CAS: 32302-76-4; Glycyl-L-Prolyl-L-Glutamic Acid

该化合物是一种由三种氨酸组成的三相酸:甘碱,丙碱和谷氨酸.这种复合物具有酸的典型特征,包括形成氢结合体和因其氨酸序列而采用特定配方的能力.甘基-L-prolyl-L-glutamic酸因其潜在的生物活动而闻名,其中可能包括细胞信号和生理过程调节的作用.其结构中的丙烯酸可以产生独特的顺质特性,影响其稳定性和与其他生物分子的相互作用.此外,甘基酸残留物会助长丙酸的总体充电量和水体毒性,从而影响其在水环境中的溶解性.这种三相酸在各个领域中可能会引起兴趣,包括生物化学学和药理学在内的各个领域,因为它在药物开发中的潜在应用,并成为研究丙基相互作用和药学的研究工具.

结构式图片

MSDS等安全信息

上下游产品

(R)-2-[((R)-Pyrrolidine-2-carbonyl)-amino]-pentanedioic acid dibenzyl ester D-glutamic acid dibenzyl ester N-(tert-butoxycarbonyl)-D-proline dibenzyl N-[N-(N-benzyloxycarbonyl-glycyl)-L-prolyl]-D-glutamate

合成工艺路线路线简述

    Z-甘氨酸-脯氨酸置于palladium On Activated Charcoal 氢气,三乙胺体系中,用 甲醇,二氯甲烷,水 作为反应溶剂,化学反应 35.67H,反应生成 Sc-252859; 甘氨酰-脯氨酰-谷氨酸
    参考文献:Synthesis And Neuroprotective Activity Of Analogues Of Glycyl-L-Prolyl-L-Glutamic Acid (Gpe) Modified At The α-Carboxylic Acid
    标题:Synthesis And Neuroprotective Activity Of Analogues Of Glycyl-L-Prolyl-L-Glutamic Acid (Gpe) Modified At The α-Carboxylic Acid
    摘要:The Synthesis Of Nine Gpe* Analogues,Wherein The Alpha-Carboxylic Acid Group Of Glutamic Acid Has Been Modified,Is Described By Coupling Readily Accessible N-Benzyloxycarbonyl-Glycyl-L-Proline 2 With Various Analogues Of Glutamic Acid. Pharmacological Evaluation Of The Novel Compounds Was Undertaken To Further Understand The Role Of The Glutamate Residue On The Observed Neuroprotective Properties Of The Endogenous Tripeptide Gpe. (C) 2004 Elsevier Ltd. All Rights Reserved.
    DOI:10.1016/j.Bmc.2004.10.005

    海关参考信息

    专利信息


    专利号:US-12351573-B2
    优先权日:2019-05-09
    标 题:Compounds for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; CHENG KAI FAN
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Synthesis of O-benzotriazole and O-imidazole synthons are described. Uses of synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the synthons and uses of azapeptides and other peptidomimetics are also described.

    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-2003049619-A1
    优先权日:2001-03-21
    标题 :Methods for the synthesis of polynucleotides and combinatorial libraries of polynucleotides
    发明人:DELAGRAVE SIMON; MARRS BARRY
    摘要:Methods for the synthesis of polynucleotides and derivatives thereof are provided. Methods for the preparation of combinatorial libraries of polynucleotides are also provided. In addition, methods for the preparation and identification of polynucleotides having a predetermined property are provided.

    专利号:US-12024731-B2
    优先权日:2017-05-03
    标 题 :Methods and enzyme catalysts for the synthesis of non-canonical amino acids
    发明人:BOVILLE CHRISTINA E; BRINKMANN-CHEN SABINE; BULLER ANDREW R; ROMNEY DAVID K; PRIER CHRISTOPHER K; KOCH PHILIPP; SCHEELE REMKES A
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present disclosure provides methods for preparing β-substituted tryptophan compounds. The methods include: combining i) an unsubstituted indole or a substituted indole, ii) a β-substituted serine, and iii) a tryptophan synthase β-subunit (i.e., a TrpB); and maintaining the resulting mixture under conditions sufficient to form the β-substituted tryptophan. The TrpB contains at least one amino acid mutation which promotes formation of an amino-acrylate intermediate. New TrpB variants and new β-substituted tryptophan analogs are also described.

    专利号:US-2020354404-A1
    优先权日:2019-05-09
    标 题 :Peptidomimetic agents, synthesis and uses thereof
    发明人:AL-ABED YOUSEF
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

    专利号:US-6004787-A
    优先权日:1991-01-17
    标题:Method of directing biosynthesis of specific polyketides
    发明人:KATZ LEONARD; DONADIO STEFANO; MCALPINE JAMES B
    权利人:ABBOTT LAB
    摘要:A method to produce novel polyketide structures by designing and introducing specified changes in the DNA governing the synthesis of the polyketide is disclosed. The biosynthesis of specific polyketide analogs is accomplished by genetic manipulation of a polyketide-producing microorganism by isolating a polyketide biosynthetic gene-containing DNA sequence, identifying enzymatic activities associated within the DNA sequence, introducing one or more specified changes into the DNA sequence which codes for one of the enzymatic activities which results in an altered DNA sequence, introducing the altered DNA sequence into the polyketide-producing microorganism to replace the original sequence, growing a culture of the altered microorganism under conditions suitable for the formation of the specific polyketide analog, and isolating the specific polyketide analog from the culture. The method is most useful when the segment of the chromosome modified is involved in an enzymatic activity associated with polyketide biosynthesis, particularly for manipulating polyketide synthase genes from Saccarharopolyspora or Streptomyces.
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    主要参考文献


    1: Vaaga CE, Tovar KR, Westbrook GL. The IGF-derived tripeptide Gly-Pro-Glu is a weak NMDA receptor agonist. J Neurophysiol. 2014 Sep 15;112(6):1241-5. doi: 10.1152/jn.00290.2014. Epub 2014 Jun 18.
    2: Minelli A, Conte C, Cacciatore I, Cornacchia C, Pinnen F. Molecular mechanism underlying the cerebral effect of Gly-Pro-Glu tripeptide bound to L-dopa in a Parkinson's animal model. Amino Acids. 2012 Sep;43(3):1359-67. doi: 10.1007/s00726-011-1210-x. Epub 2012 Jan 5. doi: 10.1016/j.jns.2008.12.003. Epub 2009 Jan 20.

    合成参考文献


    参考文献:10.1097/00001756-200408260-00029
    摘要:Aguado-Llera D, Martín-Martínez M, García-López MT, Arilla-Ferreiro E, Barrios V. Gly-Pro-Glu protects beta-amyloid-induced somatostatin depletion in the rat cortex. Neuroreport. 2004 Aug 26;15(12):1979–82. doi: 10.1097/00001756-200408260-00029.
    参考文献:10.2174/157488908784534630
    摘要:Guan J. Insulin-like growth factor-1 and its derivatives: potential pharmaceutical application for ischemic brain injury. Recent Pat CNS Drug Discov. 2008 Jun;3(2):112–27. doi: 10.2174/157488908784534630.
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