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D3689

Sigma-Aldrich

(S)-3,5-Dihydroxyphenylglycine hydrate

≥98% (HPLC), powder

Synonym(s):

S-DHPG

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About This Item

Empirical Formula (Hill Notation):
C8H9NO4 · xH2O
CAS Number:
Molecular Weight:
183.16 (anhydrous basis)
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white

storage temp.

−20°C

SMILES string

O.N[C@H](C(O)=O)c1cc(O)cc(O)c1

InChI

1S/C8H9NO4.H2O/c9-7(8(12)13)4-1-5(10)3-6(11)2-4;/h1-3,7,10-11H,9H2,(H,12,13);1H2/t7-;/m0./s1

InChI key

QZEFIWWBQUKNFA-FJXQXJEOSA-N

Gene Information

human ... GRM1(2911)

Application

(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

Biochem/physiol Actions

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

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

air sensitive

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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