中文名称:

氨肽酶

中文同义词:

盐酸甜菜碱,乌苯美司;N-[(2S,3R)-3-氨基-2-羟基-4苯基丁]-L-亮氨酸盐酸盐;苯丁抑制素盐酸盐;贝他定盐酸;苯丁抑制素;盐酸贝他定;盐酸倍他定;氨肽酶

英文名称:

BESTATIN HYDROCHLORIDE

英文同义词:

N-[(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRYL]-L-LEUCINE HYDROCHLORIDE;N-(3R-AMINO-2S-HYDROXY-1-OXO-4-PHENYLBUTYL)-L-LEUCINE, MONOHYDROCHLORIDE;[(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOYL]-L-LEUCINE HCL;[(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOYL]-L-LEUCINE HYDROCHLORIDE;(AMINO-2-HYDROXY-4-PHENYLBUTYRYL)-L-LEUCINE HYDROCHLORIDE;BESTATIN HCL;BESTATIN HYDROCHLORIDE;N-(2S,3R-3-AMINO-2-HYDROXY-4-PHENYLBUTY- RYL)-L-LEUCINE HCL

CAS号:

65391-42-6

分子式:

C16H25ClN2O4

分子量:

344.83

EINECS号:

相关类别:

化学生物学;氨基酸衍生物;细胞裂解蛋白酶抑制剂;医药原料;其他生化试剂;peptides;Pepetides;Bestatin;inhibitor

Mol文件:

65391-42-6.mol

熔点 

216-218 °C

储存条件 

2-8°C

溶解度 

H2O: 25 mg/mL, clear, colorless

形态

White to off-white powder.

水溶解性 

Soluble in water (4 mg/ml, warm), DMSO (>25 mg/ml), methanol, acetic acid, dimethyl formamide, and 100% ethanol.

BRN 

4628066

InChIKey

XGDFITZJGKUSDK-UDYGKFQRSA-N

CAS 数据库

65391-42-6(CAS DataBase Reference)

概述

氨肽酶，一类蛋白水解酶，它可以从蛋白或多肽链的N端由外向内逐个游离出氨基酸来，所以又称为肽链外切酶(expeptidase)，按其作用后的产物不同，分为两类，即生成氨基酸的α-氨酰肽水解酶(α-amino-acyl-peptide hydrolase)和生成二肽的二肽基肽水解酶(dipeptidyl-peptide hydrolase)；具有良好的水解能力和脱苦能力；可用作蛋白质序列测定的分子工具， 在食品工业上通常与蛋白酶复合使用，广泛应用于调味品和奶酪的生产、蛋白水解液脱苦 、蛋白质深度水解和多肽的制备等方面。

分类

其作用后的产物不同，分为两类：生成氨基酸的α-氨酰肽水解酶(α-amino-acyl-peptide hydrolase)和生成二肽的二肽基肽水解酶(dipeptidyl-peptide hydrolase)。 根据最易反应的底物不同可分为亮氨酸氨肽酶、缬氨酸氨肽酶、苯丙氨酸氨肽酶、脯氨酸氨肽酶等。 有关氨肽酶的概述、分类、制备方法、药理作用等是由Chemicalbook的丁红编辑整理。（2015-12-02）

制备方法

枯草芽孢杆菌 Zj016 发酵液 4 ℃；10 000 r/min 离心10 min； 取上清液；用质量分数为 18 %的(NH4)2SO4澄清；离心取上清液用相对分子质量 50000 的超滤膜超滤浓缩；得浓缩液用相对分子质量 30 000 的超滤膜脱盐；体积分数68 %乙醇醇沉；沉淀真空冷冻干燥得氨肽酶酶活为4.0 ×105U/ g 。

药理作用

最显著的作用在于脱除蛋白水解液的苦味，如大豆蛋白水解液，多肽的苦味与其N端疏水性氨基酸的量成正比，外肽酶可以有效的切除这些疏水性氨基酸。

应用

可用作蛋白质序列测定的分子工具，在食品工业上通常与蛋白酶复合使用，广泛应用于调味品和奶酪的生产、蛋白水解液脱苦 、蛋白质深度水解和多肽的制备等方面。

生物活性

Bestatin hydrochloride (Ubenimex hydrochloride) 是 CD13 (Aminopeptidase N)/APN 和 leukotriene A4 hydrolase 抑制剂，常用于癌症研究。

体外研究

Bestatin enhances ATRA-induced differentiation and inhibits ATRA-driven phosphorylation of p38 MAPK in ATRA-sensitive APL NB4 cells. Bestatin can not reverse the differentiation block in ATRA-resistant APL MR2 cells. CD13 ligation with anti-CD13 antibody WM-15 results in phosphorylation of p38 MAPK, reduces the inhibition of Bestatin on the phosphorylation of p38 MAPK, and completely abolishes the enhancement of Bestatin on ATRA-inducing differentiation in NB4 cells. Bestatin (600 μM)-treated cells progress slower through the cell cycle due to decreased rate of cell growth and the frequency of cell division. Bestatin inhibits the frequency of mitosis and the inherent multinuclearity in D. discoideum, and is not cytotoxic to D. discoideum cells at 0-600 μM. Bestatin inhibits aminopeptidase activity in lysates of PsaA-GFP- and GFP-expressing cells by 69.39% ± 10.5% and 39.93% ± 18.7% of control, respectively.

体内研究

Bestatin (20 μM) significantly reduces CD13 expression in diabetic mice and results a significant inhibition of MMP-9 specific gelationolytic band densities compared to diabetic vehicle-treated mice. Bestatin treatment significantly inhibits the expression of VEGF and heparanase in diabetic mice. Intravitreal bestatin treatment significantly downregulates the expression of both HIF-1α and VEGF in diabetic mice retinas. Furthermore, the upregulated expression of heparanase in diabetic mice retinas is significantly inhibited by intravitreal bestatin treatment. Bestatin (10, 1, and 0.1mg/kg, i.p.) treatment before the antigen-potentiated humoral response to SRBC results in an increased number of splenocytes producing hemolytic anti-SRBC antibodies (PFC) and the 2-ME-resistant serum hemagglutinin titer (at a dose of 0.1 mg/kg). Bestatin (1 and 0.1 mg/kg) administered to mice five times on alternate days after cyclophosphamide injection does not change the suppressive effect of the drug regarding the number of PFC, and even causes the further decrease of the total anti-SRBC hemagglutinins at dose of 1 mg/kg on day 7 after antigen stimulation.

危险品标志 

Xn

危险类别码 

20/21/22-36/37/38

安全说明 

22-24/25-36-26

WGK Germany 

3

F 

3-10

海关编码 

29242995