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Merck
CN

M2389

Sigma-Aldrich

N6-甲基-2′-脱氧腺苷

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别名:
6mdA, N6-Me-dAdo, m6dA
经验公式(希尔记法):
C11H15N5O3
CAS号:
分子量:
265.27
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

检测方案

≥98% (TLC)

质量水平

形式

powder

溶解性

acetic acid: 49.00-51.00 mg/mL, clear, colorless

储存温度

−20°C

SMILES字符串

CNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3

InChI

1S/C11H15N5O3/c1-12-10-9-11(14-4-13-10)16(5-15-9)8-2-6(18)7(3-17)19-8/h4-8,17-18H,2-3H2,1H3,(H,12,13,14)/t6-,7+,8+/m0/s1

InChI key

DYSDOYRQWBDGQQ-XLPZGREQSA-N

相关类别

应用

N6-甲基-2′-脱氧腺苷已用作标准品,结合超高效液相色谱法和三重四极杆质谱法(UHPLC-QQQ-MS/MS)来测定基因组DNA中的修饰碱基水平。它还用于研究其促进红系祖细胞增殖潜力。

生化/生理作用

N6-甲基-2′-脱氧腺苷(N6-Me-dAdo)是N6-甲基2′-脱氧腺苷3′,5′-二磷酸盐(N6MABP)的前体,后者是P2Y受体的一种竞争性和选择性抑制剂。它位于转录起始位点,在莱茵衣藻的增强基因表达中起作用。N6-Me-dAdo可增强内部转座因子,在果蝇的发育过程中处于较高水平。它在原核生物和原生生物中参与基因转录、DNA修复和复制的调节。与基因体互补的N6-Me-dAdo可能诱导人细胞的基因表达。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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J L Boyer et al.
British journal of pharmacology, 124(1), 1-3 (1998-06-18)
The antagonist activity of N6-methyl 2'-deoxyadenosine 3',5'-bisphosphate (N6MABP) has been examined at the phospholipase C-coupled P2Y1 receptor of turkey erythrocyte membranes. N6MABP antagonized 2MeSATP-stimulated inositol phosphate hydrolysis with a potency approximately 20 fold greater than the previously studied parent molecule
Mariangela Chisari et al.
Molecular neurobiology, 54(6), 4081-4093 (2016-06-20)
Astrocytes regulate neuronal activity and blood brain barrier through tiny plasma membrane branches or astrocytic processes (APs) making contact with synapses and brain vessels. Several transmitters released by astrocytes and exerting their action on several receptor classes expressed by astrocytes
J J Solomon et al.
Chemico-biological interactions, 51(2), 167-190 (1984-09-15)
Reaction of the rodent carcinogen acrylonitrile (AN) at pH 5.0 and/or pH 7.0 for 10 and/or 40 days with 2'-deoxyadenosine (dAdo), 2'-deoxycytidine (dCyd), 2'-deoxyguanosine (dGuo), 2'-deoxyinosine (dIno), N6-methyl-2'-deoxyadenosine (N6-Me-dAdo) and thymidine (dThd) resulted in the formation of cyanoethyl and carboxyethyl
Shengjie Li et al.
Frontiers in microbiology, 10, 1905-1905 (2019-09-10)
DNA methylation serves as a vital component of restriction-modification (R-M) systems in bacteria, where it plays a crucial role in defense against foreign DNA. Recent studies revealed that DNA methylation has a global impact on gene expression. Deinococcus radiodurans, an
Determination of DNA adenine methylation in genomes of mammals and plants by liquid chromatography/mass spectrometry
Huang W, et al.
Royal Society of Chemistry Advances, 5(79), 64046-64054 (2015)

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