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Merck
CN

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
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Assay:
≥98% (TLC)
Form:
powder
Solubility:
acetic acid: 49.00-51.00 mg/mL, clear, colorless
Storage temp.:
−20°C
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Product Name

N6-Methyl-2′-deoxyadenosine,

Quality Segment

assay

≥98% (TLC)

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Global Trade Item Number

SKUGTIN
M2389-25MG04061833049662