4-hydroperoxy Cyclophosphamide
(Synonyms: 培磷酰胺,4-OOH-CY) 目录号 : GC424014-hydroperoxy Cyclophosphamide（4-羟基过氧化环磷酰胺），环磷酰胺的活性代谢产物，能够交联DNA并独立于caspase受体激活诱导T细胞凋亡，通过产生活性氧（ROS）激活线粒体死亡途径。
Cas No.:39800-16-3
Sample solution is provided at 25 µL, 10mM.
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4-hydroperoxy Cyclophosphamide, the active metabolite of cyclophosphamide, can cross-link DNA and induce T cell apoptosis independently of caspase receptor activation. It also activates the mitochondrial death pathway through the production of reactive oxygen species (ROS). 4-hydroperoxy Cyclophosphamide is useful in research on rheumatoid arthritis and autoimmune diseases[1-2].
4-hydroperoxy Cyclophosphamide(1 μg/mL, 72-96 h), along with methotrexate, suppresses RANKL expression in IL-6/sIL-6R-stimulated fibroblast-like synoviocytes by inhibiting the JAK2/STAT3 and p38MAPK signaling pathways[3]. 4-hydroperoxy Cyclophosphamide (3 μg/ml; 48h) treatment resulted in the production of reactive oxygen species, increased levels of Bax, and the translocation of mitochondrial factors apoptosis-inducing factor (AIF) and endonuclease G (EndoG) to the nucleus. This treatment causes caspase-independent cell death in human CTL [4].
4-hydroperoxy Cyclophosphamide (200 mg/kg; i.p; 5 days) induced caspase-independent cell death in mouse T cells and B cells[4]. 4-hydroperoxy Cyclophosphamide (50-200 μg) intradermal injection at the sensitized site in guinea pig models of in-vivo contact sensitivity resulted in a significant enhancement of contact hypersensitivity [5].
References:
[1]. Fleer R, Brendel M. Toxicity, interstrand cross-links and DNA fragmentation induced by 'activated' cyclophosphamide in yeast: comparative studies on 4-hydroperoxy-cyclophosphamide, its monofunctional analogon, acrolein, phosphoramide mustard, and nor-nitrogen mustard. Chem Biol Interact. 1982 Mar 1;39(1):1-15. doi: 10.1016/0009-2797(82)90002-3. PMID: 7037214.
[2]. Chen Y, Ai L, et,al. The EZH2-H3K27me3 axis modulates aberrant transcription and apoptosis in cyclophosphamide-induced ovarian granulosa cell injury. Cell Death Discov. 2023 Nov 14;9(1):413. doi: 10.1038/s41420-023-01705-6. PMID: 37963880; PMCID: PMC10646043.
[3]. Niu HQ, Zhao WP, et,al. Combination of 4-hydroperoxy cyclophosphamide and methotrexate inhibits IL-6/sIL-6R-induced RANKL expression in fibroblast-like synoviocytes via suppression of the JAK2/STAT3 and p38MAPK signaling pathway. Int Immunopharmacol. 2018 Aug;61:45-53. doi: 10.1016/j.intimp.2018.05.014. Epub 2018 May 24. PMID: 29803913.
[4]. Strauss G, Westhoff MA, et,al. 4-hydroperoxy-cyclophosphamide mediates caspase-independent T-cell apoptosis involving oxidative stress-induced nuclear relocation of mitochondrial apoptogenic factors AIF and EndoG. Cell Death Differ. 2008 Feb;15(2):332-43. doi: 10.1038/sj.cdd.4402272. Epub 2007 Nov 23. PMID: 18034189.
[5]. Boerrigter GH, de Groot J, et,al. Intradermal administration of 4-hydroperoxy-cyclophosphamide during contact sensitization potentiates effector T cell responsiveness in draining lymph nodes. Immunopharmacology. 1986 Feb;11(1):13-20. doi: 10.1016/0162-3109(86)90060-3. PMID: 3485619.
4-hydroperoxy Cyclophosphamide（4-羟基过氧化环磷酰胺），环磷酰胺的活性代谢产物，能够交联DNA并独立于caspase受体激活诱导T细胞凋亡，通过产生活性氧（ROS）激活线粒体死亡途径。4-hydroperoxy Cyclophosphamide在类风湿性关节炎和自身免疫疾病的研究中具有重要作用[1-2]。
4-hydroperoxy Cyclophosphamide(1 μg/mL, 72-96 h)与甲氨蝶呤联合使用，通过抑制JAK2/STAT3和p38MAPK信号通路，抑制IL-6/sIL-6R刺激下的类纤维母细胞突触细胞中的RANKL表达[3]。4-hydroperoxy Cyclophosphamide (3 μg/ml; 48h)处理导致活性氧（ROS）的产生，Bax水平的增加，以及线粒体因子凋亡诱导因子（AIF）和核酸酶G（EndoG）转移到细胞核。这种处理引起原代人细胞毒性T细胞(CTL)的caspase非依赖性细胞死亡[4]。
4-hydroperoxy Cyclophosphamide (200 mg/kg; i.p; 5 days)诱导了小鼠T细胞和B细胞的caspase非依赖性细胞死亡[4]。在豚鼠体内接触敏感性模型中，4-hydroperoxy Cyclophosphamide(50-200 μg)在敏感部位进行皮内注射，导致接触性过敏的显著增强[5]。
| Cell experiment [1]: | |
Cell lines | Primary human cytotoxic T cells (CTL) |
Preparation Method | Cell were cultured in the absence (untreated) or presence of 4-hydroperoxy Cyclophosphamide (3 μg/ml) for 48 h. |
Reaction Conditions | 3 μg/ml；48h |
Applications | 4-hydroperoxy Cyclophosphamide induces caspase-independent death of human cytotoxic T lymphocytes (CTL) after treatment. |
| Animal experiment [2]: | |
Animal models | BALB/c mice |
Preparation Method | Mice were injected i.p. with 200 mg/kg 4-hydroperoxy Cyclophosphamide. |
Dosage form | 200 mg/kg; i.p; 5days |
Applications | 4-hydroperoxy Cyclophosphamide treatment induces caspase-independent death in mouse T cells and B cells. |
References: [1]. Strauss G, Westhoff MA, et,al. 4-hydroperoxy-cyclophosphamide mediates caspase-independent T-cell apoptosis involving oxidative stress-induced nuclear relocation of mitochondrial apoptogenic factors AIF and EndoG. Cell Death Differ. 2008 Feb;15(2):332-43. doi: 10.1038/sj.cdd.4402272. Epub 2007 Nov 23. PMID: 18034189. | |
| Cas No. | 39800-16-3 | SDF | |
| 别名 | 培磷酰胺,4-OOH-CY | ||
| 化学名 | 2-[bis(2-chloroethyl)amino]tetrahydro-2-oxido-2H-1,3,2-oxazaphosphorin-4-yl, hydroperoxide | ||
| Canonical SMILES | O=P1(N(CCCl)CCCl)OCCC(OO)N1 | ||
| 分子式 | C7H15Cl2N2O4P | 分子量 | 293.1 |
| 溶解度 | DMSO : 50 mg/mL (170.60 mM; Need ultrasonic) | 储存条件 | -80°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.4118 mL | 17.059 mL | 34.118 mL |
| 5 mM | 0.6824 mL | 3.4118 mL | 6.8236 mL |
| 10 mM | 0.3412 mL | 1.7059 mL | 3.4118 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
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Quality Control & SDS
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- Purity: >95.00%
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