing of the wettability of a glass surface to organic solvents to realize automated on-demand biomolecular array synthesis comprising both, peptides and small molecular compounds. The amphiphilic surface can be switched to a hydrophilic surface, resulting in high density arrays suitable for protein- and cell-based screening.

    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.
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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):1793-807.

    合成参考文献


    摘要:Nguyen, B. N.; Hii, K. K.; Szymański, W.; Janssen, D. B., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 643.
    摘要:Bartsch, S.; Vogel, A., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 2, 302.
    摘要:Parmeggiani, F.; Galman, J. L.; Montgomery, S. L.; Turner, N. J., Science of Synthesis, (2019) , 408.
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