Boc-Tyr-Ser-Leu-OH | 650624-43-4

• 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: Boc-Tyr-Ser-Leu-OH
• 英文别名: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl-L-seryl-；(2S)-2-[[(2S)-3-hydroxy-2-[[(2S)-3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoyl]amino]-4-methylpentanoic acid
• CAS: 650624-43-4
• 化学式: C₂₃H₃₅N₃O₈
• 分子量: 481.546
• InChiKey: WEFUNAYMFZBXHU-BZSNNMDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  174
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Boc-Tyr-Ser-Leu-OH 以85.1的产率得到酪丝亮肽
  参考文献：
  名称：

  制备酪－丝－亮三肽的方法

  摘要：

  本发明涉及制备酪－丝－亮三肽的方法，该方法以亮氨酸和两个侧链的羟基未进行保护的丝氨酸和酪氨酸为原料合成所述酪－丝－亮三肽(CMS024)。本发明的方法安全、成本低，适合工业化生产。

  公开号：

  CN1513871A
• 作为产物：
  描述：

  Boc-Ser-Leu-OMe 在 N-甲基吗啉 、 盐酸 、 sodium hydroxide 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 7.0h， 生成 Boc-Tyr-Ser-Leu-OH
  参考文献：
  名称：

  The synthesis, distribution, and anti-hepatic cancer activity of YSL

  摘要：

  YSL was prepared stepwise from C terminal to N terminal with the side chain un-protective amino acids, Boc-Leu-OMe, Boc-Ser-OH, and Boc-Tyr-OH, as the starting materials in 39.5% total yield (31.2g/per batch). With the side chain un-protective Boc-(3,5-dibromo)-Tyr-OH and HCl.Ser-Leu-OMe as the starting materials (3,5-H-3-Tyr)-Ser-Leu-OH was obtained in 29% yield. The determination of radioactive quantity in the urine and feces indicated that even after the administration for [30h only 8.4% (5.35% in urine and 3.05% in feces) of total radioactive quantity from the metabolite of [3,5-H-3-Tyr]-Ser-Leu-OH were monitored. The distribution study revealed the relative accumulation level of the individual tissue was arranged in the sequence of spleen > liver > kidney > lung > heart > muscle > brain. Selecting hepatic cancer as the target YSL significantly increased the survival time of H22 tumor cells implanted mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.030

文献信息

• 制备酪－丝－亮三肽的方法
  申请人：深圳市康哲药业股份有限公司

  公开号：CN1513871A

  公开（公告）日：2004-07-21

  本发明涉及制备酪－丝－亮三肽的方法，该方法以亮氨酸和两个侧链的羟基未进行保护的丝氨酸和酪氨酸为原料合成所述酪－丝－亮三肽(CMS024)。本发明的方法安全、成本低，适合工业化生产。
• The synthesis, distribution, and anti-hepatic cancer activity of YSL
  作者：Wenfeng Ding、Jiali Zhang、Zhi Yao、Rong Lu、Dezhu Wu、Ginfu Li、Zilong Shen、Yingji Sun、Gang Lin、Chao Wang、Ming Zhao、Shiqi Peng

  DOI：10.1016/j.bmc.2004.06.030

  日期：2004.9

  YSL was prepared stepwise from C terminal to N terminal with the side chain un-protective amino acids, Boc-Leu-OMe, Boc-Ser-OH, and Boc-Tyr-OH, as the starting materials in 39.5% total yield (31.2g/per batch). With the side chain un-protective Boc-(3,5-dibromo)-Tyr-OH and HCl.Ser-Leu-OMe as the starting materials (3,5-H-3-Tyr)-Ser-Leu-OH was obtained in 29% yield. The determination of radioactive quantity in the urine and feces indicated that even after the administration for [30h only 8.4% (5.35% in urine and 3.05% in feces) of total radioactive quantity from the metabolite of [3,5-H-3-Tyr]-Ser-Leu-OH were monitored. The distribution study revealed the relative accumulation level of the individual tissue was arranged in the sequence of spleen > liver > kidney > lung > heart > muscle > brain. Selecting hepatic cancer as the target YSL significantly increased the survival time of H22 tumor cells implanted mice. (C) 2004 Elsevier Ltd. All rights reserved.
• Bioorg. Med. Chem. 2004, 12, 4989-4994
  作者：

  DOI：——

  日期：——