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Merck

A3509

2-Aminopurine

≥99%, synthetic, powder

Synonym(s):

2-AP

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About This Item

Empirical Formula (Hill Notation):
C5H5N5
CAS Number:
Molecular Weight:
135.13
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
207-197-4
MDL number:
Assay:
≥99%
Biological source:
synthetic
Form:
powder
Storage temp.:
2-8°C
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Product Name

2-Aminopurine, ≥99%

biological source

synthetic

Quality Level

assay

≥99%

form

powder

mp

280-282 °C (lit.)

storage temp.

2-8°C

SMILES string

Nc1ncc2[nH]cnc2n1

InChI

1S/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H3,6,7,8,9,10)

InChI key

MWBWWFOAEOYUST-UHFFFAOYSA-N

Application

2-Aminopurine (2-AP) is used to specifically inhibit double-stranded RNA-dependent protein kinase, protein kinase R (PKR).
2-Aminopurine has been used to inhibit eukaryotic initiation factor-2α (eIF2α)-phosphorylation of osteoarthritis (OA) chondrocytes.

Biochem/physiol Actions

2-Aminopurine (2AP) is an analog of guanosine and adenosine, which can base pair with cytosine and thymine. It is used as a fluorescent probe in nucleic acid structure and dynamics. 2-Aminopurine (2-AP) inhibits double-stranded RNA-dependent protein kinase, protein kinase R (PKR).


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Related Content

Product Information Sheet


2-Aminopurine fluorescence quenching and lifetimes: role of base stacking
Jean JM and Hall KB
Proceedings of the National Academy of Sciences of the USA, 98(1), 37-41 (2001)
Bakhos A Tannous et al.
Journal of the National Cancer Institute, 105(17), 1322-1331 (2013-08-14)
Glioblastomas exhibit a high level of chemotherapeutic resistance, including to the antimitotic agents vincristine and taxol. During the mitotic agent-induced arrest, glioblastoma cells are able to perform damage-control and self-repair to continue proliferation. Monopolar spindle 1 (MPS1/TTK) is a checkpoint
Double-Stranded RNA-Dependent Protein Kinase Is Involved in 2-Methoxyestradiol?Mediated Cell Death of Osteosarcoma Cells
Shogren KL, et al.
Journal of Bone and Mineral Research, 22(1), 29-36 (2007)



Global Trade Item Number

SKUGTIN
A3509-500MG04061833045367
A3509-250MG04061833361016
A3509-100MG04061833045350
A3509-1G04061826688328