(S)-3,5-DIHYDROXYPHENYLGLYCINE Chemical Properties

Melting point:

>207°C (dec.)

Boiling point:

448.8±33.0 °C(Predicted)

Density 

1.550±0.06 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

Aqueous Base (Very Slightly, Sonicated), Methanol (Slightly), Water (Slightly, Heated)

form 

solid

pka

1.77±0.10(Predicted)

color 

white

Water Solubility 

Soluble to 50 mM in water

Stability:

Hygroscopic

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

(S)-3,5-DIHYDROXYPHENYLGLYCINE Usage And Synthesis

Uses

(S)-3,5-Dihydroxylphenylglycine is a potent agonist of group I metabotropic glutamate receptors mGluR1 and mGluR5. (S)-3,5-Dihydroxylphenylglycine have been utilized for the treatment of neuronal injury and cognitive enhancement.

Uses

(S)-3,5-Dihydroxyphenylglycine hydrate has been used:

• as mGluR1/5?agonist for metabotropic glutamate receptor 1 (mGluR1/5) activation in synaptoneurosomal preparations
• in ACSF for DHPG stimulation
• to inject into basolateral amygdala to study its effect on memory expression

Definition

ChEBI: (S)-3,5-dihydroxyphenylglycine is a glycine derivative that is L-alpha-phenylglycine substituted at positions 3 and 5 on the phenyl ring by hydroxy groups. It is a member of resorcinols and a non-proteinogenic L-alpha-amino acid. It is functionally related to a L-alpha-phenylglycine. It is a tautomer of a (S)-3,5-dihydroxyphenylglycine zwitterion.

Biological Activity

Selective group I mGlu receptor agonist. Also available as part of the Group I mGlu Receptor Tocriset™ and Mixed mGlu Receptor Tocriset™ .

Biochem/physiol Actions

(S)-3,5-Dihydroxyphenylglycine hydrate is a group I metabotropic glutamate receptor agonist.

storage

-20°C (desiccate). Protect from light.

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