D-aspartame | 24735-68-0

• 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
• 英文名称: D-aspartame
• 英文别名: aspartame (DD)；aspartame；D-Asp-D-Phe-Methylester；(3R)-3-amino-4-[[(2R)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• CAS: 24735-68-0
• 化学式: C₁₄H₁₈N₂O₅
• 分子量: 294.307
• InChiKey: IAOZJIPTCAWIRG-GHMZBOCLSA-N

物化性质

• 沸点：
  535.8±50.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,3-二甲基丁醛 、 D-aspartame 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 40.0 ℃ 、275.79 kPa 条件下， 反应 12.0h， 以68%的产率得到neotame
  参考文献：
  名称：

  Neotame: Synthesis, Stereochemistry and Sweetness

  摘要：

  Neotame, an alkylated dipeptide consisting of L,L-stereochemistry, is a new high intensity sweetener being developed by the Nutrition and Consumer Products Sector of Monsanto. The three diastereoisomers of neotame, L,D; D,L; and D,D were synthesized and evaluated for sweetness by sensory testing. Only the L,L-isomer was found to be sweet. The three-dimensional structure of the L,L diastereoisomer determined from single-crystal x-ray analysis demonstrates that the compound exists in an "L shaped" conformation, previously proposed for the requirement of the sweetness ability by aspartyl-based dipeptide compounds. The confirmation of neotame in the solid state also demonstrates well-oriented hydrophobic and hydrophilic regions which likely account for the high sweetness intensity of this dipeptide compound.

  DOI：

  10.1080/00397919908086610
• 作为产物：
  描述：

  D-苯丙氨酸甲酯 在 钯 氢气 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 D-aspartame
  参考文献：
  名称：

  一些二肽的结构-味道关系。

  摘要：

  DOI：

  10.1021/ja01038a046

文献信息

• Benzamide Compounds Useful as High Potency Sweet Taste Enhancers
  申请人：Dewis Mark L.

  公开号：US20090047379A1

  公开（公告）日：2009-02-19

  The present invention relates to novel benzamide compounds may be used to provide desirable property of sweetness and to a foodstuff, chewing gum, medicinal product, toothpaste, alcoholic beverage, aqueous beverage, snack, sauce, confection, baked good, dairy product or cereal.

  本发明涉及新型苯甲酰胺化合物，可用于赋予甜味的良好特性，并用于食品、口香糖、药品、牙膏、酒精饮料、水饮料、零食、调味汁、糖果、烘焙食品、乳制品或谷物。
• Photostable sunscreen compositions comprising cinnamic acid ester UV-B filters, dibenzoylmethane UV-A filters and s-triazine compounds
  申请人：Richard Herve

  公开号：US20070218022A1

  公开（公告）日：2007-09-20

  Photostable sunscreen compositions containing at least one cinnamic acid ester UV-B screening agent, at least one dibenzoylmethane compound UV-A screening agent and at least one particular s-triazine compound have improved effectiveness with respect to UV-B radiation, while maintaining the balance in UV-A/UV-B protection during exposure to the sun.

  含有至少一种肉桂酸酯紫外B屏蔽剂、至少一种二苯甲酮化合物紫外A屏蔽剂和至少一种特定的s-三嗪化合物的光稳定防晒霜组合物在UV-B辐射方面具有改进的效果，同时在暴露在阳光下时保持UV-A/UV-B保护的平衡。
• Photostable sunscreen compositions comprising dibenzoylmethane compound UV-A filters and s-triazine compounds
  申请人：Richard Herve

  公开号：US20070196294A1

  公开（公告）日：2007-08-23

  Photostable sunscreen compositions containing at least one dibenzoylmethane compound UV-A screening agent and at least one particular s-triazine compound have improved effectiveness with respect to UV-A radiation.

  含有至少一种二苯甲酮类化合物UV-A筛选剂和至少一种特定的s-三嗪化合物的光稳定防晒霜组合物在UV-A辐射方面具有更好的有效性。
• Photostable sunscreen compositions comprising cinnamate ester UV-B filters and s-triazine compounds
  申请人：Richard Herve

  公开号：US20080008669A1

  公开（公告）日：2008-01-10

  Photostable sunscreen compositions containing at least one cinnamic acid ester UV-B filter and at least one particular s-triazine compound have improved effectiveness with respect to UV-B radiation.

  含有至少一种肉桂酸酯UV-B过滤剂和至少一种特定的s-三嗪化合物的光稳定防晒霜组合物在UV-B辐射方面具有改善的效果。
• Solvent-chirality selective organogelation by chiral aspartame lipids
  作者：Masaru Mukai、Hiroyuki Minamikawa、Masaru Aoyagi、Masumi Asakawa、Toshimi Shimizu、Masaki Kogiso

  DOI：10.1039/c2sm26991k

  日期：——

  We examined supramolecular gelation of propylene carbonate enantiomers with novel chiral aspartame lipids. Different gelation ability and stability were observed based on the combination of gelator and the solvent enantiomers. This work demonstrates that gelator–solvent chirality matching can determine self-assembled nanostructures and gelation efficiency.

  我们研究了聚合物碳酸酯手性对映体与新型手性天冬氨酸脂的超分子凝胶化。根据凝胶剂和溶剂对映体的组合，观察到不同的凝胶能力和稳定性。这项工作表明，凝胶剂-溶剂的手性匹配可以决定自组装纳米结构和凝胶化效率。