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Merck
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重要文件

SML0632

Sigma-Aldrich

Fialuridine

≥98% (HPLC), powder, nucleoside analog

同義詞:

1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-Pyrimidinedione, FIAU

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About This Item

經驗公式(希爾表示法):
C9H10FIN2O5
CAS號碼:
分子量::
372.09
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

產品名稱

Fialuridine, ≥98% (HPLC)

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 5 mg/mL, clear (warmed)

儲存溫度

−20°C

SMILES 字串

F[C@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C(NC(C(I)=C2)=O)=O

InChI

1S/C9H10FIN2O5/c10-5-6(15)4(2-14)18-8(5)13-1-3(11)7(16)12-9(13)17/h1,4-6,8,14-15H,2H2,(H,12,16,17)/t4-,5+,6-,8-/m1/s1

InChI 密鑰

IPVFGAYTKQKGBM-BYPJNBLXSA-N

一般說明

非阿尿苷(1-(2-脱氧-2-氟-β——5-碘尿嘧啶或FIAU) 是一种抗病毒剂。它是一种基于胸苷的核苷类似物。

應用

非阿尿苷被用于无性系筛选。

生化/生理作用

非阿尿苷是一种核苷类似物抗病毒剂。该化合物表现出显著的线粒体毒性。
非阿尿苷(1-(2-脱氧-2-氟-β-d-阿拉伯糖呋喃)-5-碘尿嘧啶或 FIAU)及其代谢产物阻断多个相邻类似物掺入位点的 DNA 聚合酶,减少 mtDNA(线粒体 DNA)并导致肝祖细胞中的线粒体结构缺陷。其视为抗乙型肝炎病毒 (HBV) 感染的高效药物。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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Fialuridine and its metabolites inhibit DNA polymerase gamma at sites of multiple adjacent analog incorporation, decrease mtDNA abundance, and cause mitochondrial structural defects in cultured hepatoblasts.
Lewis W, et al.
Proceedings of the National Academy of Sciences of the USA, 93(8), 3592-3597 (1996)
Kurt M Lin et al.
Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging, 10(5), 253-263 (2008-06-19)
Human ZR75-1 cells were among the first few characterized estrogen-dependent mammary gland carcinoma cell lines and had been utilized in various studies for the pro- or antitumor effect of xenoestrogens and antiestrogens. The objective of this study was to establish
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Nature medicine, 14(10), 1118-1122 (2008-09-09)
We investigated the possibility of using a pharmacologic agent to modulate viral gene expression to target radiotherapy to tumor tissue. In a mouse xenograft model, we had previously shown targeting of [(125)I]2'-fluoro-2'-deoxy-beta-D-5-iodouracil-arabinofuranoside ([(125)I]FIAU) to tumors engineered to express the Epstein-Barr
Kristin L Peterson et al.
Nuclear medicine and biology, 40(5), 638-642 (2013-04-02)
Currently available infectious disease imaging techniques cannot differentiate between infection and sterile inflammation or between different types of infections. Recently, radiolabeled FIAU was found to be a substrate for the thymidine kinase (TK) enzyme of multiple pathogenic bacteria, leading to
J M Colacino
Antiviral research, 29(2-3), 125-139 (1996-03-01)
Fialuridine (FIAU) is a thymidine nucleoside analog with activity against various herpesviruses and hepatitis B virus (HBV) in vitro and in vivo. In a clinical evaluation for its use as a treatment for chronic HBV infection, long term (HBV) in

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