N-琥珀酰基-亮氨酰-亮氨酰-缬氨酰-酪氨酸-7-胺基-4-甲基香豆素 | 94367-21-2

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 酪氨酸类衍生物
• 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: N-琥珀酰基-亮氨酰-亮氨酰-缬氨酰-酪氨酸-7-胺基-4-甲基香豆素
• 英文名称: Suc-LLVY-AMC
• 英文别名: Suc-Leu-Leu-Val-Tyr-AMC；N-succinyl-Leu-Leu-Val-Tyr-7-amido-4-methylcoumarin；succinyl-L-leucyl-L-leucyl-L-valyl-L-tyrosine 4-methylcoumaryl-7-amide；succinyl-Leu-Leu-Val-Tyr-7-amino-4-methylcoumarin；Suc‐Leu‐Leu‐ Val‐Tyr‐AMC；Suc-Leu-Leu-Val-Tyr-aminomethylcoumarin；Suc-LLVY-MCA；4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-(4-hydroxyphenyl)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoic acid
• CAS: 94367-21-2
• 化学式: C₄₀H₅₃N₅O₁₀
• mdl: MFCD00080248
• 分子量: 763.888
• InChiKey: UVFAEQZFLBGVRM-MSMWPWNWSA-N

物化性质

• 沸点：
  1116.8±65.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（高达20mg/ml）或DMF（高达10mg/ml）
• 稳定性/保质期：
  常温常压下稳定，避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  55
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.475
• 拓扑面积：
  229
• 氢给体数：
  7
• 氢受体数：
  10

安全信息

• WGK Germany：
  3

制备方法与用途

生物活性

Suc-Leu-Leu-Val-Tyr-AMC 是一种荧光底物。

体外研究

Su-Leu-Leu-Val-Tyr-AMC (Suc-LLVY) 是一种膜渗透性、卡帕辛特异性荧光底物。在肽链中 -7-氨基键被水解后，会释放出高度荧光的 7-氨基-4-甲基香豆素 (AMC) 基团。研究评估了转化生长因子 β (TGF-β) 对这些底物（如 Suc-Leu-Leu-Val-Tyr-AMC）水解效果的影响。胆汁上皮 H69 细胞在 10 ng/mL、1 ng/mL、0.1 ng/mL 或 0 ng/mL 的 TGF-β 孵育 24 小时后，底物的水解情况通过荧光测定进行评估。基线活性分别为：Suc-LLVY-AMC 水解为 1.12 nmol AMC/mg 蛋白/min、z-LLE-AMC 为 8.33 nmol AMC/mg 蛋白/min 和 z-LLL-AMC 为 14.52 nmol AMC/mg 蛋白/min。

多肽

Suc-Leu-Leu-Val-Tyr-AMC 是一种具有荧光显色反应的多肽底物，其 C 端带有荧光型香豆素基团，N 端由丁二酸酐封闭，活性基团为羧基。生产 Suc-Leu-Leu-Val-Tyr-AMC 时，首先合成多肽片段 Suc-Leu-Leu-Val，然后连接香豆素。

参考质量标准

• 外观：白色粉末
• 纯度（HPLC）≥98.0%
• 醋酸根含量≤12.0%
• 水分含量≤8.0%
• 肽含量≥80.0%
• 内毒素≤50EU/mg
• 氨基酸组成分析偏差±10%

文献信息

• Material and method to screen proteasome stimulators
  申请人：Purdue Research Foundation

  公开号：US11092596B2

  公开（公告）日：2021-08-17

  A group of peptide compounds and their use in identifying molecules that stimulate proteasome or immunoproteasome are disclosed herein.

  本文公开了一组多肽化合物及其在鉴定刺激蛋白酶体或免疫蛋白酶体的分子中的用途。
• [EN] PHARMACEUTICAL COMPOUNDS TARGETED BY MIF AFFINITY-TETHERED MOIETIES<br/>[FR] COMPOSÉS PHARMACEUTIQUES CIBLÉS PAR DES FRACTIONS SE FIXANT PAR AFFINITÉ À UN MIF
  申请人：RJS BIOLOG LLC

  公开号：WO2014200872A9

  公开（公告）日：2015-02-05
• Anti-inflammatory, cytoprotective factor derivable from a probiotic organism
  申请人：Chang B. Eugene

  公开号：US20070128303A1

  公开（公告）日：2007-06-07

  The invention provides an isolated, anti-inflammatory, cytoprotective compound that is soluble in aqueous fluid, is derivable from the conditioned medium of a probiotic culture, such as VSL#3, induces heat shock protein expression, and has shown the capacity to inhibit NF-κB activation. The compound is amenable to formulation in a pharmaceutical composition and to packaging in a kit form with instructions for use in methods according to the invention, which include methods of preventing, treating, or ameliorating a symptom of an inflammatory disorder, such as an inflammatory epithelial disease, e.g., inflammatory bowel disease, characterized by inflammation.
• Small Molecule Metal-Activated Protein Inhibition
  申请人：Guida Wayne Charles

  公开号：US20160287554A1

  公开（公告）日：2016-10-06

  A cancer treatment comprises the administration of a pro-drug compound identified by an in silico candidate identification screening. The pro-drug candidates are selected from a data base and calculations are carried out on the association of the pro-drug candidates to form a complex with a metal ion and a proteasome active site. The pro-drug inhibits the active site of the proteasome in the presence of the metal ion and has little or no effect in the absence of the metal ion. The pro-drug can be: 3,4-dihydroxybenzoic acid; galloflavin; 2-[(carbamoylsulfanyl)acetyl]amino}benzoic acid; 6,7-Dihydroxycoumaranone; 3,6-bis(hydroxymethyl)pyridazin-4(1H)-one; and 4′,5,7-trihydroxyisoflavone, for binding with copper ion and proteasome.
• MATERIAL AND METHOD TO SCREEN PROTEASOME STIMULATORS
  申请人：Purdue Research Foundation

  公开号：US20190086398A1

  公开（公告）日：2019-03-21

  A group of peptide compounds and their use in identifying molecules that stimulate proteasome or immunoproteasome are disclosed herein.