4-[5-(乙酰基-羟基氨基)戊基氨基]-2-[2-[5-(乙酰基-羟基氨基)戊基氨基]-2-氧代乙基]-2-羟基-4-氧代丁酸 | 39007-57-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-[5-(乙酰基-羟基氨基)戊基氨基]-2-[2-[5-(乙酰基-羟基氨基)戊基氨基]-2-氧代乙基]-2-羟基-4-氧代丁酸
• 英文名称: Arthrobactin
• 英文别名: 4-[5-[acetyl(hydroxy)amino]pentylamino]-2-[2-[5-[acetyl(hydroxy)amino]pentylamino]-2-oxoethyl]-2-hydroxy-4-oxobutanoic acid
• CAS: 39007-57-3
• 化学式: C₂₀H₃₆N₄O₉
• 分子量: 476.527
• InChiKey: BPEXJHGGARTCIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  33
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  197
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-(N-叔丁氧羰基氨基)-1-戊醇 在 palladium on activated charcoal 四溴化碳 、 氢气 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 三氟乙酸 、 potassium iodide 作用下， 以 四氢呋喃 、 水 、 丙酮 、 乙腈 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 33.75h， 生成 4-[5-(乙酰基-羟基氨基)戊基氨基]-2-[2-[5-(乙酰基-羟基氨基)戊基氨基]-2-氧代乙基]-2-羟基-4-氧代丁酸
  参考文献：
  名称：

  Natural ferric ionophores: total synthesis of schizokinen, schizokinen A, and arthrobactin

  摘要：

  DOI：

  10.1021/jo00149a005

文献信息

• Synthesis of novel citrate-based siderophores and siderophore-.beta.-lactam conjugates. Iron transport-mediated drug delivery systems
  作者：Arun Ghosh、Marvin J. Miller

  DOI：10.1021/jo00079a007

  日期：1993.12

  The synthesis of analogs of arthrobactin (5), a microbial iron chelator, and its imide 8 are described. The differentially protected citric acid residue 31 served as the key intermediate in making conjugates having a generalized structure 14 with two representative carbacephalosporin units, 15 and 16. Both conjugates, 49 and 51, showed antibiotic activity, while conjugate 51 obtained from beta-lactam 16 bearing a phenylglycyl side chain was shown to be more effective.
• SWEETNESS ENHANCERS, SWEETENER COMPOSITIONS, METHODS OF MAKING THE SAME AND CONSUMABLES CONTAINING THE SAME
  申请人：Nutrinova Nutrition Specialties & Food Ingredients GmbH

  公开号：EP2672835A2

  公开（公告）日：2013-12-18
• Sweetness Enhancers, Sweetener Compositions, Methods of Making the Same and Consumables Containing the Same
  申请人：Krohn Michael

  公开号：US20140010939A1

  公开（公告）日：2014-01-09

  The present invention relates to novel sweetness enhancer compounds of the formula (I), or a stereoisomer or a salt or a hydrate thereof, to the use of a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof as a sweetness enhancer, to sweetener compositions comprising at least one sweetener and a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof, to a method for the manufacture of a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof, to methods of making the sweetener compositions and to tabletop sweetener compositions comprising a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof. Further, the invention relates to consumables comprising a consumable product and a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof.
• [EN] SWEETNESS ENHANCERS, SWEETENER COMPOSITIONS, METHODS OF MAKING THE SAME AND CONSUMABLES CONTAINING THE SAME<br/>[FR] EXHAUSTEURS DE GOÛT SUCRÉ, COMPOSITIONS ÉDULCORANTES, PROCÉDÉS PERMETTANT DE LES FABRIQUER ET PRODUITS ALIMENTAIRES LES CONTENANT
  申请人：NUTRINOVA GMBH

  公开号：WO2012107201A2

  公开（公告）日：2012-08-16

  The present invention relates to novel sweetness enhancer compounds of the formula (I), wherein R1, R2, R3, R4, n and m have the designations cited in the description, or a stereoisomer or a salt or a hydrate thereof, to the use of a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof as a sweetness enhancer, to sweetener compositions comprising at least one sweetener and a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof, and optionally a pregelatinized starch, to a method for the manufacture of a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof, to methods of making the sweetener compositions and to tabletop sweetener compositions comprising a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof. Further, the invention relates to consumables comprising a consumable product and a compound of formula (I) or a stereoisomer or a salt or a hydrate thereof. Preferred consumable products are water-based consumables, solid dry consumables, dairy products, dairy-derived products and dairy-alternative products.
• Natural ferric ionophores: total synthesis of schizokinen, schizokinen A, and arthrobactin
  作者：Byung Hyun Lee、Marvin J. Miller

  DOI：10.1021/jo00149a005

  日期：1983.1