L-alanylglycine methyl ester trifluoroacetate | 62437-31-4

• 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: L-alanylglycine methyl ester trifluoroacetate
• 英文别名: Ala-Gly-OMe；Alanyl-glycine Methyl Ester Trifluoroacetate；methyl 2-[[(2S)-2-aminopropanoyl]amino]acetate;2,2,2-trifluoroacetic acid
• CAS: 62437-31-4
• 化学式: C₂HF₃O₂*C₆H₁₂N₂O₃
• 分子量: 274.197
• InChiKey: NOZMDQXRZSQKTE-WCCKRBBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.74
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  L-alanylglycine methyl ester trifluoroacetate 在 N-甲基吗啉 、 溶剂黄146 作用下， 以 仲丁醇 为溶剂， 反应 10.0h， 生成 (S)-1,4-diacetyl-3-methylpiperazine-2,5-dione
  参考文献：
  名称：

  Synthesis and anti-cancer activity of naturally occurring 2,5-diketopiperazines

  摘要：

  Three naturally occurring oxyprenylated diketopiperazines were synthesized and preliminarily tested as growth inhibitory agents in vitro against various cancer cell lines. The compounds were tested on six human cancer cell lines with different sensitivity to proapoptotic stimuli using the MTT colorimetric assay. The data revealed that of the chemicals under study only deoxymicelianamide (11) displayed the highest activity, recording mean IC50 growth inhibitory values ranging from 2 to 23 mu M. A comparative study with the non-geranylated saturated derivative of (11) revealed the importance of the presence of the geranyloxy side chain and the exocyclic 2,5-DPK double bond moiety for the observed activity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2014.07.010
• 作为产物：
  描述：

  Boc-Ala-Gly-OMe 、 三氟乙酸 在 甲醇 、 乙醚 作用下， 反应 1.0h， 生成 L-alanylglycine methyl ester trifluoroacetate
  参考文献：
  名称：

  Extended chain derivatives of somatostatin

  摘要：

  公式1或1a的化合物如下：##STR1## 其中R.sup.1为H-，H-Gly或H-Leu，R.sup.2为H或COOH，以及其药学上可接受的盐。公式1和1a的化合物对于糖尿病的管理和肢端巨人症的治疗有用。还公开了它们的使用方法。

  公开号：

  US04081530A1

文献信息

• Methanolysis and aminolysis of N-acetylmuramic acid lactones: Evidence for the retention of the d-gluco configuration
  作者：Dina Keglević、Mario Pongračić

  DOI：10.1016/0008-6215(84)85007-7

  日期：1984.12

  α-glycosides of N-acetylmuramic acid lactones with HO-6 free (2) and substituted (4, 7, 10, and 12) is catalysed by small amounts of silica gel to give, exclusively, the corresponding methyl esters with HO-4 unsubstituted (3, 5, 8, 11, 13); opening of the lactone ring proceeds with retention of the d -gluco configuration and can be followed by 1H-n.m.r. spectroscopy. Condensation of 2 with 2-methyl-(3,4,6-tri-O-acetyl-1

  摘要少量硅胶催化HO 2游离（2）取代（4、7、10和12）的N-乙酰基山梨酸内酯的苄基α-糖苷的甲醇分解，仅产生相应的甲酯带有未取代的HO-4（3、5、8、11、13）；内酯环的打开继续保持d-葡萄糖构型，并且可以随后进行1 H-nmr光谱。2与2-甲基-（3,4,6-三-O-乙酰基-1,2-二脱氧-α-d-吡喃吡喃）-[2,1-d] -2-恶唑啉的缩合反应（15） β-（1→6）-连接的二糖内酯16，在甲醇分解作用下，生成二糖甲基酯17，也通过3和15的缩合获得。在咪唑的存在下，内酯2和4进行氨基酸和氨基酸的氨解。肽酯作为亲核试剂可产生19-24的N-乙酰基村酰胺衍生物。
• Extended chain derivatives of somatostatin
  申请人：Ayerst, McKenna & Harrison Limited

  公开号：US04081530A1

  公开（公告）日：1978-03-28

  Compounds of the formula 1 or 1a ##STR1## wherein R.sup.1 is H--, H--Gly or H--Leu and R.sup.2 is H or COOH and pharmaceutically acceptable salts thereof, are disclosed. The compounds of formulae 1 and 1a are useful for the management of diabetes and the treatment of acromegaly. Methods for their use are also disclosed.

  公式1或1a的化合物如下：##STR1## 其中R.sup.1为H-，H-Gly或H-Leu，R.sup.2为H或COOH，以及其药学上可接受的盐。公式1和1a的化合物对于糖尿病的管理和肢端巨人症的治疗有用。还公开了它们的使用方法。
• US4081530A
  申请人：——

  公开号：US4081530A

  公开（公告）日：1978-03-28
• Synthesis and anti-cancer activity of naturally occurring 2,5-diketopiperazines
  作者：Adriano Mollica、Roberto Costante、Serena Fiorito、Salvatore Genovese、Azzurra Stefanucci、Veronique Mathieu、Robert Kiss、Francesco Epifano

  DOI：10.1016/j.fitote.2014.07.010

  日期：2014.10

  Three naturally occurring oxyprenylated diketopiperazines were synthesized and preliminarily tested as growth inhibitory agents in vitro against various cancer cell lines. The compounds were tested on six human cancer cell lines with different sensitivity to proapoptotic stimuli using the MTT colorimetric assay. The data revealed that of the chemicals under study only deoxymicelianamide (11) displayed the highest activity, recording mean IC50 growth inhibitory values ranging from 2 to 23 mu M. A comparative study with the non-geranylated saturated derivative of (11) revealed the importance of the presence of the geranyloxy side chain and the exocyclic 2,5-DPK double bond moiety for the observed activity. (C) 2014 Elsevier B.V. All rights reserved.