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53109-32-3

中文名称 环(组氨酰-脯氨酰)
英文名称 CYCLO(-HIS-PRO)
CAS 53109-32-3
分子式 C11H14N4O2
分子量 234.25
MOL 文件 53109-32-3.mol
更新日期 2025/03/27 09:18:03
53109-32-3 结构式 53109-32-3 结构式

基本信息

中文别名
环(组氨酰-脯氨酰)
(3S,8AS)-六氢-3-(1H-咪唑-4-基甲基)吡咯并[1,2-A]吡嗪-1,4-二酮
英文别名
CYCLO(-HIS-PRO)
HIS-PRO, CYCLIC
Cyclo-Pro-His-HO
CYCLO(HIS-PRO), >99%
Cyclo(histidyl-proline)
Protirelin EP Impurity E
Cyclo(L-histidyl-L-proline)
histidylproline dioxopiperazine
Histidylproline diketopiperazine
CYCLO(HISTIDYL-PROLINE)
HISTIDYLPROLINE DIKETOPIPERAZINE

物理化学性质

熔点162-164 °C
沸点659.3±48.0 °C(Predicted)
密度1.41±0.1 g/cm3(Predicted)
储存条件2-8°C
溶解度DMF: 1 mg/ml; DMSO: 1 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 1 mg/ml
酸度系数(pKa)12.73±0.40(Predicted)
形态A neat oil
颜色Light yellow to yellow

安全数据

危险性符号(GHS)GHS hazard pictograms
GHS07
警示词警告
危险性描述H302-H315-H319-H335
WGK Germany3
环(组氨酰-脯氨酰)价格(试剂级)
报价日期产品编号产品名称CAS号包装价格
2025/02/08HY-101402环(组氨酰-脯氨酰)
Cyclo(his-pro)
53109-32-31mg500元
2025/02/08HY-101402环(组氨酰-脯氨酰)
Cyclo(his-pro)
53109-32-35mg900元
2025/02/08HY-101402环(组氨酰-脯氨酰)
Cyclo(his-pro)
53109-32-310 mM * 1 mLin Water990元

常见问题列表

生物活性
Cyclo(his-pro) (Cyclo(histidyl-proline)) 是一种具有口服活性的,结构上与促甲状腺激素释放激素相关的环状二肽。Cyclo(his-pro) 可以抑制 NF-κB 核积累。Cyclo(his-pro) 可以穿越脑血屏障并影响多种炎症和应激反应。
靶点

NF-κB

Human Endogenous Metabolite

体外研究

cyclo(his-pro) (Cyclo(histidyl-proline); 50 μM; 1-48 hours) increases the nuclear level of Nrf2 and inhibits NF-κB nuclear translocation. Cyclo(His-Pro) alone has no effect on nuclear translocation of these transcription factors.
cyclo(his-pro) (50 μM; prior to PQ exposure for 48 hours) abolishes protein nitration that followed paraquat (PQ) exposure and lessenes its functional consequences, as shown by decrease in cell apoptosis, detected by caspase 3 activity and by cytochrome c release.
Cyclo(his-pro) inhibits NF-κB nuclear accumulation induced by paraquat in rat pheochromocytoma PC12 cells via the Nrf2/heme oxygenase-1 pathway.

Western Blot Analysis

Cell Line: PC12 cells
Concentration: 50 μM
Incubation Time: 1, 2, 4, 8, 24, 48 hours
Result: Increased the nuclear level of Nrf2 and inhibited NF-κB nuclear translocation.
体内研究

Cyclo(his-pro) (Cyclo(histidyl-proline); 1.8 mg/ear; topical application on the right ear; 30 min prior to TPA) reduces TPA-induced ear oedema confirming that it can exert anti-inflammatory effect.
Cyclo(his-pro) exerts in vivo anti-inflammatory effects in the central nervous system by down-regulating hepatic and cerebral TNFα expression thereby counteracting LPS-induced gliosis. Moreover, by up-regulating Bip, Cyclo(his-pro) increases the ER stress sensitivity andtriggers the unfolded protein response to alleviate the ER stress.

Animal Model: Sixty two/three month-old male C57BL/6 mice (25-30 g)
Dosage: 1.8 mg/ear
Administration: Topical application on the right ear; 30 min prior to TPA
Result: Reduced TPA-induced ear oedema.
"53109-32-3" 相关产品信息
106-55-8 5654-83-1