F3503
5-氟-2′-脱氧尿苷 5′-单磷酸盐 钠盐
~85%, solid
别名:
FdUMP
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关于此项目
经验公式（希尔记法）:
C9H12FN2O8P
化学文摘社编号:
分子量:
326.17
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Assay:
~85%
Form:
solid
Solubility:
water: 50 mg/mL, clear, colorless to faint yellow or tan
Storage temp.:
−20°C
产品名称
5-氟-2′-脱氧尿苷 5′-单磷酸盐 钠盐, ~85%
SMILES string
[Na].OC1CC(OC1COP(O)(O)=O)N2C=C(F)C(=O)NC2=O
InChI
1S/C9H12FN2O8P.Na.H/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18;;/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18);;
InChI key
DGEOOGBABXVZPJ-UHFFFAOYSA-N
assay
~85%
form
solid
solubility
water: 50 mg/mL, clear, colorless to faint yellow or tan
storage temp.
−20°C
Quality Level
相关类别
General description
5- 5-氟-2′-脱氧尿苷（FdUMP）是胞内生成的5-氟尿嘧啶(5-FU)的代谢产物，5-氟尿嘧啶是一种在分子生物学中应用广泛的试剂，用于研究DNA合成和代谢。
Application
它已被用于：
- 作为抗有丝分裂剂用于培养小鼠原代皮层神经元（primary cortical neuron）。
- 作为培养基成分用于培养小鼠原代皮层神经元。
- 用于胸苷酸合成酶(TS)活性和功能的研究。
Biochem/physiol Actions
5-氟-2′-脱氧尿苷-5′-单磷酸盐（FdUMP）是一种 DNA 合成抑制剂。FdUMP 与 RNA 合成抑制剂 3′-C-ethinylcytidine 一起在纳摩尔浓度下诱导宫颈癌细胞死亡。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
A high-throughput assay for mRNA silencing in primary cortical neurons in vitro with oligonucleotide therapeutics
Alterma n JF, et al.
Bio-protocol, 7(16) (2017)
Hydrophobicity of Lipid-Conjugated siRNAs Predicts Productive Loading to Small Extracellular Vesicles
Biscans A, et al.
Molecular Therapy, 26(6), 1520-1528 (2018)
Comparison of partially and fully chemically-modified siRNA in conjugate-mediated delivery in vivo
Hassler MR, et al.
Nucleic Acids Research, 46(5), 2185-2196 (2018)
Adam Jarmuła et al.
Bioorganic & medicinal chemistry letters, 18(8), 2701-2708 (2008-03-26)
Molecular dynamics simulations and free energy calculations are presented, exploring previously described experimentally studied interactions of a series of 2'-fluoro-substituted dUMP/FdUMP analogues with thymidylate synthase (TS). The results show the inhibitory behaviors of 2'-F-ara-UMP, 2',2''-diF-dUMP and 2',5-diF-ara-UMP to be dependent
G-rich motifs within phosphorothioate-based antisense oligonucleotides (ASOs) drive activation of FXN expression through indirect effects
Wang F, et al.
Nucleic Acids Research, 50(22), 12657-12673 (2022)
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