艾菲地可宁

DNA聚合酶α,δ和ε抑制剂
  • ≥98%
有货

库存信息

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
A102398-1mg
1mg 现货 Stock Image
A102398-5mg
5mg 现货 Stock Image

基本描述

英文别名 BRN 4689958 | KBioGR_000158 | SMR000058538 | (+/-)-Aphidicolin | ACon1_000511 | DTXSID5036711 | 6,13-di(hydroxymethyl)-2,6-dimethyl-(1S,2S,5R,6R,7R)-tetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol | 6B3F8QW8TU | Bio2_000638 | C20H34O4 | HMS1791H20 | ne-
规格或纯度 ≥98%
英文名称 Aphidicolin
生化机理 DNA聚合酶α,δ和ε抑制剂。四环二萜抗生素。真核细胞核DNA复制的可逆抑制剂。它在S期早期阻断细胞周期。
应用 A novel tetracyclic diterpene antibiotic and also a DNA synthesis inhibitor in eukaryotes
储存温度 2-8°C储存
运输条件 冰袋运输
备注 如果有可能,您尽量在使用的当天配置溶液,并在当天使用完它。但是,如果您需要预先配制储备溶液,我们建议您将溶液等份保存在-20°C的密封小瓶中。通常,它们最多可以使用一个月。在使用前和打开样品瓶之前,我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度,用法和处理的建议吗?请访问我们的常见问题(FAQ)页面以获取更多详细信息。
产品介绍

Aphidicolin is a tetracyclic diterpene antibiotic and DNA synthesis inhibitor isolated from Cephalosporium aphidicola. Aphidicolin is reported to specifically inhibit DNA polymerase α and δ via binding to the enzyme, in eukaryotic cells such as the HeLa cell line, without affecting other DNA polymerases. This compound blocks the cell cycle at early S phase and has been reported to be useful for synchronizing cell cycles in cultured eukaryotic cells. This compound is also noted to induce apoptosis in HeLa S3 cells after 18-24 hours of the cell cycle.A novel tetracyclic diterpene antibiotic and also a DNA synthesis inhibitor in eukaryotes

Aphidicolin is a tetracyclic diterpene antibiotic and DNA synthesis inhibitor isolated from Cephalosporium aphidicola. Aphidicolin is reported to specifically inhibit DNA polymerase α and δ via binding to the enzyme, in eukaryotic cells such as the HeLa cell line, without affecting other DNA polymerases. This compound blocks the cell cycle at early S phase and has been reported to be useful for synchronizing cell cycles in cultured eukaryotic cells. This compound is also noted to induce apoptosis in HeLa S3 cells after 18-24 hours of the cell cycle.
A novel tetracyclic diterpene antibiotic and also a DNA synthesis inhibitor in eukaryotes

关联靶点(人)

POLA1 Tclin DNA polymerase alpha subunit (225 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
POLB Tchem DNA polymerase beta (23632 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
POLD1 Tclin DNA polymerase delta subunit 1 (26 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
POLG Tchem DNA polymerase gamma subunit 1 (50 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
BJ (6930 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HEK293 (82097 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HFF (3142 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HeLa (62764 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL (112 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
POLL Tbio DNA polymerase lambda (184 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTT Tchem Huntingtin (19182 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SMN1 Tchem Survival motor neuron protein (34246 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RECQL Tbio ATP-dependent DNA helicase Q1 (5575 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Human herpesvirus 1 DNA polymerase (160 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UL54 Human herpesvirus 5 DNA polymerase (104 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
U38 Human herpesvirus 6 DNA polymerase (36 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Chlamydia pneumoniae (241 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Bacillus subtilis (32866 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Candida albicans (78123 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Human alphaherpesvirus 1 (11089 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
P388 (20296 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Vero (26788 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
H4 (48 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DNA polymerase (14 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DNA polymerase catalytic subunit (5 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504758904
分子类型 小分子
IUPAC Name (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol
INCHI InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1
InChi Key NOFOAYPPHIUXJR-APNQCZIXSA-N
Canonical SMILES CC12CCC(C(C1CCC3C24CCC(C(C3)C4)(CO)O)(C)CO)O
Isomeric SMILES C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O
WGK Germany 3
RTECS PB9185000
PubChem CID 457964
分子量 338.48
Beilstein号 4689958

化学和物理性质

溶解性 Soluble in ethanol (1 mg/ml,stable at least a week at 4°C.), DMSO (10 mg/ml,stable at least six weeks at -20°C.), and methanol (10 mg/ml). Insoluble in water.
密度 1.22
敏感性 对光敏感
分子量 338.500 g/mol
XLogP3 2.500
氢键供体数Hydrogen Bond Donor Count 4
氢键受体数Hydrogen Bond Acceptor Count 4
可旋转键计数Rotatable Bond Count 2
精确质量Exact Mass 338.246 Da
单同位素质量Monoisotopic Mass 338.246 Da
拓扑极表面积Topological Polar Surface Area 80.900 Ų
重原子数Heavy Atom Count 24
形式电荷Formal Charge 0
复杂度Complexity 524.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 8
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS07
信号词 Warning
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P302+P352: 如皮肤沾染:用水充分清洗。

P321: 特殊处理(请参阅此标签上的...)。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P403+P233: 存放在通风良好的地方。保持容器密闭。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany 3
RTECS PB9185000
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

