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W105

Sigma-Aldrich

S(−)-Willardiine

solid

Synonym(s):

S(−)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

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About This Item

Empirical Formula (Hill Notation):
C7H9N3O4
CAS Number:
21416-43-3
Molecular Weight:
199.16
MDL number:
MFCD00153879
UNSPSC Code:
12352200
PubChem Substance ID:
24278009

form

solid

color

white

solubility

0.1 M NaOH: 7.2 mg/mL
DMSO: insoluble
H2O: insoluble
ethanol: insoluble

SMILES string

[H]C1=CN(C[C@H](N)C(O)=O)C(=O)NC1=O

Gene Information

human ... GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893) , GRIK1(2897) , GRIK2(2898) , GRIK3(2899) , GRIK4(2900) , GRIK5(2901)

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Biochem/physiol Actions

AMPA/kainate glutamate receptor agonist.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Teruyuki Fukushima et al.
Neuroscience letters, 349(2), 107-110 (2003-08-30)
Heteromeric GluR6/KA-2 kainate receptor were expressed in HEK293 cells and an inhibition of willardiine-induced currents by cations was studied. Zinc was much more effective than Ca(2+), Ba(2+) and Mg(2+) at 235, 265 and 1382 fold increase in IC(50), respectively. The
Michael K Fenwick et al.
Journal of molecular biology, 378(3), 673-685 (2008-04-05)
Glutamate receptors mediate neuronal intercommunication in the central nervous system by coupling extracellular neurotransmitter-receptor interactions to ion channel conductivity. To gain insight into structural and dynamical factors that underlie this coupling, solution NMR experiments were performed on the bilobed ligand-binding
Ahmed H Ahmed et al.
Biochemistry, 48(18), 3894-3903 (2009-03-17)
Ionotropic glutamate receptors mediate the majority of vertebrate excitatory synaptic transmission. The development of selective antagonists for glutamate receptor subtypes is of interest in the treatment of a variety of neurological disorders. This study presents the crystal structure of the
Jeremy R Greenwood et al.
Neuropharmacology, 51(1), 52-59 (2006-04-25)
Three positional isomers (compounds 1, 2, and 3) of 1-uracilylalanine (willardiine) based on a 3-hydroxypyridazine 1-oxide scaffold with an alanine side-chain at positions 4 (1), 5 (2) or 6 (3) were tested for binding to recombinant homomeric AMPA receptor (AMPA-R)
N K Thomas et al.
Neuropharmacology, 37(10-11), 1223-1237 (1998-12-16)
The objectives of this study, conducted on neonatal rat spinal cord and dorsal roots in vitro, were to characterise the actions of a range of willardiine analogues on GluR5-containing kainate receptors present in dorsal roots, to determine whether GluR5-containing receptors
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