S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID Chemical Properties

storage temp. 

2-8°C(protect from light)

solubility 

0.1 M NaOH: 7.2 mg/mL

Density 

1.501±0.06 g/cm3(Predicted)

pka

2.12±0.10(Predicted)

form 

solid

color 

white

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID Usage And Synthesis

Description

This simple base occurs in germinatine pea seeds or seedlings. The structure given above has been determined from chemical and s'pectroscopic analysis.

Uses

(S)-Willardiine is a potent agonist of AMPA/kainate receptors with EC50 of 44.8 uM. IC50 value: 44.8 uM(EC50) [1] Target: AMPA/kainate receptor agonist in vitro: The (S)- but not (R)-isomers of willardiine and 5-bromowillardiine were potent agonists, producing rapidly but incompletely desensitizing responses [1]. At a concentration of 1.8 mM, Ca2+ inhibited the currents induced by 100 microM willardiine by approximately 50% [2]. in vivo: In newborn mice (P5, histopathology at P10), local injection of the AMPA receptor agonist S-bromo-willardiine at day 5 after birth induced cortical damage and white matter damage, which was reduced in a dose-dependent manner by the AMPA receptor antagonists [3].

Definition

ChEBI: 3-(uracil-1-yl)-L-alanine is the 3-(uracil-1-yl) derivative of L-alanine. It is a non-proteinogenic L-alpha-amino acid and a L-alanine derivative. It is functionally related to a uracil. It is a tautomer of a 3-(uracil-1-yl)-L-alanine zwitterion.

IC 50

Kainate Receptor

References

Ashworth, Brown, Roberts., Biochern J., 129,897 (1972)

S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID(21416-43-3)Related Product Information

• EC 2.6.1.2
• 3-CHLORO-L-ALANINE HYDROCHLORIDE
• Boscalid
• Sodium diacetate
• D-Alanine
• (S)-(-)-5-IODOWILLARDIINE
• (AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-5-IODO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
• (S)-5-Nitrowillardiine
• S(-)-ALPHA-AMINO-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID
• (S)-1-(2-AMINO-2-CARBOXYETHYL)-3-(2-CARBOXYBENZYL)PYRIMIDINE-2,4-DIONE
• (S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID
• (S)-(-)-5-FLUOROWILLARDIINE
• (AS)-ALPHA-AMINO-3-[(4-CARBOXYPHENYL)METHYL]-3,4-DIHYDRO-2,4-DIOXO-1(2H)-PYRIMIDINEPROPANOIC ACID