Skip to Content
Merck
All Photos(1)

Documents

D3689

Sigma-Aldrich

(S)-3,5-Dihydroxyphenylglycine hydrate

≥98% (HPLC), powder

Synonym(s):

S-DHPG

Sign Into View Organizational & Contract Pricing


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

Signal Word

Warning

Hazard Statements

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

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)
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
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

Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

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