D3897
2′-脱氧胞苷
≥99% (HPLC), synthetic (organic), powder
别名:
2'-脱氧胞嘧啶核苷
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关于此项目
经验公式（希尔记法）:
C9H13N3O4
化学文摘社编号:
分子量:
227.22
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
213-454-1
MDL number:
Beilstein/REAXYS Number:
87567
产品名称
2′-脱氧胞苷, ≥99% (HPLC)
InChI key
CKTSBUTUHBMZGZ-SHYZEUOFSA-N
InChI
1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1
SMILES string
NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](CO)O2
biological source
synthetic (organic)
assay
≥99% (HPLC)
form
powder
solubility
water: 50 mg/mL, clear, colorless to very faintly yellow
storage temp.
−20°C
Quality Level
Application
2′-脱氧胞苷已用于：
- 作为布氏锥虫Trypanosoma brucei 胞苷脱氨酶(TbCDA)底物检测其活性
- 作为鼠肿瘤组织间液代谢物液相色谱-质谱法(LC–MS)分离和定量分析的标准品
- 研究自噬在癌基因和DNA复制压力下的作用
Biochem/physiol Actions
2′-脱氧胞苷(deoxyC)可磷酸化形成dCTP，再由各种DNA聚合酶或逆转录酶合成DNA。2-脱氧胞苷是脱氧胞苷脱氨酶(EC 3.5.4.14)的底物，该酶可将其转化为2′-脱氧尿苷。2-脱氧胞苷可在脱氧胞苷激酶(DCK)的磷酸化作用下成为核苷酸——脱氧胞苷单磷酸(dCMP)。2-脱氧胞苷可作为头颈癌标志物。
General description
2′-脱氧胞苷(deoxyC)是一种以胞嘧啶作为核碱基的脱氧核苷。存在于血液、粪便和尿液中。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Santiago Uribe-Lewis et al.
Genome biology, 16, 69-69 (2015-04-09)
The discovery of cytosine hydroxymethylation (5hmC) as a mechanism that potentially controls DNA methylation changes typical of neoplasia prompted us to investigate its behaviour in colon cancer. 5hmC is globally reduced in proliferating cells such as colon tumours and the
Urinary Nucleosides and Deoxynucleosides
Patejko M, et al.
Advances in Clinical Chemistry, 83, 1-51 (2018)
Ana Moro-Bulnes et al.
mSphere, 4(4) (2019-08-09)
Cytidine deaminase (CDA) is a pyrimidine salvage enzyme that catalyzes cytidine and deoxycytidine hydrolytic deamination to yield uridine and deoxyuridine. Here we report the biochemical characterization of Trypanosoma brucei CDA as an enzyme within the tetrameric class of the CDA
Martyna Modrzejewska et al.
Free radical biology & medicine, 101, 378-383 (2016-11-12)
The most plausible mechanism behind active demethylation of 5-methylcytosine involves TET proteins which participate in oxidation of 5-methylcytosine to 5-hydroxymethylcytosine; the latter is further oxidized to 5-formylcytosine and 5-carboxycytosine. 5-Hydroxymethyluracil can be also generated from thymine in a TET-catalyzed process.
Megan Beetch et al.
Scientific reports, 10(1), 2415-2415 (2020-02-14)
Triple-negative breast cancer (TNBC) is a subtype of breast cancer unresponsive to traditional receptor-targeted treatments, leading to a disproportionate number of deaths. Invasive breast cancer is believed to evolve from non-invasive ductal carcinoma in situ (DCIS). Detection of triple-negative DCIS
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