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Merck
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重要文件

F5130

Sigma-Aldrich

5-氟脲嘧啶

proapoptotic anitproliferative plant growth regulator

同義詞:

5-氟尿嘧啶 1β-D-呋喃核苷, 皮毛

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About This Item

經驗公式(希爾表示法):
C9H11FN2O6
CAS號碼:
分子量::
262.19
Beilstein:
33662
EC號碼:
MDL號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.51

生物源

synthetic (organic)

化驗

≥99% (HPLC)

形狀

powder

溶解度

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

SMILES 字串

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 密鑰

FHIDNBAQOFJWCA-UAKXSSHOSA-N

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一般說明

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。

應用

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。

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

個人防護裝備

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
Edward J Miracco et al.
Journal of the American Chemical Society, 133(31), 11826-11829 (2011-07-13)
The pseudouridine synthase TruB handles 5-fluorouridine in RNA as a substrate, converting it into two isomeric hydrated products. Unexpectedly, the two products differ not in the hydrated pyrimidine ring but in the pentose ring, which is epimerized to arabinose in
Iñigo Casafont et al.
Neurotoxicity research, 17(2), 167-178 (2009-07-18)
The ubiquitin-dependent proteasome system (UPS) is the major pathway responsible for selective nuclear and cytoplasmic protein degradation. Bortezomib, a boronic acid dipeptide, is a reversible 20S proteasome inhibitor used as novel anticancer drug, particularly in the treatment of multiple myeloma

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