H-Cys-Phe-OH | 72704-23-5

• 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: H-Cys-Phe-OH
• 英文别名: Fmoc-Phe-OH；Cys-Phe；CF；N-L-cysteinyl-L-phenylalanine；N-L-Cysteinyl-L-phenylalanin；L-Cysteinyl=>L-phenylalanin；L-Cysteinyl-L-phenylalanine；(2S)-2-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]-3-phenylpropanoic acid
• CAS: 72704-23-5
• 化学式: C₁₂H₁₆N₂O₃S
• 分子量: 268.337
• InChiKey: XZFYRXDAULDNFX-UWVGGRQHSA-N

物化性质

• 熔点：
  300 °C
• 沸点：
  525.0±50.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  93.4
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  EF-31 、 H-Cys-Phe-OH 以 水 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Curcumin analog cytotoxicity against breast cancer cells: exploitation of a redox-dependent mechanism

  摘要：

  A series of novel curcumin analogs, symmetrical dienones, were previously shown to possess cytotoxic, anti-angiogenic and anti-tumor activities. Analogs 1 (EF24) and 2 (EF31) share the dienone scaffold and serve as Michael acceptors. We propose that the anti-cancer effects of 1 and 2 are mediated in part by redox-mediated induction of apoptosis. In order to support this concept, 1 and 2 were treated with L-glutathione (GSH) and cysteine-containing dipeptides under mild conditions to form colorless water-soluble adducts, which were identified by LC/MS. Comparison of the cytotoxic action of 1, 2 and the corresponding conjugates, 1-(GSH)(2) and 2-(GSH)(2), illustrated that the two classes of compounds exhibit essentially identical cell killing capabilities. Compared with the yellow, somewhat light sensitive and nearly water insoluble compounds 1 and 2, the glutathione conjugates represent a promising new series of stable and soluble anti-tumor pro-drugs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.023
• 作为产物：
  描述：

  Z-Cys(Bzl)-Phe 在 氨 、 sodium 作用下， 生成 H-Cys-Phe-OH
  参考文献：
  名称：

  916.一些合成的半胱氨酸肽

  摘要：

  DOI：

  10.1039/jr9580004541

文献信息

• Fluorescent IGF-II analogues for FRET-based investigations into the binding of IGF-II to the IGF-1R
  作者：J. M. Cottam Jones、P. W. R. Harris、D. B. Scanlon、B. E. Forbes、M. A. Brimble、A. D. Abell

  DOI：10.1039/c5ob02110c

  日期：——

  coumarin fluorescent probes incorporated at residues 19 and 28. These fluorescent analogues bind with nanomolar affinities to the IGF-1R and are suitable for use in fluorescence resonance energy transfer (FRET) studies. From these studies the F19Cou IGF-II and F28Cou IGF-II proteins were identified as good probes for investigating the binding interactions of IGF-II with the IGF-1R and its other high affinity

  IGF-II与胰岛素受体（IR）和1型胰岛素样生长因子受体（IGF-1R）的相互作用最近已被确定为治疗癌症的潜在治疗靶标。开发潜在的抗癌治疗剂需要了解IGF-II与这些受体的相互作用。这项工作描述了天然IGF-II和两个非天然IGF-II类似物的有效收敛合成，在残基19和28处引入了香豆素荧光探针。这些荧光类似物以纳摩尔亲和力与IGF-1R结合，适用于荧光共振能量转移（FRET）研究。
• Electroretinogram B-Wave Amplitude in Panic Disorder
  作者：Paolo Castrogiovanni、Fulvio Pieraccini、Sonia Iapichino、Claudia Pacchierotti、Letizia Bossini、Elisabetta Truglia、Claudio Malpassi、Bruno Natale

  DOI：10.1017/s1092852900008580

  日期：2001.3

  Abnormal light-related behaviors have been described for patients with panic disorder (PD). The present study was undertaken to investigate the retinal light response in PD using electroretinography (ERG). The authors conducted bwave ERG measurements with a bright light (after dark adaptation) in 28 patients with PD and 28 control subjects. There were no significant differences in the mean b-wave amplitude between the two groups, but the retinal response to light in PD patients was generally lower than in healthy subjects. A large interindividual variability was found; also noted was a significant difference in the mean b-wave amplitude between the right and left eyes in the control group. The data indicate subtle variation of retinal photosensitivity in a subgroup of patients with PD. Because dopaminergic retinal activity affects b-ERG amplitude, the authors hypothesize that the dopaminergic system is involved in the response to light in PD patients.

