CAS: 951-55-3; 2-Amino-3-(5-Methyl-1H-Indol-3-yl)Propanoic Acid

该化合物是一种氨基酸衍生物,作为基本氨基酸锥体的结构类比,其特征是:在异环第五位置存在一个甲基组,将其与母体化合物区别开来.这种改变可影响其生物活动和代谢途径内的互动.该物质由于与异丙醇结构相似,经常被研究其对...

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相似化合物

142847-21-0 460751-68-2 2280-85-5

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CAS号30218-58-7 N,N-二甲基-1-(5-甲基... | CAS号1906-82-7 N-乙酰甘氨酸乙酯 | CAS号95-92-1 草酸二乙酯 | CAS号99295-79-1 5-甲基-D-色氨酸 | CAS号154-06-3 5-甲基-L-色氨酸 | CAS号1821-47-2 5-甲基色胺

合成工艺路线路线简述

  • 合成目标产物 5-Methyl-Dl-Tryptophan 主要起始原料 5-Methylgramine
  • 52562-50-2 + 543-24-8 = 951-55-3
    反应条件:1.1 Catalysts: Sodium Hydroxide Solvents: Ethanol,Water; 2 H,Ph 8.5,Rt1.2 Reagents: Hydrochloric Acid; Ph 1.5,Rt1.3 Reagents: Zinc Solvents: Acetic Acid; Rt -> 50 °C; 4 H,50 °C1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 1.51.5 Reagents: Sodium,Ammonia Catalysts: Ferric Nitrate Solvents: Dimethylformamide,Water; 50 °C; 1 H,Rt1.6 Reagents: Sodium Hydroxide Solvents: Water; 1.5 H,Ph 9.5,Rt -> 85 °C1.7 Reagents: Hydrochloric Acid Solvents: Water; Ph 6,66 °C
    标题:Amino Acid Derivative,Feed Composition And Application Thereof
    参考文献:China]

    614-96-0 + 127-17-3 = 951-55-3 [标题:Reaction Conditions
    标题:Hydrocarbon Synthesis
    参考文献:Japan]

    302-84-1 + 614-96-0 = 951-55-3
    反应条件:1.1 Reagents: Acetic Anhydride Solvents: Acetic Acid; 12 H,75 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; Rt -> 60 °C; 6 H,60 °C1.3 Reagents: Acetic Acid; Ph 5,Cooled
    标题:Synthesis Method Of 2-Hydroxy-3-(Substituted 1H-Indol-3-Yl)Propionic Acid Compound From Single Substituted Indole And Dl-Serine
    参考文献:China]

    614-96-0 + 127-17-3 = 951-55-3 [标题:Reaction Conditions
    标题:Bacterial Synthesis Of L-Tryptophan And Its Analogs. I. Synthesis Of L-Tryptophan From Pyruvate,Ammonia,And Indole
    作者:Nakazawa,Hidetsugu; Enei,Hitoshi; Okumura,Shinji; Yamada,Hideaki
    参考文献:Agricultural And Biological Chemistry 日期:1972 卷标:36(13) 页码:2523-8
📜Ethyl 2-Amino-3-(5-Methyl-1H-Indol-3-yl)Propanoate置于水体系中,化学反应生成 5-甲基-Dl-色氨酸
参考文献:Arai,Yakugaku Zasshi/journal Of The Pharmaceutical Society Of Japan,1951,Vol. 71,P. 677
标题:Arai,Yakugaku Zasshi/journal Of The Pharmaceutical Society Of Japan,1951,Vol. 71,P. 677

海关参考信息

专利信息


专利号:US-2004101523-A1
优先权日:1989-07-27
标题:Renal-selective prodrugs for control of renal smpathetic nerve activity in the treatment of hypertension
发明人:REITZ DAVID B; KOEPKE JOHN P; BLAINE EDWARD H; SCHUH JOSEPH R; MANNING ROBERT E; SMITS GLENN J
权利人:SEARLE & CO
摘要:Renal-selective prodrugs are described which are preferentially converted in the kidney to compounds capable of inhibiting synthesis of catecholamine-type neurotransmitters involved in renal sympathetic nerve activity. The prodrugs described herein are derived from inhibitor compounds capable of inhibiting one or more of the enzymes involved in catecholamine synthesis, such compounds being classifiable as tyrosine hydroxylase inhibitors, or as dopa-decarboxylase inhibitors, or as dopamine-β-hydroxylase inhibitors. These inhibitor compounds are linked to a chemical moiety, such as a glutamic acid derivative, by a cleavable bond which is recognized selectively by enzymes located predominantly in the kidney. The liberated inhibitor compound is then available in the kidney to inhibit one or more of the enzymes involved in catecholamine synthesis. Inhibition of renal catecholamine synthesis can suppress heightened renal nerve activity associated with sodium-retention related disorders such as hypertension. Conjugates of particular interest are glutamyl derivatives of dopamine-β-hydroxylase inhibitors, of which N-acetyl-γ-glutamyl fusaric acid hydrazide (shown below) is preferred.

