Merck

L2884

Sigma-Aldrich

亮肽素

microbial, ≥90% (HPLC)

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别名:
亮抑酶肽 半硫酸盐, Acetyl-Leu-Leu-Arg-al, N-乙酰基-L-亮氨酰-L-亮氨酰-L-精氨醛 半硫酸盐
线性分子式:
C20H38N6O4 · 1/2H2SO4
分子量:
475.59
MDL编号:
PubChem化学物质编号:
NACRES:
NA.77

生物来源

microbial

质量水平

检测方案

≥90% (HPLC)

形式

powder

溶解性

H2O: 10 mM (Solutions are stable for a week at 4 °C. Stock solutions are stable up to 6 months at −20 °C.)
H2O: 50 mg/mL

储存温度

−20°C

SMILES string

OS(O)(=O)=O.CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C=O.CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C=O

InChI

1S/2C20H38N6O4.H2O4S/c2*1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22;1-5(2,3)4/h2*11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1

InChI key

CIPMKIHUGVGQTG-VFFZMTJFSA-N

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assay

≥90% (HPLC)

assay

≥95% (HPLC)

assay

≥85% (HPLC)

assay

≥95% (sum of isomers, HPLC)

form

powder

form

powder

form

powder

form

solid

solubility

H2O: 10 mM (Solutions are stable for a week at 4 °C. Stock solutions are stable up to 6 months at −20 °C.), H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

water: 50 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

300

Quality Level

200

Quality Level

-

Quality Level

200

一般描述

亮肽素或N-乙酰基-L-亮氨酰-L-亮氨酰-L-精氨酸是天然存在的三肽,尤其适合用作丝氨酸蛋白酶抑制剂和半胱氨酸蛋白酶抑制剂。 其作用机理涉及结构相似的共价结合反应:
  • 在丝氨酸蛋白酶的活性位点中,亮肽素在亮肽素的醛基和酶活性位点丝氨酸残基的羟基之间形成共价半缩醛加合物。
  • 在半胱氨酸蛋白酶的活性位点中,亮肽素的亲电子(醛)碳与酶活性位点中半胱氨酸残基的硫原子形成相当的键。

生化/生理作用

丝氨酸和半胱氨酸蛋白酶抑制剂。抑制纤溶酶、胰蛋白酶、木瓜蛋白酶、钙蛋白酶和组织蛋白酶B。不抑制胃蛋白酶、组织蛋白酶A和D、凝血酶或α-糜蛋白酶。有效浓度为10-100 μM.已有许多研究使用亮抑酶肽来预防因听觉过度刺激或耳毒性抗生素庆大霉素引起的听力损失。(耳蜗毛细胞的丧失被认为是由钙蛋白酶介导的。)

分析说明

由于在溶液中形成互变异构异构体,亮抑酶肽在 HPLC 上产生多个峰。大多数污染肽是外消旋亮抑酶肽。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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