  摘要 已描述过惊恐障碍（PD）患者与光有关的异常行为。本研究利用视网膜电图（ERG）对惊恐障碍患者的视网膜光反应进行了研究。作者对 28 名 PD 患者和 28 名对照组受试者进行了强光下（暗适应后）的 b 波 ERG 测量。两组患者的平均 b 波振幅无明显差异，但帕金森病患者视网膜对光线的反应普遍低于健康人。研究发现，个体间的差异很大；同时还注意到，对照组中左右眼的平均 b 波振幅存在明显差异。这些数据表明，视网膜光敏性在帕金森病患者中存在微妙的变化。由于多巴胺能视网膜活动会影响 b-ERG 波幅，作者推测多巴胺能系统参与了帕金森病患者对光的反应。
• [¹⁸F]–NHC–BF₃ adducts as water stable radio-prosthetic groups for PET imaging
  作者：Kantapat Chansaenpak、Mengzhe Wang、Zhanhong Wu、Rehmat Zaman、Zibo Li、François P. Gabbaï

  DOI：10.1039/c5cc04545b

  日期：——

  The radiofluorination of N-heterocyclic carbene (NHC) boron trifluoride adducts affords novel [¹⁸F]-positron emission tomography probes which resist hydrolytic fluoride release.

  N-杂环卡宾（NHC）三氟化硼加合物的放射性氟化反应产生了新型[¹⁸F]-正电子发射断层扫描探针，其抵抗水解性氟离子的释放。
• METHOD FOR PRODUCING SUBSTANCE
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP2610338A1

  公开（公告）日：2013-07-03

  The present invention provides a medium suitable for animal cell culture, a culture method using the same, and the like. The present invention relates to a method for culturing animal cells having an ability to produce a substance, which comprises culturing the animal cells in a medium supplemented with an oligopeptide having one or more L-cysteines and excluding glutathione, a method for producing a substance by culturing animal cells having the ability to produce the substance, which comprises culturing the animal cells in a medium supplemented with an oligopeptide having one or more L-cysteines and excluding glutathione to produce and accumulate the substance in the culture, and collecting the substance from the culture, and a culture medium comprising an oligopeptide having one or more L-cysteines and excluding glutathione.

  本发明提供了一种适用于动物细胞培养的培养基、使用该培养基的培养方法等。本发明涉及一种培养具有产生物质的能力的动物细胞的方法，该方法包括在补充有一个或多个 L-半胱氨酸的寡肽且不包括谷胱甘肽的培养基中培养动物细胞；一种通过培养具有产生物质的能力的动物细胞来产生物质的方法，该方法包括在补充有一个或多个 L-半胱氨酸的寡肽且不包括谷胱甘肽的培养基中培养动物细胞、其中包括在补充有一个或多个 L-半胱氨酸且不含谷胱甘肽的寡肽的培养基中培养动物细胞，以在培养物中产生和积累该物质，并从培养物中收集该物质，以及包含有一个或多个 L-半胱氨酸且不含谷胱甘肽的寡肽的培养基。
• Curcumin analog cytotoxicity against breast cancer cells: exploitation of a redox-dependent mechanism
  作者：Aiming Sun、Yang J. Lu、Haipeng Hu、Mamoru Shoji、Dennis C. Liotta、James P. Snyder

  DOI：10.1016/j.bmcl.2009.10.023

  日期：2009.12

  A series of novel curcumin analogs, symmetrical dienones, were previously shown to possess cytotoxic, anti-angiogenic and anti-tumor activities. Analogs 1 (EF24) and 2 (EF31) share the dienone scaffold and serve as Michael acceptors. We propose that the anti-cancer effects of 1 and 2 are mediated in part by redox-mediated induction of apoptosis. In order to support this concept, 1 and 2 were treated with L-glutathione (GSH) and cysteine-containing dipeptides under mild conditions to form colorless water-soluble adducts, which were identified by LC/MS. Comparison of the cytotoxic action of 1, 2 and the corresponding conjugates, 1-(GSH)(2) and 2-(GSH)(2), illustrated that the two classes of compounds exhibit essentially identical cell killing capabilities. Compared with the yellow, somewhat light sensitive and nearly water insoluble compounds 1 and 2, the glutathione conjugates represent a promising new series of stable and soluble anti-tumor pro-drugs. (C) 2009 Elsevier Ltd. All rights reserved.