质量标准

Carbon by Elemental Analysis 70.5-71.5(%)
Specific Rotation [a]27/D(c=1 in MeOH) 11-13(°)
Purity(HPLC) 98-100(%)
Appearance(A102398) White to Yellow Powder
Proton NMR spectrum Conforms to Structure
Solubility in MeOH,Colorless,Clear,9.80 - 10.20 mg/ml pass

质检证书(CoA,COO,BSE/TSE 和分析图谱)

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找到2个结果

批号(Lot Number) 证书类型 日期 货号
B2515095 分析证书 25-02-25 A102398
C1927056 分析证书 23-01-26 A102398

此产品的引用文献

1. Wensen Zhang, Na Cui, Fazhi Su, Yanping Sun, Biao Li, Yupeng Ren, Ping Wang, Haodong Bai, Wei Guan, Bingyou Yang, Qiuhong Wang, Haixue Kuang.  (2023)  Serum, spleen metabolomics and gut microbiota reveals effect of catalpol on blood deficiency syndrome caused by cyclophosphamide and acetylphenylhydrazine.  Frontiers in Immunology,  14  (1280049).  [PMID:38022670] [10.3389/fimmu.2023.1280049]
2. Wang Juan, Wang Furong, Yuan Lixia, Ruan Hongsheng, Zhu Zhibiao, Fan Xiaoling, Zhu Lingyan, Peng Xin.  (2022)  Blood-Enriching Effects and Immune-Regulation Mechanism of Steam-Processed Polygonatum Sibiricum Polysaccharide in Blood Deficiency Syndrome Mice.  Frontiers in Immunology,  13  [PMID:35250989] [10.3389/fimmu.2022.813676]
3. Yin Zhang, Jianfeng Shi, Qianqian Fei, Yiping Huang, Fenxia Zhu, Jing Wang, Daoquan Tang, Bin Chen.  (2020)  Plasma and urine metabonomics coupled with UPLC-Q-TOF/MS and multivariate data analysis on potential biomarkers in anemia and hematinic effects of steamed notoginseng.  Phytochemistry Letters,  38  (55).  [10.1016/j.phytol.2020.05.003]

参考文献

1. Xu Y et al..  (2017)  53BP1 and BRCA1 control pathway choice for stalled replication restart..  Elife,  [PMID:29106372]
2. Chen S et al..  (2020)  Nonrandom DNA Segregation Detection under Replication Stress..  STAR Protoc,  (3): (100143).  [PMID:33377037]
3. Grow EJ et al..  (2021)  p53 convergently activates Dux/DUX4 in embryonic stem cells and in facioscapulohumeral muscular dystrophy cell models..  Nat Genet,  53  (8): (1207-1220).  [PMID:34267371]
4. Hu X et al..  (2019)  Region-Restrict Astrocytes Exhibit Heterogeneous Susceptibility to Neuronal Reprogramming..  Stem Cell Reports,  12  (2): (290-304).  [PMID:30713039]
5. Teng Y et al..  (2018)  ROS-induced R loops trigger a transcription-coupled but BRCA1/2-independent homologous recombination pathway through CSB..  Nat Commun,  (4115).  [PMID:30297739]
6. Luo X et al..  (2018)  SUN1 Regulates HIV-1 Nuclear Import in a Manner Dependent on the Interaction between the Viral Capsid and Cellular Cyclophilin A..  J Virol,  92  (13): [PMID:29643244]
7. Wang H et al..  (2020)  Synergistic lethality between PARP-trapping and alantolactone-induced oxidative DNA damage in homologous recombination-proficient cancer cells..  Oncogene,  39  (14): (2905-2920).  [PMID:32029902]
8. Watts LP et al..  (2020)  The RIF1-long splice variant promotes G1 phase 53BP1 nuclear bodies to protect against replication stress..  Elife,  [PMID:33141022]
9. Wensen Zhang, Na Cui, Fazhi Su, Yanping Sun, Biao Li, Yupeng Ren, Ping Wang, Haodong Bai, Wei Guan, Bingyou Yang, Qiuhong Wang, Haixue Kuang.  (2023)  Serum, spleen metabolomics and gut microbiota reveals effect of catalpol on blood deficiency syndrome caused by cyclophosphamide and acetylphenylhydrazine.  Frontiers in Immunology,  14  (1280049).  [PMID:38022670] [10.3389/fimmu.2023.1280049]
10. Wang Juan, Wang Furong, Yuan Lixia, Ruan Hongsheng, Zhu Zhibiao, Fan Xiaoling, Zhu Lingyan, Peng Xin.  (2022)  Blood-Enriching Effects and Immune-Regulation Mechanism of Steam-Processed Polygonatum Sibiricum Polysaccharide in Blood Deficiency Syndrome Mice.  Frontiers in Immunology,  13  [PMID:35250989] [10.3389/fimmu.2022.813676]
11. Yin Zhang, Jianfeng Shi, Qianqian Fei, Yiping Huang, Fenxia Zhu, Jing Wang, Daoquan Tang, Bin Chen.  (2020)  Plasma and urine metabonomics coupled with UPLC-Q-TOF/MS and multivariate data analysis on potential biomarkers in anemia and hematinic effects of steamed notoginseng.  Phytochemistry Letters,  38  (55).  [10.1016/j.phytol.2020.05.003]

溶液计算器