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SML2830

Sigma-Aldrich

trans-Ned-19

≥98% (HPLC)

Synonym(s):

(1R,3S)-)-1-[3-[[4-(2-Fluorophenyl)-1-piperazinyl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid, Ned-19, trans (1R,3S)-NED-19

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About This Item

Empirical Formula (Hill Notation):
C30H31FN4O3
CAS Number:
1354235-96-3
Molecular Weight:
514.59
MDL number:
MFCD31562774
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

InChI

1S/C30H31FN4O3/c1-38-27-11-10-19(16-20(27)18-34-12-14-35(15-13-34)26-9-5-3-7-23(26)31)28-29-22(17-25(33-28)30(36)37)21-6-2-4-8-24(21)32-29/h2-11,16,25,28,32-33H,12-15,17-18H2,1H3,(H,36,37)/t25-,28+/m0/s1

InChI key

FUHCEERDBRGPQZ-LBNVMWSVSA-N

Biochem/physiol Actions

NAADP (nicotinic acid adenine dinucleotide phosphate) has recently been recognized as a crucial Ca2+-releasing second messenger in several mammalian tissues including pancreatic, brain and cardiac. Ned-19 is a potent inhibitor of NAADP action. It is a selective blocker of cellular NAADP-induced Ca2+-release and can fluorescently label NAADP receptors. Ned-19 blocks NAADP signaling at nanomolar concentrations. In intact cells, Ned-19 blocked NAADP signaling and fluorescently labeled NAADP receptors.The trans-Ned-19 is more potent than the cis form in regard to both inhibition of Ca2+ release (IC50 of 6 nM versus 800 nM) and [32P]NAADP binding (IC50 of 0.4 nM versus 15 μM).

wgk_germany

WGK 3

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Annarita Favia et al.
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