亮抑酶酞 | 24365-47-7

• 物质功能分类: 生物化工 - 抑制剂
• 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
• 中文名称: 亮抑酶酞
• 中文别名: 亮抑酶肽；亮肽素
• 英文名称: leupeptin
• 英文别名: leupeptin Ac-LL；(2S)-2-acetamido-N-[(2S)-1-[[5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide
• CAS: 24365-47-7
• 化学式: C₂₀H₃₈N₆O₄
• 分子量: 426.56
• InChiKey: GDBQQVLCIARPGH-BSOSBYQFSA-N

物化性质

• 沸点：
  541.98°C (rough estimate)
• 密度：
  1.1865 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  169
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  H-L--Leu-L-Leu-L-Argal dibutylacetal 在 盐酸 、 sodium carbonate 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 94.0h， 生成 亮抑酶酞
  参考文献：
  名称：

  Semisynthesis of 14C-labelled leupeptin.

  摘要：

  采用半合成方法制备了^<14>C 标记的亮肽，Ac-L-[U-14C]-亮氨酰-L-亮氨酰-L-精氨醛，比放射性为 20.9 mCi/mmol。通过使用放射性同位素和紫外线检测器的高效液相色谱法，发现标记的亮肽的化学纯度和放射化学纯度均超过 99%。

  DOI：

  10.1248/cpb.30.2319

文献信息

• RADIOIMAGING MOIETIES COUPLED TO PEPTIDEASE-BINDING MOIETIES FOR IMAGING TISSUES AND ORGANS THAT EXPRESS PEPTIDASES
  申请人：Babich J. W.

  公开号：US20080213172A1

  公开（公告）日：2008-09-04

  Conjugates, methods and kits are described for imaging tissues and organs that express one or more peptidases. In a preferred embodiment of the invention, a series of di-(2-pyridylmethyl)amine (D) ligands, which can bind M(CO) 3 + [M=Tc or Re], were coupled to lisinopril (L). Aliphatic tethers with varying number of methylene groups (3, 4, 5, and 7; D(C 4 )L, D(C 5 )L, D(C 6 )L, and D(C 8 )L, respectively) were utilized, with in vitro inhibitory activity increasing with increasing number of methylene groups. The D(C 8 )L conjugate was observed to be significantly more potent than D(C 4 )L. In vivo specificity for ACE was studied in both tissue distribution and gamma imaging studies, demonstrating localization in tissues with high ACE content. Localization was blocked by pretreatment with lisinopril.
• US5153176A
  申请人：——

  公开号：US5153176A

  公开（公告）日：1992-10-06
• Semisynthesis of 14C-labelled leupeptin.
  作者：TETSUSHI SAINO、TETSUYA SOMENO、HIROSHI MIYAZAKI、SHINICHI ISHII

  DOI：10.1248/cpb.30.2319

  日期：——

  ^<14>C-Labelled leupeptin, Ac-L-[U-14C]-leucyl-L-leucyl-L-argininal, with a specific radioactivity of 20.9 mCi/mmol was prepared by a semisynthetic procedure in which L-leucyl-L-argininal dibutylacetal obtained by an enzymatic cleavage of leupeptin dibutyl-acetal with thermolysin was employed as a key compound. The chemical and radiochemical purities of the labelled leupeptin were found to be over 99% by high performance liquid chromatography using radioisotope and ultraviolet detectors.

  采用半合成方法制备了^<14>C 标记的亮肽，Ac-L-[U-14C]-亮氨酰-L-亮氨酰-L-精氨醛，比放射性为 20.9 mCi/mmol。通过使用放射性同位素和紫外线检测器的高效液相色谱法，发现标记的亮肽的化学纯度和放射化学纯度均超过 99%。