Merck
CN

F5130

Sigma-Aldrich

5-氟脲嘧啶

proapoptotic anitproliferative plant growth regulator

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别名:
5-氟尿嘧啶 1β-D-呋喃核苷, 皮毛
经验公式(希尔记法):
C9H11FN2O6
CAS号:
分子量:
262.19
Beilstein:
33662
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

检测方案

≥99% (HPLC)

形式

powder

溶解性

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

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

InChI

1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

InChI key

FHIDNBAQOFJWCA-UAKXSSHOSA-N

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一般描述

5-氟尿苷 (FUrd) 是氟嘧啶核苷类似物 和具有细胞渗透性的修饰 RNA 前体。

应用

5-氟尿苷可用于标记猪胚胎成纤维细胞 和人细胞系的活性转录位点,用于免疫细胞化学分析。 在食管鳞状细胞癌(ESCC)细胞的药物敏感性测定中,也可用于监测细胞凋亡。

生化/生理作用

5-氟尿苷(FUrd)对癌细胞有细胞毒性。Furd 通常用于氟尿嘧啶和胸腺嘧啶类似物的化学和生化比较研究。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves


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Inhibition of RNA synthesis by 5-fluorouridine accounts for its cyto toxicity on colorectal cancer cells in vitro
Subbarayan PR, et al.
Cancer research, 65(9) (2005)
P V Sahasrabudhe et al.
Nucleic acids research, 23(19), 3916-3921 (1995-10-11)
The effects of 5-fluorouridine (FUrd) and 5-fluorodeoxyuridine (FdUrd) substitution on the stabilities of duplex RNA and DNA have been studied to determine how FUrd substitution in nucleic acids may alter the efficiency of biochemical processes that require complementary base pairing
Angelica M Bello et al.
Journal of medicinal chemistry, 52(6), 1648-1658 (2009-03-06)
A series of 6-substituted and 5-fluoro-6-substituted uridine derivatives were synthesized and evaluated for their potential as anticancer agents. The designed molecules were synthesized from either fully protected uridine or the corresponding 5-fluorouridine derivatives. The mononucleotide derivatives were used for enzyme
P M Ellery et al.
Placenta, 30(4), 329-334 (2009-02-14)
The aim was to test for evidence of transcriptional activity within the nuclei of the syncytiotrophoblast of the human placenta. The syncytiotrophoblast forms the epithelial covering of the villous tree, and is a multinucleated, terminally-differentiated syncytium generated through fusion of
Nikolaos Tsesmetzis et al.
Cancers, 10(7) (2018-07-26)
Antimetabolites, in particular nucleobase and nucleoside analogues, are cytotoxic drugs that, starting from the small field of paediatric oncology, in combination with other chemotherapeutics, have revolutionised clinical oncology and transformed cancer into a curable disease. However, even though combination chemotherapy

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