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SML0258

Sigma-Aldrich

CPPG

≥98% (HPLC)

Synonym(s):

(R,S)-α-Cyclopropyl-4-phosphonophenylglycine

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About This Item

Empirical Formula (Hill Notation):
C11H14NO5P
CAS Number:
183364-82-1
Molecular Weight:
271.21
MDL number:
MFCD00673967
UNSPSC Code:
12352200
PubChem Substance ID:
329825266
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: >5 mg/mL

storage temp.

room temp

SMILES string

NC(C1CC1)(C(O)=O)c2ccc(cc2)P(O)(O)=O

InChI

1S/C11H14NO5P/c12-11(10(13)14,7-1-2-7)8-3-5-9(6-4-8)18(15,16)17/h3-7H,1-2,12H2,(H,13,14)(H2,15,16,17)

InChI key

IGODGTDUQSMDQU-UHFFFAOYSA-N

Biochem/physiol Actions

(R,S)-α-Cyclopropyl-4-phosphonophenylglycine (CPPG) can be used in combination with scopolamine to treat the depressive disorder.
CPPG is a potent group II/III metabotropic glutamate receptor antagonist, with approximately 20-fold selectivity for mGlu group III over group II (IC50 values of 2.2 and 46.2 nM respectively).

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Gelareh Abulwerdi et al.
Neurochemistry international, 138, 104770-104770 (2020-05-27)
Chronic dysregulated microglial activation may lead to persistent inflammation and progressive neurodegeneration. A previous study reported that ADX88178, a putative metabotropic glutamate receptor 4 (mGluR4) positive allosteric modulator (PAM), exerts anti-inflammatory effects in microglia by activating mGluR4. We employed in
Xing Yang et al.
Frontiers in bioengineering and biotechnology, 8, 903-903 (2020-10-30)
A simple and facile one-step method was developed to construct a small molecular prodrug amphiphile self-assembled organic dots CPPG with aggregation-induced emission (AIE) characteristics. Diphenylalanine peptide (FF), which is the essential moiety of the self-assembling peptide-drug conjugate and as its
Helena Domin et al.
Neuropharmacology, 102, 276-294 (2015-12-10)
In the present study, we investigated the effect of ACPT-I [(1S, 3R,4S)-1-aminocyclopentane-1,2,4-tricarboxylic acid], a blood-brain-barrier permeable agonist of group III mGlu receptor, against oxygen-glucose deprivation (OGD)-evoked neuronal cell death in primary neuronal cell cultures and in the model of transient
Chantalle Briggs et al.
Neuropharmacology, 154, 50-60 (2018-12-27)
Sleep/wake states are controlled by sleep- and wake-promoting systems, and transitions between states are thought to be regulated by their reciprocal inhibition and homeostatic sleep need. Orexin neurons are known to promote wake maintenance and stabilize the sleep/wake switch. Thus
Emmanuel Dornier et al.
Nature communications, 8(1), 2255-2255 (2017-12-23)
The role of glutaminolysis in providing metabolites to support tumour growth is well-established, but the involvement of glutamine metabolism in invasive processes is yet to be elucidated. Here we show that normal mammary epithelial cells consume glutamine, but do not
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