DNP-D-leucine | 37696-36-9

• 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: DNP-D-leucine
• 英文别名: (2R)-2-(2,4-dinitroanilino)-4-methylpentanoic acid
• CAS: 37696-36-9
• 化学式: C₁₂H₁₅N₃O₆
• 分子量: 297.268
• InChiKey: STMDPCBYJCIZOD-SNVBAGLBSA-N

物化性质

• 沸点：
  509.7±50.0 °C(Predicted)
• 密度：
  1.412±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  DNP-D-leucine 、 2-溴代-2-乙酰基萘 在 三乙胺 作用下， 以 乙腈 为溶剂， 以14.5 mg的产率得到N-(2,4-dinitrophenyl)-D-leucine, 2-(naphthalen-2-yl)-2-oxoethyl ester
  参考文献：
  名称：

  Persephacin Is a Broad-Spectrum Antifungal Aureobasidin Metabolite That Overcomes Intrinsic Resistance in Aspergillus fumigatus

  摘要：

  DOI：

  10.1021/acs.jnatprod.3c00382
• 作为产物：
  描述：

  D-亮氨酸 、 2,4-二硝基氟苯 生成 DNP-D-leucine
  参考文献：
  名称：

  BARRA, M.;ROSSI, RITA H. DE, J. ORG. CHEM., 54,(1989) N1, C. 5020-5025

  摘要：

  DOI：

文献信息

• [EN] ANTIMICROBIAL PEPTIDES AND METHODS OF USE<br/>[FR] PEPTIDES ANTIMICROBIENS ET MÉTHODES D'UTILISATION
  申请人：UNIV OKLAHOMA

  公开号：WO2020018888A1

  公开（公告）日：2020-01-23

  Cyclic depsipeptide-class molecules, referred to herein as persephacins (including analogs thereof), having similarities to aureobasidin A, are described. The persephacins have antimicrobial activity, such as antifungal activity against a diverse range of clinically -relevant fungal pathogens, antiprotozoan parasite activity, and antibacterial activity, and can be used for example in treatments of difficult-to-treat ocular fungal infections at lower concentrations than natamycin. The active compounds may be combined with a secondary compound in a composition.

  本文描述了一类称为Persephacins（包括其类似物）的环状depsipeptide类分子，其与Aureobasidin A具有相似性。 Persephacins具有抗微生物活性，例如对临床相关真菌病原体的抗真菌活性，抗原虫寄生虫活性和抗菌活性，并且可以用于治疗难以治疗的眼部真菌感染，其浓度低于natamycin。这些活性化合物可以与次级化合物结合在一起形成组合物。
• Simple and efficient preparation of (R)- and (S)-enantiomers of ?-carbon deuterium-labelled ?-amino acids
  作者：Goran Mitulovi、Michael L�mmerhofer、N. M. Maier、Wolfgang Lindner

  DOI：10.1002/(sici)1099-1344(200004)43:5<449::aid-jlcr331>3.0.co;2-0

  日期：2000.4
• Circular dichroism, ultraviolet, and proton nuclear magnetic resonance spectroscopic studies of the chiral recognition mechanism of .beta.-cyclodextrin
  作者：Song. Li、William C. Purdy

  DOI：10.1021/ac00037a019

  日期：1992.7.1

  The chiral recognition mechanism of beta-cyclodextrin was studied by UV-visible, circular dichroism, and proton nuclear magnetic resonance spectroscopic methods. The D and L enantiomers of DNP-valine, DNP-leucine, and DNP-methionine were used as model solutes. The results indicate that the dinitrophenyl group, which forms stable inclusion complexes with the beta-cyclodextrin cavity and places the other functional groups around the chiral center in association with the hydroxyl groups at the edge of the cavity, plays a very important role in the chiral recognition. The alkyl groups of amino acids, which form a secondary inclusion complex with another beta-cyclodextrin cavity (in the case of DNP-L-amino acids) or are sterically repulsed by the hydroxyl groups at the edge of the cavity (in the case of DNP-D-amino acids), are also major contributors to the chiral recognition process. The dissociation constants of the inclusion complexes of beta-cyclodextrin with these model compounds were also obtained from the changes of UV absorbance, elipticity, and chemical shifts, respectively. It was found that the DNP-L-amino acids always have smaller dissociation constants than the D-enantiomers.
• ANTIMICROBIAL PEPTIDES AND METHODS OF USE
  申请人：The Board of Regents of the University of Oklahoma

  公开号：US20210317167A1

  公开（公告）日：2021-10-14

  Cyclic depsipeptide-class molecules, referred to herein as persephacins (including analogs thereof), having similarities to aureobasidin A, are described. The persephacins have antimicrobial activity, such as antifungal activity against a diverse range of clinically-relevant fungal pathogens, antiprotozoan parasite activity, and antibacterial activity, and can be used for example in treatments of difficult-to-treat ocular fungal infections at lower concentrations than natamycin. The active compounds may be combined with a secondary compound in a composition.