环(组氨酰-脯氨酰)

环(组氨酰-脯氨酰)

中文名称环(组氨酰-脯氨酰)
中文同义词环(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;化合物CYCLO(HIS-PRO);CYCLO(HIS-PRO) (CYCLO(HISTIDYL-PROLINE));(3S,8AS)-3-[(4-咪唑基)甲基]六氢吡咯并[1,2-A]吡嗪-1,4-二酮;普罗瑞林EP杂质E
英文名称CYCLO(-HIS-PRO)
英文同义词(3S,6S)-3-(3H-imidazol-4-ylmethyl)-1,4-diazabicyclo[4.4.0]decane-2,5-dione;Histidylproline diketopiperazine;histidylproline dioxopiperazine;Cyclo-Pro-His-HO;HIS-PRO, CYCLIC;CYCLO(-HIS-PRO);Cyclo(histidyl-proline);CYCLO(HISTIDYL-PROLINE); HISTIDYLPROLINE DIKETOPIPERAZINE
CAS号53109-32-3
分子式C11H14N4O2
分子量234.25
EINECS号
相关类别氨基酸中间体;多肽中间体;标准品
Mol文件53109-32-3.mol
结构式环(组氨酰-脯氨酰) 结构式

环(组氨酰-脯氨酰) 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:1mg/mL; DMSO:1mg/mL;乙醇:1mg/mL; PBS(pH 7.2):1 mg/mL
形态油状物
酸度系数(pKa)12.73±0.40(Predicted)
颜色浅黄至黄色

环(组氨酰-脯氨酰) 用途与合成方法

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。

NF-κB

Human Endogenous Metabolite

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.

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.

安全信息

WGK Germany3

MSDS信息

提供商 语言
英文
更新日期产品编号产品名称CAS号包装价格
2024/04/30HY-101402环(组氨酰-脯氨酰)
Cyclo(his-pro)
53109-32-31mg500元
2024/04/30HY-101402环(组氨酰-脯氨酰)
Cyclo(his-pro)
53109-32-35mg900元

环(组氨酰-脯氨酰) 上下游产品信息

"环(组氨酰-脯氨酰)"相关产品信息
环(L-脯-L-缬)二肽 玉米圆斑病菌毒素 3,6-二甲基-2,5-哌嗪二酮 2,5-二甲基哌嗪(顺式) 环(丙氨酰-丙氨酰) 2,5-二甲基哌嗪 1-甲基哌嗪-2-酮
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