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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.

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Synonym(s):
EHNA, Hydrochloride, erythro-9-(2-Hydroxy-3-nonyl)adenine, HCl
Empirical Formula (Hill Notation):
C14H23N5O · xHCl
CAS Number:
Molecular Weight:
277.37 (free base basis)
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

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This Item
E114382425197900
EHNA, Hydrochloride The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor and adenosine deaminase.

324630

EHNA, Hydrochloride

EHNA hydrochloride ≥98% (HPLC)

E114

EHNA hydrochloride

Trequinsin, Hydrochloride Extremely potent and cell-permeable inhibitor of cGMP-inhibited phosphodiesterase (IC₅₀ = 300 pM) and platelet aggregation in vitro.

382425

Trequinsin, Hydrochloride

BEC, Hydrochloride A boronic acid-based arginine analog that acts as a slow-binding, competitive transition state inhibitor of arginases I and II (Ki = 310 nM for human recombinant type II arginase, pH 7.5).

197900

BEC, Hydrochloride

form

solid

form

-

form

solid

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

10-30°C

storage temp.

−20°C

solubility

water: 25 mg/mL

solubility

DMSO: >10 mg/mL, H2O: >10 mg/mL

solubility

water: 500 μM

solubility

water: 10 mg/mL

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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