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Merck
CN

T2255

Sigma-Aldrich

三氟胸苷

≥99% (HPLC)

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别名:
α,α,α-三氟胸苷, 2'-脱氧-5-三氟甲基尿苷, 三氟胸腺嘧啶脱氧核苷, 曲氟尿苷
经验公式(希尔记法):
C10H11F3N2O5
CAS号:
分子量:
296.20
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic

质量水平

检测方案

≥99% (HPLC)

形式

powder

mp

190-193 °C (lit.)

溶解性

water: 50 mg/mL, clear, colorless

储存温度

−20°C

SMILES字符串

OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(C(=O)NC2=O)C(F)(F)F

InChI

1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7+/m0/s1

InChI key

VSQQQLOSPVPRAZ-RRKCRQDMSA-N

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应用

三氟胸苷已用作选择性培养基组分,用于筛选淋巴瘤细胞、人淋巴母细胞样细胞TK6和小鼠淋巴瘤细胞L5178Y中的胸苷激酶(TK)突变体。

生化/生理作用

三氟胸苷(TFT)是一种胸苷类似物,对光敏感。TFT可作为胸苷激酶底物,用于研究该酶的特异性和动力学。磷酸化TFT可掺入DNA,诱导DNA损伤,因而TFT适合用于研究DNA修复机制。TFT也可用于研究胸苷酸合成酶抑制机制和筛选胸苷激酶突变基因。它对胃肠道癌具有抗肿瘤活性,也可用于治疗疱疹病毒性角膜炎。

包装

无底玻璃瓶。内含物在插入的融合锥体内。

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Carc. 2 - Muta. 2 - Repr. 2

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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I V Bijnsdorp et al.
Nucleosides, nucleotides & nucleic acids, 27(6), 699-703 (2008-07-05)
Trifluorothymidine (TFT), a potent anticancer agent, inhibits thymidylate synthase (TS) and is incorporated into the DNA, both events resulting in cell death. Cell death induction related to DNA damage often involves activation of p53. We determined the role of p53
Connie Kang et al.
Drugs, 79(14), 1583-1590 (2019-09-07)
Trifluridine/tipiracil (Lonsurf®) is a fixed-dose combination tablet comprising trifluridine, an antineoplastic nucleoside analogue, and tipiracil, a thymidine phosphorylase inhibitor. Trifluridine/tipiracil has recently been granted an additional indication in the USA for the treatment of metastatic gastric cancer, including gastroesophageal junction
Norihiko Suzuki et al.
International journal of oncology, 39(1), 263-270 (2011-04-15)
Trifluorothymidine (TFT) is well known to be converted to TFT-monophosphate by thymidine kinase and to inhibit thymidylate synthase. In addition, TFT-triphosphate (TFT-TP) is also incorporated into DNA, resulting in cytocidal effects. However, the precise mechanism of TFT-induced DNA damage is
Methods for using the mouse lymphoma assay to screen for chemical mutagenicity and photo-mutagenicity
Optimization in Drug Discovery: In Vitro Methods, 561-592 (2014)
Julien Massonneau et al.
Mutation research, 849, 503128-503128 (2020-02-24)
A physiological decrease in extracellular pH (pHe) alters the efficiency of DNA repair and increases formation of DNA double-strand breaks (DSBs). Whether this could translate into genetic instability and variations, was investigated using the TK6 cell model, in which positive

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