Skip to Content
Merck
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
All Photos(1)

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

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)

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’.

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

Infantile amnesia reflects a developmental critical period for hippocampal learning
Travaglia A, et al.
Nature Neuroscience, 19(9), 1225-1225 (2016)
Cell-Type-Specific Translation Profiling Reveals a Novel Strategy for Treating Fragile X Syndrome
Thomson SR, et al.
Neuron, 95(3), 550-563 (2017)
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)
Patrick K McCamphill et al.
Science translational medicine, 12(544) (2020-05-22)
Fragile X syndrome is caused by FMR1 gene silencing and loss of the encoded fragile X mental retardation protein (FMRP), which binds to mRNA and regulates translation. Studies in the Fmr1-/y mouse model of fragile X syndrome indicate that aberrant
Jing-Jing Zhou et al.
Neuropharmacology, 174, 108159-108159 (2020-05-27)
The hypothalamic paraventricular nucleus (PVN) plays a major role in generating increased sympathetic output in hypertension. Although group III metabotropic glutamate receptors (mGluRs) are expressed in the hypothalamus, little is known about their contribution to regulating PVN presympathetic neurons in
View All Related Papers

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