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经验公式(希尔记法):
C14H23N5O · xHCl
化学文摘社编号:
分子量:
277.37 (free base basis)
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
产品名称
EHNA, Hydrochloride, The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor and adenosine deaminase.
SMILES string
[n]1(c2ncnc(c2nc1)N)[C@H]([C@@H](O)C)CCCCCC
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
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
Quality Level
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
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
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.
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
Disclaimer
Toxicity: Standard Handling (A)
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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