3-氨基-4-乙氧基-4-氧代丁酸 | 7361-28-6

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 天冬氨酸类衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-氨基-4-乙氧基-4-氧代丁酸
• 中文别名: 天冬氨酸乙酯
• 英文名称: (S)-aspartic acid ethyl ester
• 英文别名: L-aspartic acid-1-ethyl ester；L-Asparaginsaeure-1-aethylester；(-)-L-Asparaginsaeure-α-monoethylester；L-Asparaginsaeure-α-ethylester；(S)-3-Amino-4-ethoxy-4-oxobutanoic acid；(3S)-3-amino-4-ethoxy-4-oxobutanoic acid
• CAS: 7361-28-6
• 化学式: C₆H₁₁NO₄
• 分子量: 161.158
• InChiKey: WXFCDLWCQIARFW-BYPYZUCNSA-N

物化性质

• 熔点：
  181-183 °C
• 沸点：
  91-92 °C(Press: 2 Torr)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-氨基-4-乙氧基-4-氧代丁酸 在 盐酸 作用下， 反应 5.0h， 生成 L-天门冬氨酸
  参考文献：
  名称：

  Asymmetric synthesis of aspartic and ?-methylaspartic acids via Ni(II) complexes with schiff bases of glycine and alanine and chiral carbonyl-containing reagents

  摘要：

  We propose a method for the synthesis of aspartic and alpha-methylaspartic acids by alkylation with ethyl bromoacetate of the alpha-carbon atom of the amino acid moiety in Ni(II) complexes of Schiff bases of glycine with (S)-2-[(N-benzylprolyl)amino]benzophenone and alanine with (S)-2-[(N-benzylprolyl)amino]-benzaldehyde, respectively. Attempts to synthesize alpha-methylaspartic acid by oxidative cleavage of the C = C bond to a COOH group in the complex of the Schiff base of alpha-allylalanine with (S)-2-[(N-benzylprolyl)amino]benzophenone were unsuccessful.

  DOI：

  10.1007/bf00961233
• 作为产物：
  描述：

  1-ethyl (S)-N-benzyloxycarbonylaspartate 在 乙醇 、 钯 作用下， 生成 3-氨基-4-乙氧基-4-氧代丁酸
  参考文献：
  名称：

  7.氨基酸和肽。第六部分 由羧苄氧基-L-天冬氨酸酐合成L-天冬氨酰肽

  摘要：

  DOI：

  10.1039/jr9520000024

文献信息

• COMPOUNDS FOR THE TREATMENT OF DISEASES ASSOCIATED WITH THE FORMATION OF AMYLOID FIBRILS
  申请人：Innovaprotean, S.L.

  公开号：EP1679299A1

  公开（公告）日：2006-07-12

  SUMMARY The present invention provides new amyloidogenesis inhibiting compounds of formula (I): in which R1 is a -NRaRb group, where Ra and Rb, independently, are a hydrogen atom or a C1-C6 alkyl group; -ORc group, where Rc is a hydrogen atom or a C1-C6 alkyl group; a glycosyl; a C1-C6 polyhydroxyalkyl; or a -NH-CH(Rd)-COORe group, where Rd is a side chain of one of the 20 natural alpha-amino acids in either of their two enantiomerically pure forms L or D, and Re is a hydrogen atom or a C1-C6 alkyl group; and R2 is a hydrogen atom, a C1-C6 alkyl group, a glycosyl; a C1-C6 polyhydroxyalkyl; -C(=O)-Rf group, where Rf is a C1-C6 alkyl group; or a -CH2-COO-Rg group, where Rg is a hydrogen atom or a C1-C6 alkyl group; and pharmaceutically acceptable salts thereof, which are useful in the treatment of neurodegenerative diseases, among others.

