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Merck
CN

T2255

三氟胸苷

≥99% (HPLC), synthetic, powder

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

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关于此项目

经验公式(希尔记法):
C10H11F3N2O5
化学文摘社编号:
分子量:
296.20
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-722-8
MDL number:
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产品名称

三氟胸苷, ≥99% (HPLC)

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

SMILES string

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

biological source

synthetic

assay

≥99% (HPLC)

form

powder

mp

190-193 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

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Application

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。

Biochem/physiol Actions

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。

Packaging

无底玻璃瓶。内含物在插入的融合锥体内。

pictograms

Health hazard

signalword

Warning

Hazard Classifications

Carc. 2 - Muta. 2 - Repr. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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)
Novel cell death mechanisms of trifluorothymidine.
Bijnsdorp IV, Kruyt F, et al.
Nucleic Acids Symposium Series, 52, 649-649 (2008)
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

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