Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

D3689

Sigma-Aldrich

(S)-3,5-Dihydroxyphenylglycine hydrate

≥98% (HPLC), powder

Synonym(s):

S-DHPG

Sign Into View Organizational & Contract Pricing

Select a Size

5 MG
$253.65
10 MG
$533.00

$253.65

List Price$267.00
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
5 MG
$253.65
10 MG
$533.00

About This Item

Empirical Formula (Hill Notation):
C8H9NO4 · xH2O
CAS Number:
162870-29-3
Molecular Weight:
183.16 (anhydrous basis)
MDL number:
MFCD11044457
UNSPSC Code:
12352209
PubChem Substance ID:
24278366
NACRES:
NA.77

$253.65

List Price$267.00
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

Quality Level

100

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)

Related Categories

Application

(S)-3,5-Dihydroxyphenylglycine hydrate has been used:
  • as mGluR1/5 agonist for metabotropic glutamate receptor 1 (mGluR1/5) activation in synaptoneurosomal preparations[1]
  • in ACSF for DHPG stimulation[2]
  • to inject into basolateral amygdala to study its effect on memory expression[3]

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
GHS07

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000217656
125M4721V
044M4727V
102M4728V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

cOmplete™, Mini, EDTA-free Protease Inhibitor Cocktail Tablets provided in EASYpacks

Roche

04693159001

cOmplete™, Mini, EDTA-free Protease Inhibitor Cocktail

Qin-Wei Wu et al.
Frontiers in cell and developmental biology, 8, 569889-569889 (2021-02-09)
Spinocerebellar ataxias (SCAs) are a group of hereditary neurodegenerative diseases which are caused by diverse genetic mutations in a variety of different genes. We have identified RGS8, a regulator of G-protein signaling, as one of the genes which are dysregulated
Infantile amnesia reflects a developmental critical period for hippocampal learning
Travaglia A, et al.
Nature Neuroscience, 19(9), 1225-1225 (2016)
Overexpression of STIM1 in neurons in mouse brain improves contextual learning and impairs long-term depression
Majewski L, et al.
Biochimica et Biophysica Acta - Molecular Cell Research, 1864(6), 1071-1087 (2017)
Cell-Type-Specific Translation Profiling Reveals a Novel Strategy for Treating Fragile X Syndrome
Thomson SR, et al.
Neuron, 95(3), 550-563 (2017)
Enoch Ng et al.
Behavioural brain research, 381, 112420-112420 (2019-12-11)
Neuronal calcium sensor-1 or Frequenin is a calcium sensor widely expressed in the nervous system, with roles in neurotransmission, neurite outgrowth, synaptic plasticity, learning, and motivated behaviours. Neuronal calcium sensor-1 has been implicated in neuropsychiatric disorders including autism spectrum disorder
View All Related Papers

Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service