  本发明提供了新的抑制淀粉样生成的化合物，其化学式为（I）：其中R1是一个-NRaRb基团，其中Ra和Rb独立地是氢原子或C1-C6烷基基团；-ORc基团，其中Rc是氢原子或C1-C6烷基基团；一种糖基；一种C1-C6多羟基烷基；或者一个-NH-CH（Rd）-COORe基团，其中Rd是20种天然α-氨基酸之一的侧链，以其两种对映纯形式L或D之一存在，Re是氢原子或C1-C6烷基基团；和R2是氢原子，C1-C6烷基基团，糖基；C1-C6多羟基烷基；-C（=O）-Rf基团，其中Rf是C1-C6烷基基团；或者-CH2-COO-Rg基团，其中Rg是氢原子或C1-C6烷基基团；以及其药学上可接受的盐，这些化合物在治疗神经退行性疾病等方面是有用的。
• Stereochemistry and Conformation of Skyllamycin, a Non-Ribosomally Synthesized Peptide from<i>Streptomyces</i>sp. Acta 2897
  作者：Vivien Schubert、Florent Di Meo、Pierre-Loïc Saaidi、Stefan Bartoschek、Hans-Peter Fiedler、Patrick Trouillas、Roderich D. Süssmuth

  DOI：10.1002/chem.201304562

  日期：2014.4.22

  Skyllamycin is a non‐ribosomally synthesized cyclic depsipeptide from Streptomyces sp. Acta 2897 that inhibits PDGF‐signaling. The peptide scaffold contains an N‐terminal cinnamoyl moiety, a β‐methylation of aspartic acid, three β‐hydroxylated amino acids and one rarely occurring α‐hydroxy glycine. With the exception of α‐hydroxy glycine, the stereochemistry of the amino acids was assigned by comparison

  Skyllamycin是来自链霉菌属的非核糖体合成的环状双缩肽。抑制PDGF信号的Acta 2897。肽支架包含一个N末端的肉桂酰基部分，一个天冬氨酸的β-甲基化，三个β-羟基化氨基酸和一个罕见的α-羟基甘氨酸。除α-羟基甘氨酸外，通过手性GC-MS和Marfey-HPLC分析将氨基酸的立体化学与合成参考氨基酸进行比较。在碱性和酸性条件下不稳定的α-羟基甘氨酸的立体化学是通过构象分析，结合NOESY-NMR光谱，模拟退火和自由MD模拟的数据确定的。模拟程序适用于R-和Skyllamycin结构的S-构型α-羟基甘氨酸，并与NOESY数据进行比较。两种方法（模拟退火和自由MD模拟）均独立支持S配置的α-羟基甘氨酸，从而实现了Skyllamycin结构中所有立体中心的分配，并将两组分黄素依赖性单加氧酶（Sky39）发挥了S选择性的作用。
• SWITCHING FLUORESCENT NANOPARTICLE PROBE AND FLUORESCENT PARTICLE IMAGING METHOD USING SAME
  申请人：Hara Isao

  公开号：US20130149252A1

  公开（公告）日：2013-06-13

  The present invention provides a novel fluorescent nanoparticle imaging probe having a switching function (a function to quench a fluorescent dye during nanoparticle preparation, and emit fluorescence during imaging). A switching fluorescent nanoparticle probe comprising: a molecular assembly composed of an amphiphilic block polymer having a hydrophilic block chain and a hydrophobic block chain; and a fluorescent dye encapsulated in the molecular assembly, wherein (a) the hydrophilic block chain comprises, as an essential hydrophilic structural unit, a unit selected from a sarcosine unit and an alkylene oxide unit, (b) the hydrophobic block chain comprises, as an essential hydrophobic structural unit, a unit selected from the group consisting of an amino acid unit and a hydroxylic acid unit, and (c) the fluorescent dye is a cyanine compound represented by the formula (I): and two or more molecules of the fluorescent dye are encapsulated in the single molecular assembly.

