Merck
CN

D7145

Sigma-Aldrich

2'-脱氧鸟苷 一水合物

99-100%

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别名:
9-(2-脱氧-β-D-呋喃核糖基)鸟嘌呤, 鸟嘌呤-2′-脱氧核苷
经验公式(希尔记法):
C10H13N5O4 · H2O
分子量:
285.26
Beilstein:
39814
MDL编号:
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

检测方案

99-100%

形式

powder

溶解性

1 M NH4OH: 50 mg/mL, clear, colorless

SMILES字符串

O.NC1=Nc2c(ncn2[C@H]3C[C@H](O)[C@@H](CO)O3)C(=O)N1

InChI

1S/C10H13N5O4.H2O/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6;/h3-6,16-17H,1-2H2,(H3,11,13,14,18);1H2/t4-,5+,6+;/m0./s1

InChI key

LZSCQUCOIRGCEJ-FPKZOZHISA-N

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应用

2′-脱氧鸟苷一水合物作为核苷补充剂,可用于:
  • 研究其对脱氧尿苷激酶(dguok)突变斑马鱼中线粒体DNA拷贝数的影响
  • 在组织培养基中用于合成脱氧核糖核苷酸(dNTP)
  • 在RPMI(Roswell Park Memorial Institute)-1640培养基中用于去除内源性胸腺细胞

生化/生理作用

脱氧鸟苷(dG)是一种嘌呤核苷,在激酶的连续磷酸化作用下可形成脱氧鸟苷三磷酸(dGTP),dGTP可用于通过DNA聚合酶和逆转录酶合成DNA。在四种经典碱基中,脱氧鸟苷是最富电子的碱基,含有多个易受氧化损伤的亲核位点,因此脱氧鸟苷及其氧化衍生物可用于研究核苷和核苷酸的氧化损伤机制。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Janna M Mundt et al.
Nucleic acids research, 36(1), 228-236 (2007-11-21)
7,8-Dihydro-8-oxo-2'-deoxyguanosine (8-oxodG) is a well-known marker of oxidative stress. We report a mechanistic analysis of several pathways by which 8-oxodG is converted to nucleotide triphosphates and incorporated into both DNA and RNA. Exposure of MCF-7 cells to [(14)C]8-oxodG combined with
Zimu Deng et al.
Methods in molecular biology (Clifton, N.J.), 1323, 151-158 (2015-08-22)
Reconstituted thymus organ culture is based on fetal thymus organ culture (FTOC). Purified thymocyte populations, from genetically modified mice or even from other species, are cultured in vitro with thymic lobes depleted of their endogenous thymocytes (by 2'-deoxyguanosine treatment) to
Aaron M Fleming et al.
Organic & biomolecular chemistry, 15(39), 8341-8353 (2017-09-25)
In DNA, 2'-deoxyguanosine (dG) is susceptible to oxidative modification by reactive oxygen species (ROS) yielding many products, one of which is 8-oxo-7,8-dihydro-2'-deoxyguanosine (dOG). Interestingly, dOG is stable but much more labile toward oxidation than dG, furnishing 5-guanidinohydantoin-2'-deoxyribose (dGh) that is
Kasper Broedbaek et al.
Free radical biology & medicine, 51(8), 1473-1479 (2011-08-09)
The increasing prevalence of diabetes together with the associated morbidity and mortality calls for additional preventive and therapeutic strategies. New biomarkers that can be used in therapy control and risk stratification as alternatives to current methods are needed and can
Takeji Takamura-Enya et al.
Bioorganic & medicinal chemistry letters, 21(14), 4206-4209 (2011-06-21)
BODIPY-modified 2'-deoxyguanosine was synthesized for use as a detection reagent for genotoxic compounds. BODIPY-FL is a well known fluorescence reagent whose fluorescent light emission diminishes near a guanine base by a photo-induced electron transfer process. We attached BODIPY-Fl to the

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