α-Aminooxy-β-phenylpropionsaeure | 5619-43-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: α-Aminooxy-β-phenylpropionsaeure
• 英文别名: 2-Aminooxy-3-phenyl-propionsaeure；α-Aminooxy-hydrozimtsaeure；2-aminooxy-3-phenyl-propionic acid；L-α-aminooxy-β-phenyl propionic acid；Hydrocinnamic acid, alpha-(aminooxy)-；2-aminooxy-3-phenylpropanoic acid
• CAS: 5619-43-2
• 化学式: C₉H₁₁NO₃
• mdl: MFCD11521344
• 分子量: 181.191
• InChiKey: BRKLOAHUJZWUQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  171-173 °C
• 沸点：
  371.4±35.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-Aminooxy-β-phenylpropionsaeure 、 3甲酰利福平霉素 以 四氢呋喃 为溶剂， 生成 3-[(1-carboxy-2-phenyl-ethoxyimino)-methyl]-rifamycin
  参考文献：
  名称：

  3-甲酰基利福霉素SV的肟。合成，抗菌活性和其他生物学特性。

  摘要：

  DOI：

  10.1021/jm00250a005
• 作为产物：
  描述：

  乙基2-溴-3-苯丙酸酯 在 盐酸 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 α-Aminooxy-β-phenylpropionsaeure
  参考文献：
  名称：

  Testa,E. et al., Helvetica Chimica Acta, 1963, vol. 46, # 85, p. 766 - 780

  摘要：

  DOI：

文献信息

• Synthesis of 2(r)-[3(s)-acylamino-2-oxo-1 azetidinyloxy]-acetic acids
  作者：Frank R. Atherton、Robert W. Lambert

  DOI：10.1016/s0040-4020(01)91243-8

  日期：1984.1

  phenylacetic acid series hydrogenolytic deprotection led to decomposition. However, in the phenylpropionic series the hydrogenolysis product was sufficiently stable to allow acylation by the thiol ester route to the title compound.

  当在N-乙氧基羰基-2-乙氧基L-2-（苄氧基甲酰胺基）-3-羟基丙酰胺酰氧基乙酸酯存在下，由α-氨基氧乙酸酯与N-苄氧基羰基-L-丝氨酸偶联构建标题化合物。与N-苄氧基羰基-L-丝氨酸3，4-二氢-4-氧代-1，2，3-苯并三嗪三苯基膦和偶氮二羧酸二甲酯偶合，得到完全保护的单环β-内酰胺。在苯乙酸系列中，氢解脱保护导致分解。然而，在苯丙酸系列中，氢解产物足够稳定以允许通过硫醇酯途径酰化为标题化合物。
• IDO Inhibitors
  申请人：Mautino Mario

  公开号：US20110053941A1

  公开（公告）日：2011-03-03

  Presently provided are methods for (a) modulating an activity of indoleamine 2,3-dioxygenase comprising contacting an indoleamine 2,3-dioxygenase with a modulation effective amount of a compound as described in one of the aspects described herein; (b) treating indoleamine 2,3-dioxygenase (IDO) mediated immunosuppression in a subject in need thereof, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (c) treating a medical conditions that benefit from the inhibition of enzymatic activity of indoleamine-2,3-dioxygenase comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (d) enhancing the effectiveness of an anti-cancer treatment comprising administering an anti-cancer agent and a compound as described in one of the aspects described herein; (e) treating tumor-specific immunosuppression associated with cancer comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; and (f) treating immunosuppression associated with an infectious disease, e.g., HIV-I infection, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount a compound as described in one of the aspects described herein.

  目前提供以下方法：(a) 通过接触本文中描述的化合物的调节有效量与吲哚胺2,3-二氧化酶相互作用，从而调节吲哚胺2,3-二氧化酶的活性；(b) 治疗需要吲哚胺2,3-二氧化酶(IDO)介导的免疫抑制的患者，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(c) 治疗需要抑制吲哚胺-2,3-二氧化酶酶活性的医疗状况，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(d) 增强抗癌治疗的有效性，包括给予抗癌剂和本文中描述的化合物；(e) 治疗与癌症相关的肿瘤特异性免疫抑制，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(f) 治疗与传染病相关的免疫抑制，例如HIV-1感染，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量。
• Method of improving or maintaining digestibility of fodder crops
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0008494A1

  公开（公告）日：1980-03-05

  This invention provides a method of enhancing, or preventing the decline in, the digestibility of a crop, in particular of a fodder crop, by applying to the crop, to seed of the crop, or to the locus of the crop or seed, a compound or a mixture of at least two compounds of general formula (I) wherein R is hydrogen or -COR' wherein R' is alkyl, aryl, aralkyl, alkoxy, aryloxy or aralkyloxy, X is-O-, -NE- or -CH2-, Y is carboxy or an alkali metal, ammonium or mono- or di-alkyl-or cycloalkyl- amine salt thereof, or Y is alkoxycarbonyl, aryloxycarbonyl, aralkyloxy- carbonyl, amino or mono- or di-alkyl- or aryl- amino, Z is hydrogen, halogen, nitro, alkyl, trihalomethyl, hydroxy, alkoxy, acyloxy, cyano or alkylenedioxy, and x is an integer of 1 to 3. The invention also provides novel compounds, namely L-a-aminooxy-β-(parahydroxy phenyl) propionic acid, and acid addition salts thereof.

