KIQR-NH2 | 1207982-23-7

• 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: KIQR-NH2
• 英文别名: H-Lys-Ile-Gln-Arg-NH2；(2S)-N-[(2S)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-2-[[(2S,3S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-methylpentanoyl]amino]pentanediamide
• CAS: 1207982-23-7
• 化学式: C₂₃H₄₆N₁₀O₅
• 分子量: 542.682
• InChiKey: RKGMLVCVQDHHAG-DNCCFGNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.8
• 重原子数：
  38
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  290
• 氢给体数：
  9
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  BOC-L-异亮氨酸 、 Boc-L-谷氨酰胺 、 N-叔丁氧羰基-N'-甲苯磺酰基-L-精氨酸 、 N-叔丁氧羰基-N'-(2-氯苄氧羰基)-L-赖氨酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 KIQR-NH2
  参考文献：
  名称：

  New small-size peptides possessing antifungal activity

  摘要：

  The synthesis, in vitro evaluation, and conformational study of a new series of small-size peptides acting as antifungal agents are reported. In a first step of our study we performed a conformational analysis using Molecular Mechanics calculations. The electronic study was carried out using Molecular electrostatic potentials (MEPs) obtained from RHF/6-31G calculations. On the basis of the theoretical predictions three small-size peptides, RQWKKWWQWRR-NH2, RQIRRWWQWRR-NH2, and RQIRRWWQW-NH2 were synthesized and tested. These peptides displayed a significant antifungal activity against human pathogenic strains including Candida albicans and Cryptococcus neoformans. Our experimental and theoretical results allow the identification of a topographical template which can serve as a guide for the design of new compounds with antifungal properties for potential therapeutic applications against these pathogenic fungi. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.009

文献信息

• New small-size peptides possessing antifungal activity
  作者：Francisco M. Garibotto、Adriana D. Garro、Marcelo F. Masman、Ana M. Rodríguez、Paul G.M. Luiten、Marcela Raimondi、Susana A. Zacchino、Csaba Somlai、Botond Penke、Ricardo D. Enriz

  DOI：10.1016/j.bmc.2009.11.009

  日期：2010.1

  The synthesis, in vitro evaluation, and conformational study of a new series of small-size peptides acting as antifungal agents are reported. In a first step of our study we performed a conformational analysis using Molecular Mechanics calculations. The electronic study was carried out using Molecular electrostatic potentials (MEPs) obtained from RHF/6-31G calculations. On the basis of the theoretical predictions three small-size peptides, RQWKKWWQWRR-NH2, RQIRRWWQWRR-NH2, and RQIRRWWQW-NH2 were synthesized and tested. These peptides displayed a significant antifungal activity against human pathogenic strains including Candida albicans and Cryptococcus neoformans. Our experimental and theoretical results allow the identification of a topographical template which can serve as a guide for the design of new compounds with antifungal properties for potential therapeutic applications against these pathogenic fungi. (C) 2009 Elsevier Ltd. All rights reserved.