专利号:WO-9101724-A1
优先权日:1989-07-27
标题 :Renal-selective prodrugs for the treatment of hypertension
发明人:REITZ DAVID B; KOEPKE JOHN P; BLAINE EDWARD H; SCHUH JOSEPH R; MANNING ROBERT E; SMITS GLENN J
权利人:SEARLE & CO
摘要:Renal-selective prodrugs are described which are preferentially converted in the kidney to compounds capable of inhibiting synthesis of catecholamine-type neurotransmitters involved in renal sympathetic nerve activity. The prodrugs described herein are derived from inhibitor compounds capable of inhibiting one or more of the enzymes involved in catecholamine synthesis, such compounds being classifiable as tyrosine hydroxylase inhibitors, or as depa-decarboxylase inhibitors, or as dopamine-β-hydroxylase inhibitors. These inhibitors compounds are linked to a chemical moiety, such as a glutamic acid derivative, by a cleavable bond which is recognized selectively by enzymes located predominantly in the kidney. The liberated inhibitor compound is then available in the kidney to inhibit one or more of the enzymes involved in catecholamine synthesis. Inhibition of renal catecholamine synthesis can suppress heightened renal nerve activity associated with sodium-retention related disorders such as hypertension. Conjugates of particular interest are glutamyl derivatives of dopamine-β-hydroxylase inhibitors, of which N-acetyl-Y-glutamyl fusaric acid is preferred.

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-9453037-B2
优先权日:2011-07-28
标 题 :Methylphenidate-prodrugs, processes of making and using the same
发明人:GUENTHER SVEN; CHI GUOCHEN; BERA BINDU; MICKLE TRAVIS; BERA SANJIB
权利人:KEMPHARM INC; KEMPHARM INC
摘要:The present technology is directed to prodrugs and compositions for the treatment of various diseases and/or disorders comprising methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof. In some embodiments, the conjugates further include at least one linker. The present technology also relates to the synthesis of methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof or combinations thereof.

专利号:WO-8605515-A1
优先权日:1985-03-18
标 题:In vitro synthesis of l-tryptophan
发明人:HSIAO HUMG-YU; WEI TENA T; ANDERSON DAVID M
权利人:GENEX CORP
摘要:A method of synthesizing L-tryptophan from glycine, formaldehyde and indole using biocatalytic amounts of serine hydroxymethyltransferase, tetrahydrofolic acid and tryptophan synthetase or tryptophanase. The serine hydroxymethyltransferase and tryptophan synthetase or tryptophanase are preferably provided to the reaction medium in the form of expression products of transformed microorganisms containing expression vectors coding for serine hydroxymethyltransferase and tryptothan synthetase or tryptophanase.

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

[参考文献]: D M Heery, Et Al. Cloning Of The Trp Gene Cluster From A Tryptophan-Hyperproducing Strain Of Corynebacterium Glutamicum: Identification Of A Mutation In The Trp Leader Sequence. Appl Environ Microbiol. 1993 Mar;59(3):791-9.
[参考文献]: H J Cho, Et Al. Increasing Tryptophan Synthesis In A Forage Legume Astragalus Sinicus By Expressing The Tobacco Feedback-Insensitive Anthranilate Synthase (Asa2) Gene. Plant Physiol. 2000 Jul;123(3):1069-76.
[参考文献]: H Kisaka, Et Al. Isolation Of A Cdna For Tryptophan Synthase Beta From Rice And Studies Of Its Expression In A 5-Methyltryptophan-Resistant Mutant Of Rice. Plant Mol Biol. 1998 Nov;38(5):875-8.
[参考文献]: Huixi Zou, Et Al. Substrate Promiscuity Of The Cyclic Dipeptide Prenyltransferases From Aspergillus Fumigatus ( Section Sign). J Nat Prod. 2009 Jan;72(1):44-52.
[参考文献]: K Nakano, Et Al. High Levels Of Quinolinic Acid In Brain Of Epilepsy-Prone E1 Mice. Brain Res. 1993 Aug 13;619(1-2):195-8.

合成参考文献


参考文献:10.1023/b:plan.0000028729.79034.07
摘要:Kanno T, Kasai K, Ikejiri-Kanno Y, Wakasa K, Tozawa Y. In vitro reconstitution of rice anthranilate synthase: distinct functional properties of the alpha subunits OASA1 and OASA2. Plant Mol Biol. 2004 Jan;54(1):11–22. doi: 10.1023/b:plan.0000028729.79034.07.
参考文献:10.1007/s00299-004-0789-8
摘要:Cho HJ, Brotherton JE, Widholm JM. Use of the tobacco feedback-insensitive anthranilate synthase gene (ASA2) as a selectable marker for legume hairy root transformation. Plant Cell Rep. 2004 Aug;23(1-2):104–13. doi: 10.1007/s00299-004-0789-8.
参考文献:10.1007/s00726-014-1766-3
摘要:Pantouris G, Serys M, Yuasa HJ, Ball HJ, Mowat CG. Human indoleamine 2,3-dioxygenase-2 has substrate specificity and inhibition characteristics distinct from those of indoleamine 2,3-dioxygenase-1. Amino Acids. 2014 Sep;46(9):2155–63. doi: 10.1007/s00726-014-1766-3.
参考文献:10.1038/nchembio.2285
摘要:Elshahawi SI, Cao H, Shaaban KA, Ponomareva LV, Subramanian T, Farman ML, Spielmann HP, Phillips GN, Thorson JS, Singh S. Structure and specificity of a permissive bacterial C-prenyltransferase. Nature Chemical Biology. 2017 Feb 06;13(4):366–8. doi: 10.1038/nchembio.2285.
参考文献:10.1128/jb.68.2.152-155.1954
摘要:Beerstecher E. THE INHIBITION OF BACTERIAL GROWTH WITH 5-METHYLTRYPTOPHAN. J Bacteriol. 1954 Aug;68(2):152–5. doi: 10.1128/jb.68.2.152-155.1954.
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