  本发明提供了一种提高或防止作物，特别是饲料作物消化率下降的方法，其方法是将通式(I)的化合物或至少两种化合物的混合物应用于作物、作物的种子或作物或种子的所在地。 其中 R 是氢或-COR'，R'是烷基、芳基、芳烷基、烷氧基、芳氧基或芳烷氧基，X 是-O-、-NE-或-CH2-，Y 是羧基或碱金属、铵或单烷基或二烷基或环烷基胺盐、或 Y 是烷氧羰基、芳氧羰基、烷氧基羰基、氨基或单-或二-烷基-或芳基-氨基，Z 是氢、卤素、硝基、烷基、三卤甲基、羟基、烷氧基、酰氧基、氰基或亚烷基二氧基，且 x 是 1 至 3 的整数。本发明还提供了新型化合物，即 L-a-氨基氧基-β-（对羟基苯基）丙酸及其酸加成盐。
• Enhanced production of taxanes by cell cultures of taxus species
  申请人：Phyton Inc.

  公开号：EP1398384A1

  公开（公告）日：2004-03-17

  This invention provides methods whereby taxol, baccatin III, and other taxol-like compounds, or taxanes, can be produced in very high yield from all known Taxus species, e.g. brevifolia, canadensis, cuspidata, baccata, globosa, floridana, wallichiana, media and chinensis. Particular modifications of culture conditions (i.e. media composition and operating modes) have been discovered to enhance the yield of various taxanes from cell culture of all species of Taxus. Particularly preferred enhancement agents include silver ion or complex, jasmonic acid (especially the methyl ester), auxin-related growth regulators, and inhibitors of the phenylpropanoid pathway, such as 3,4-methylenedioxy-6-nitrocinnamic acid. These enhancement agents may be used alone or in combination with one another or other yield-enhancing conditions. While the yield of taxanes from plant cell culture of T. chinensis is particularly enhanced by use of one or more of these conditions, yield of taxanes for all Taxus species has been found to benefit from use of these conditions.

  本发明提供了可从所有已知的紫杉品种（如brevifolia、canadensis、cuspidata、baccata、globosa、floridana、wallichiana、media和chinensis）中以极高产率生产紫杉醇、巴卡丁Ⅲ和其他紫杉醇类化合物或紫杉素的方法。已发现对培养条件（即培养基成分和操作模式）的特定修改可提高所有紫杉属植物细胞培养中各种紫杉素的产量。特别优选的增强剂包括银离子或银离子络合物、茉莉酸（尤其是甲酯）、与辅助素相关的生长调节剂和苯丙醇途径抑制剂，如 3,4-亚甲二氧基-6-硝基肉桂酸。这些增产剂可以单独使用，也可以相互结合或在其他增产条件下使用。虽然使用其中一种或多种条件可特别提高植物细胞培养 T. chinensis 的紫杉醇产量，但已发现使用这些条件可提高所有紫杉属植物的紫杉醇产量。
• FRAGRANCE SUPPRESSOR FOR ORNAMENTAL FLOWER
  申请人：Incorporated Administrative Agency National Agriculture and Food Research Organization

  公开号：EP2359679A1

  公开（公告）日：2011-08-24

  The present invention provides a fragrance suppressor for an ornamental plant containing a phenylalanine ammonia-lyase inhibitor as an active ingredient, a method for suppressing a fragrance of an ornamental plant, which contains immersing a cut area of a cut flower in an aqueous solution of a phenylalanine ammonia-lyase inhibitor, and an ornamental plant which has been subjected to fragrance suppression treatment through the method. According to the present invention, biosynthesis of the aromatic fragrance compounds and terpenoids which an ornamental plant possesses is inhibited, whereby the levels of these fragrance compounds can be considerably reduced. Therefore, the fragrance of an ornamental plant can be readily suppressed according to time, place and occasion. The phenylalanine ammonia-lyase inhibitor, serving as the active ingredient, is readily available on the market as a reagent at low cost.

  本发明提供了一种含有苯丙氨酸氨-赖氨酸酶抑制剂作为有效成分的观赏植物香味抑制剂；一种抑制观赏植物香味的方法，其中包括将切花的切口部位浸泡在苯丙氨酸氨-赖氨酸酶抑制剂的水溶液中；以及一种通过该方法进行香味抑制处理的观赏植物。 根据本发明，观赏植物所具有的芳香化合物和萜类化合物的生物合成受到抑制，因此这些芳香化合物的含量可以大大降低。因此，可以根据时间、地点和场合随时抑制观赏植物的香味。作为活性成分的苯丙氨酸氨化酶抑制剂可以在市场上以低廉的价格买到。