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Merck
CN

5.09707

(S)-5-Iodowillardiine

Synonym(s):

(S)-5-Iodowillardiine, (S)-α-Amino-3,4-dihydro-5-iodo-2,4-dioxo-1(2H)-pyrimidinepropanoic acid, (S)-2-amino-3-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid, Iodowillardiine

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About This Item

Empirical Formula (Hill Notation):
C7H8IN3O4
CAS Number:
140187-25-3
Molecular Weight:
325.06
UNSPSC Code:
12352200

Key Documents

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InChI key

AXXYLTBQIQBTES-BYPYZUCNSA-N

InChI

1S/C7H8IN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

1 M NaOH: 25 mM

Quality Level

100

General description

A potent agonist highly selective for GluK1-containing subtype kainate receptors (EC50 = 0.06 and 0.21 µM for GluK1/K5 and GluK1, respectively) over GluK2-containing subtypes (EC50 = 0.47 and 30 µM for GluK1/K2 and GluK2/K5 respectively). Does not interact with GluK2, GluK6, and GluK7 receptors. Low affinity to AMPA receptors (EC50 = 1.5 and 33.6 µM for GluA2 and GluA1 respectively). Has been used in assessing the functional roles of GluK1-containing subtype kainate receptors in neuropathic pains, apoptosis, and necrosis.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biochem/physiol Actions

Primary Target
GluK1

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Bhangoo, K., et al. 2013. Mol. Pharmacol.83, 307.
Moldrich, X., et al. 2000. J. Neurosci. Res.59, 788.
Chittajallu, R., et al. 1999. Trends Pharmacol. Sci.20, 26.
Swanson, T., et al. 1998. Mol. Pharmacol.53, 942.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_c

Not applicable

Regulatory Information

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