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Merck

A3509

2-Aminopurine

≥99%, synthetic, powder

Synonym(s):

2-AP

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100 MG

£116.00

250 MG

£253.00

500 MG

£407.15

1 G

£595.85

£116.00

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About This Item

Empirical Formula (Hill Notation):
C5H5N5
CAS Number:
452-06-2
Molecular Weight:
135.13
NACRES:
NA.51
PubChem Substance ID:
24890778
UNSPSC Code:
41106305
EC Number:
207-197-4
MDL number:
MFCD00005566
Assay:
≥99%
Biological source:
synthetic
Form:
powder
Storage temp.:
2-8°C

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Product Name

2-Aminopurine, ≥99%

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

SMILES string

Nc1ncc2[nH]cnc2n1

biological source

synthetic

assay

≥99%

form

powder

mp

280-282 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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1 of 4

This Item
A2380A77997SML0568
2-Aminopurine ≥99%

Sigma-Aldrich

A3509

2-Aminopurine

2-Aminopurine nitrate salt ≥99%

Sigma-Aldrich

A2380

2-Aminopurine nitrate salt

2-Aminopyridine 99%

Sigma-Aldrich

A77997

2-Aminopyridine

3-AP ≥98% (HPLC)

Sigma-Aldrich

SML0568

3-AP

biological source

synthetic

biological source

synthetic

biological source

-

biological source

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

assay

≥99%

assay

≥99%

assay

99%

assay

≥98% (HPLC)

form

powder

form

powder

form

crystals

form

powder

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

mp

280-282 °C (lit.)

mp

-

mp

54-58 °C (lit.)

mp

-

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.[1]

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] 2-Aminopurine (2-AP) inhibits double-stranded RNA-dependent protein kinase, protein kinase R (PKR).[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
0000537997
0000537996
0000537996
0000537997
0000457237

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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
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)
Julien Godet et al.
Nucleic acids research, 41(9), 5036-5048 (2013-03-21)
The HIV-1 nucleocapsid protein (NCp7) is a nucleic acid chaperone required during reverse transcription. During the first strand transfer, NCp7 is thought to destabilize cTAR, the (-)DNA copy of the TAR RNA hairpin, and subsequently direct the TAR/cTAR annealing through
Endoplasmic reticulum stress induces the expression of COX-2 through activation of eIF2alpha, p38-MAPK and NF-kappaB in advanced glycation end products stimulated human chondrocytes
Rasheed Z and HaqqiTM
Biochimica et Biophysica Acta - Molecular Cell Research, 1823(12), 2179-2189 (2012)
2-Aminopurine.
A Ronen
Mutation research, 75(1), 1-47 (1980-01-01)
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