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2-氟肾上腺素-9-β-D-阿拉伯呋喃糖苷 [氟达拉滨],2-Fluoroadenine-9-β-D-arabinofuranoside [Fludarabine, F-ara-A];DNA synthesis and methylation inhibitor, ≥98%

别名:氟达拉宾碱;一种DNA合成和甲基化抑制剂;2-氟肾上腺素-9-β-D-阿拉伯呋喃糖苷;氟达拉滨碱;氟达那甙;氟达那苷;2-Fluoroadenine-9-β-D-arabinofuranoside;9-β-D-Arabinofuranosyl-2-fluoroadenine;F-ara-A;Fludarabine des-phosphate;9-beta-D-呋喃阿糖基-2-氟-9H-嘌呤-6-胺;9-Β-D-阿拉伯呋喃糖-2-氟腺苷

Empirical Formula (Hill Notation): C10H12FN5O4 CAS号: 21679-14-1 分子量: 285.23 Beilstein: 1225932 EC 号: 244-525-5 MDL编号: MFCD00132942 PubChem化学物质编号: 24894830 NACRES: NA.77
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): F2773
CAS号: 21679-14-1
MDL号: MFCD00132942
增值税发票 √ 技术支持 √ 质量保障 √ 电话:13910327035
¥1,755.97

说明

已使用2-氟腺嘌呤-9-β-D-阿拉伯呋喃糖苷(F-ara-A):

评估其与激酶抑制剂UCN-01在人白血病细胞(U937和HL-60)和原发病人样本中的相互作用
通过细胞凋亡试验评估其对内皮细胞的影响,并通过细胞毒性试验评估人微血管内皮细胞(HMECs)
在17p13-慢性淋巴细胞白血病(CLL)患者中用阿仑单抗CDC进行的比较细胞毒性研究中

氟达拉滨(5'-磷酸)是一种前药,可转化为F-ara-a,F-ara-a进入细胞并主要以5'-三磷酸的形式积累。F-ara-A干扰DNA合成和修复并诱导癌细胞凋亡。F-ara-A还强烈抑制DNA甲基化,特别是CpG二核苷酸序列中胞嘧啶的甲基化。
氟达拉滨的名称是指9-β-D-阿拉伯呋喃糖基-2-氟腺嘌呤5'-磷酸酯,但有时错误地用于缺少磷酸酯的化合物。

应用

2-Fluoroadenine-9-β-D-arabinofuranoside (F-ara-A) has been used:
  • to assess its interaction with kinase inhibitor UCN-01 in human leukemia cells (U937 and HL-60) and primary patient samples
  • to assess its influence on endothelial cells by apoptosis assay and human microvascular endothelial cells (HMECs) by cytotoxicity assay
  • in comparative cytotoxicity studies with Alemtuzumab CDC in 17p13- chronic lymphocytic leukemia (CLL) patients

生化/生理作用

Fludarabine (the 5′-phosphate) is a prodrug that is converted to F-ara-A, which enters cells and accumulates primarily as the 5′-triphosphate. F-ara-A interferes with DNA synthesis and repair and induces apoptosis of cancer cells. F-ara-A also strongly inhibits DNA methylation, particularly methylation of cytosine in CpG dinucleotide sequences.
 

警告

The name fludarabine refers to 9-β-D-arabinofuranosyl-2-fluoroadenine 5′-phosphate, but is sometimes erroneously used for this compound, which lacks the phosphate.
 
 

属性

质量水平

200

储存温度

2-8°C

SMILES string

Nc1nc(F)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O

InChI

1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/m1/s1

InChI key

HBUBKKRHXORPQB-FJFJXFQQSA-N

Gene Information

human ... ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

 

安全信息

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Muta. 2 - Repr. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

商品规格
属性名称属性值
储存温度 Storage temp.2-8°C冷藏
全球实时库存 Availability √美国St. Louis ≥ 33 | 欧洲Eur. ≥ 27 | 東京Tokyo ≥ 9 | 香港与北京 ≥ 16