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324630

Sigma-Aldrich

EHNA, Hydrochloride

The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor and adenosine deaminase.

Sinónimos:

EHNA, Hydrochloride, erythro-9-(2-Hydroxy-3-nonyl)adenine, HCl

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About This Item

Fórmula empírica (notación de Hill):
C14H23N5O · xHCl
Número de CAS:
Peso molecular:
277.37 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 25 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C14H23N5O/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17)/t10-,11-/m0/s1

InChI key

IOSAAWHGJUZBOG-QWRGUYRKSA-N

General description

The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor (IC50 = 0.8 and 2 µM against human and procine PDE II, respectively) and adenosine deaminase (Ki = 4 nM), while exhibiting little or much reduced potency toward PDE I/II/IV isozymes (IC50 >100 µM) of both human and porcine species. EHNA at 10 µM concentration is also reported to effectively and reversibly block the differentiation and maintain the pluripotency of hES (human embryonic stem) cell line SA121 in feeder-free cultures without exogenously added FGF for up to 30 passages in a manner independent of its known ADA and PDE inhibitory activities.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PDE 2
Product does not compete with ATP.
Reversible: no
Target IC50: 0.8 and 2 µM against human and procine PDE II, respectively
Target Ki: 4 nM against adenosine deaminase

Warning

Toxicity: Standard Handling (A)

Other Notes

Burton, P., et al. 2010. Biochem. J.in press.
Lorbar, M., et al. 1999. J. Mol. Cell. Cardiol.31, 401.
Verde, I., et al. 1999. Br. J. Pharmacol.127, 65.
Reynolds, A.J., et al. 1996. Brain Res.798, 67.
Mery, P.F., et al. 1995. Mol. Pharmacol.48, 121.
Podzuweit, T., et al. 1995. Cell. Signal.7, 733.
Bessodes, M., et al. 1982. Biochem. Pharmacol.31, 879.
Bouchard, P., et al. 1981. Proc. Natl. Acad. Sci. USA78, 1033.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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