  本发明提供一种新型荧光纳米颗粒成像探针，具有切换功能（在纳米颗粒制备过程中熄灭荧光染料，并在成像过程中发射荧光）。一种切换荧光纳米颗粒探针包括：由具有亲水性块链和疏水性块链的两性块聚合物组成的分子组装体；以及封装在分子组装体中的荧光染料，其中（a）亲水性块链包括作为必要亲水性结构单元的一种选自肌氨酸单元和烷氧基单元的单元，（b）疏水性块链包括作为必要疏水性结构单元的一种选自氨基酸单元和羟基酸单元的单元，（c）荧光染料是由式（I）表示的青菁化合物：并且两个或更多分子的荧光染料被封装在单个分子组装体中。
• NOVEL MOLECULAR ASSEMBLY, MOLECULAR PROBE FOR MOLECULAR IMAGING AND MOLECULAR PROBE FOR DRUG DELIVERY SYSTEM USING THE SAME, AND MOLECULAR IMAGING SYSTEM AND DRUG DELIVERY SYSTEM
  申请人：SHIMADZU CORPORATION

  公开号：US20190105412A1

  公开（公告）日：2019-04-11

  The present invention provides a molecular assembly which is less likely to accumulate in tissue other than cancer tissue, is highly safe for a living body, and can be prepared by a simple and safe method and whose particle size can be easily controlled. The present invention provides a molecular imaging system and a molecular probe useful for the system, and a drug delivery system and a molecular probe useful for the system. The present invention provides a method for preparing molecular assembly, by which the particle size of molecular assembly having a signal group or a drug can be arbitrarily controlled in order to allow the molecular assembly to effectively accumulate in cancer tissue by utilizing EPR effect. A molecular assembly comprising: an amphiphilic block polymer A comprising a hydrophilic block chain and a hydrophobic block chain having 10 or more lactic acid units; a hydrophobic polymer A2 having at least 10 or more lactic acid units; and/or a labeled polymer B comprising at least 10 or more lactic acid units and a labeling group.

  本发明提供了一种分子组装体，其不太可能在癌组织以外的组织中积累，对生物体高度安全，并且可以通过简单安全的方法制备，其粒子大小可以轻松控制。本发明提供了一种分子成像系统和用于该系统的分子探针，以及用于该系统的药物递送系统和分子探针。本发明提供了一种制备分子组装体的方法，通过该方法可以任意控制具有信号基团或药物的分子组装体的粒子大小，以利用EPR效应使分子组装体有效地积累在癌组织中。一种分子组装体，包括：一种含有10个或更多乳酸单元的亲水性块链和疏水性块链的两亲性块聚物A；一种含有至少10个或更多乳酸单元的疏水性聚合物A2；和/或一种标记聚合物B，包括至少10个或更多乳酸单元和一个标记基团。
• MOLECULAR ASSEMBLY USING AMPHIPATHIC BLOCK POLYMER, AND SUBSTANCE-CONVEYANCE CARRIER USING SAME
  申请人：SHIMADZU CORPORATION

  公开号：US20160120985A1

  公开（公告）日：2016-05-05

  Provided is a molecular assembly having any nano-sized particle diameter depending on its intended use and application, in various fields such as pharmaceutical drugs, agricultural chemicals, cosmetics, food products, and electronics. Furthermore, provided is a nano-carrier for delivering various substances using the molecular assembly having any nano-sized particle diameter. A molecular assembly comprising: an amphiphilic block polymer A1 comprising a hydrophilic block having a sarcosine unit and a hydrophobic block having a lactic acid unit; and an amorphous hydrophobic polymer A2 having an aliphatic hydroxy acid unit, wherein a number of aliphatic hydroxy acid units contained in the amorphous hydrophobic polymer A2 exceeds twice a number of lactic acid units contained in the hydrophobic block of the amphiphilic block polymer A1.

  提供了一种分子组装体，其纳米颗粒直径取决于其预期的用途和应用，在制药、农业化学品、化妆品、食品产品和电子等各个领域中使用。此外，还提供了一种纳米载体，可利用具有任何纳米颗粒直径的分子组装体传递各种物质。一种分子组装体，包括：一种两亲性嵌段聚合物A1，其包括一个具有肌氨酸单元的亲水性嵌段和一个具有乳酸单元的疏水性嵌段；以及一种无定形疏水性聚合物A2，其具有一个脂肪族羟基酸单元，其中，无定形疏水性聚合物A2中包含的脂肪族羟基酸单元的数量超过了两倍的两亲性嵌段聚合物A1的疏水性嵌段中包含的乳酸单元的数量。