M2389
N6-Methyl-2′-deoxyadenosine
≥98% (TLC), powder
Synonym(s):
6mdA, N6-Me-dAdo, m6dA
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About This Item
Empirical Formula (Hill Notation):
C11H15N5O3
CAS Number:
Molecular Weight:
265.27
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Product Name
N6-Methyl-2′-deoxyadenosine,
Assay
≥98% (TLC)
Quality Level
form
powder
solubility
acetic acid: 49.00-51.00 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
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
Application
N6-Methyl-2′-deoxyadenosine has been used as a standard to assess the levels of modified bases in genomic DNA by the ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry (UHPLC-QQQ-MS/MS) method. It has also been used to study its potential in promoting the proliferation oferythroid progenitor cells.
Biochem/physiol Actions
N6-Methyl-2′-deoxyadenosine (N6-Me-dAdo) is a precursor of N6-methyl 2′-deoxyadenosine 3′,5′-bisphosphate (N6MABP), a competitive and selective inhibitor of P2Y1 receptors. It is located at the transcription start site and plays a role in increased gene expression in Chlamydomonas reindardtii. N6-Me-dAdo augments the within transposable elements and is present at higher levels during the development of Drosophila. It is involved in the regulation of gene transcription, DNA repair, and replication in prokaryotes and protists. N6-Me-dAdo complemented with gene bodies might induce gene expression in human cells.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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C Léon et al.
Circulation, 103(5), 718-723 (2001-02-07)
ADP plays a key role in hemostasis, acting through 2 platelet receptors: the P2Y(1) receptor and an unidentified P2 receptor, called P2cyc, coupled to adenylyl cyclase inhibition, which is the target of the antiplatelet drug clopidogrel. We showed that the
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)
Xiang Li et al.
Nature neuroscience, 22(4), 534-544 (2019-02-20)
DNA modification is known to regulate experience-dependent gene expression. However, beyond cytosine methylation and its oxidated derivatives, very little is known about the functional importance of chemical modifications on other nucleobases in the brain. Here we report that in adult
Clarissa Bartley et al.
American journal of physiology. Endocrinology and metabolism, 317(1), E25-E41 (2019-03-27)
Fructose is widely used as a sweetener in processed food and is also associated with metabolic disorders, such as obesity. However, the underlying cellular mechanisms remain unclear, in particular, regarding the pancreatic β-cell. Here, we investigated the effects of chronic
Mohammed Makkawi et al.
Thrombosis research, 161, 12-21 (2017-11-28)
Tumor-suppressing subchromosomal transferable fragment cDNA 6 (TSSC6) expression is restricted to hematopoietic organs and tissues where it plays a role in hematopoietic-cell function. The ADP purinergic receptor P2Y
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