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Deoxyadenosine 5-triphosphate

(Synonyms: 2'-脱氧腺苷5'-三磷酸酯,dATP) 目录号 : GC13531

Deoxyadenosine 5-triphosphate是一种由一个腺嘌呤碱基、一个脱氧核糖和三个磷酸基团组成的脱氧核苷酸三磷酸。

Deoxyadenosine 5-triphosphate Chemical Structure

Cas No.:1927-31-7

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Sample solution is provided at 25 µL, 10mM.

Description

Deoxyadenosine 5-triphosphate is a deoxynucleotide triphosphate composed of an adenine base, a deoxyribose and three phosphate groups [1]. Deoxyadenosine 5‑triphosphate is one of the important “raw materials” for DNA polymerase to synthesize DNA chains in DNA replication or in vitro amplification [2]. Deoxyadenosine 5‑triphosphate regulates ribonucleotide reductase by binding to the active site, thereby participating in regulating the balance of deoxynucleoside triphosphate in cells [3].

In Escherichia coli, Deoxyadenosine 5‑triphosphate (400µM; 16h) stimulates bacterial biofilm formation [4].

References:
[1]. Reddy B S, Viswamitra M A. The molecular and crystal structure of the sodium salt of deoxyadenosine-5'-phosphate hexahydrate. Structural Science, 1975, 31(1): 19-26.
[2]. Houghton J A, Tillman D M, Harwood F G. Ratio of 2'-deoxyadenosine-5'-triphosphate/thymidine-5'-triphosphate influences the commitment of human colon carcinoma cells to thymineless death. Clinical cancer research: an official journal of the American Association for Cancer Research, 1995, 1(7): 723-730.
[3]. Alexandrova L A, Skoblov A Y, Jasko M V, et al. 2′-Deoxynucleoside 5′-triphosphates modified at α-, β-and γ-phosphates as substrates for DNA polymerases. Nucleic acids research, 1998, 26(3): 778-786.
[4]. Xi C, Wu J. dATP/ATP, a multifunctional nucleotide, stimulates bacterial cell lysis, extracellular DNA release and biofilm development. PloS one, 2010, 5(10): e13355.

Deoxyadenosine 5-triphosphate是一种由一个腺嘌呤碱基、一个脱氧核糖和三个磷酸基团组成的脱氧核苷酸三磷酸 [1]。Deoxyadenosine 5‑triphosphate是DNA聚合酶在DNA复制或体外扩增中合成DNA链的重要“原料”之一 [2]。Deoxyadenosine 5‑triphosphate通过结合活性位点来调节核苷酸还原酶,从而参与调节细胞内脱氧核苷三磷酸的平衡 [3]

在大肠杆菌中,Deoxyadenosine 5‑triphosphate(400µM;16h)可刺激细菌生物膜的形成 [4]

实验参考方法

Bacteria experiment [1]:

Bacteria lines

Escherichia coli

Preparation Method

1% of overnight Escherichia coli culture was inoculated into the wells of 96-well microplate containing 100µL of 10% LB media supplemented with Deoxyadenosine 5‑triphosphate. After 16h of incubation at 30℃, 15µL of a 1% solution of crystal violet (CV) was added to each well to stain the cells for 15min. Then, the wells were rinsed thoroughly with PBS buffer three times. Biofilm formation was quantified by the addition of 100µL of 95% ethanol to each CV-stained microplate well, and the absorbance was determined with a plate reader at 600nm.

Reaction Conditions

400µM; 16h

Applications

Deoxyadenosine 5‑triphosphate stimulates bacterial biofilm formation.

References:
[1]. Xi C, Wu J. dATP/ATP, a multifunctional nucleotide, stimulates bacterial cell lysis, extracellular DNA release and biofilm development. PloS one, 2010, 5(10): e13355.

化学性质

Cas No. 1927-31-7 SDF
别名 2'-脱氧腺苷5'-三磷酸酯,dATP
化学名 ((2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate
Canonical SMILES NC1=C(N=CN2[C@@]3([H])C[C@@](O)([H])[C@@](O3)([H])COP(O)(OP(O)(OP(O)(O)=O)=O)=O)C2=NC=N1
分子式 C10H16N5O12P3 分子量 491.18
溶解度 ≥ 50mg/mL in Water 储存条件 Store at -20°C
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1 mM 2.0359 mL 10.1796 mL 20.3591 mL
5 mM 0.4072 mL 2.0359 mL 4.0718 mL
10 mM 0.2036 mL 1.018 mL 2.0359 mL
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