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Merck

A5762

Adenine 9-β-D-arabinofuranoside

≥99%

동의어(들):

9-β-D-Arabinofuranosyladenine, Ara-A, Vidarabine

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C10H13N5O4
CAS 번호:
Molecular Weight:
267.24
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
226-893-9
Beilstein/REAXYS Number:
624881
MDL number:
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InChI key

OIRDTQYFTABQOQ-UHTZMRCNSA-N

InChI

1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O

assay

≥99%

form

powder

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

−20°C

Quality Level

Gene Information

mouse ... Ahcy(269378)

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General description

Adenine 9-β-D-arabinofuranoside (AraA) is a nucleoside analog. It is an antiviral drug and targets viral DNA polymerases and is majorly used for treating herpes simplex viral infection. It is a potent inhibitor of AMP-activated protein kinase (AMPK). It also inhibits cardiac type 5 adenylyl cyclase but does not improve pathology in cardiovascular diseases.

Application

Adenine 9-β-D-arabinofuranoside has been used for the inhibition of 5′ AMP-activated protein kinase (AMPK) in liver, muscle and cardiac cells H9c2.
Used to study the roles of AMP-activated protein kinase (AMPK) in cell signaling.

Biochem/physiol Actions

Cell-permeable adenylate cyclase inhibitor; in detergent-dispersed rat brain preparation, IC50 = 30 μM. Clinically significant antiviral agent, especially against herpes simplex (HSV), by inhibition of DNA polymerase.
Cell-permeable adenylyl cyclase inhibitor. IC50 = 30 μM in detergent-dispersed rat brain preparation.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

저장 등급

11 - Combustible Solids

wgk

WGK 3


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

AMPK regulation of mouse oocyte meiotic resumption in vitro
Chen J, et al.
Developmental Biology, 291(2), 227-238 (2006)
GYY4137, a novel hydrogen sulfide-releasing molecule, likely protects against high glucose-induced cytotoxicity by activation of the AMPK/mTOR signal pathway in H9c2 cells
Wei W, et al.
Molecular and Cellular Biochemistry, 389(1-2), 249-256 (2014)
The direct effect of leptin on skeletal muscle thermogenesis is mediated by substrate cycling between de novo lipogenesis and lipid oxidation
Solinas G, et al.
Febs Letters, 577(3), 539-544 (2004)
Antiviral drug vidarabine possessing cardiac type 5 adenylyl cyclase inhibitory property did not affect cardiohemodynamic or electrophysiological variables in the halothane-anesthetized dogs
Wada T, et al.
The Journal of Toxicological Sciences, 41(1), 115-122 (2016)
AMPK involvement in endoplasmic reticulum stress and autophagy modulation after fatty liver graft preservation: a role for melatonin and trimetazidine cocktail
Zaouali MA, et al.
Journal of Pineal Research, 55(1), 65-78 (2013)

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