C104
(±)-CPP
solid
Synonym(s):
(±)-3-(2-Carboxypiperazin-4-yl)propyl-1-phosphonic acid
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About This Item
Empirical Formula (Hill Notation):
C8H17N2O5P
CAS Number:
Molecular Weight:
252.20
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
form
solid
Quality Level
color
white
solubility
H2O: 99.2 mg/mL, ethanol: insoluble
SMILES string
OC(=O)C1CN(CCCP(O)(O)=O)CCN1
InChI
1S/C8H17N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h7,9H,1-6H2,(H,11,12)(H2,13,14,15)
InChI key
CUVGUPIVTLGRGI-UHFFFAOYSA-N
Gene Information
human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)
rat ... Grin2a(24409)
Application
(±)-CPP has been used as an uncompetitive NMDA receptor antagonist:
- to study its effects on blood glucose in mice
- in electrophysiological recording in mouse brain slices
- in electrophysiological recording in rat hippocampal pyramidal neurons
Biochem/physiol Actions
3-(2-carboxypiperazin-4yl) propyl-1-phosphonic acid (CPP) is a potent, competitive, and selective N-methyl-D-aspartate (NMDA) receptor antagonist. It is an analog of 2-amino-7-phosphonoheptanoic acid. CPP shows anticonvulusant and antinociceptive activity.
Disclaimer
Hygroscopic
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Neil Schwartz et al.
Neuron, 70(3), 455-467 (2011-05-11)
In the developing Xenopus tadpole, conditioning with 20 min of visual stimulation leads to increased proBDNF protein levels in the tectum measured 4 hr later. Following conditioning, the ability to induce direction selectivity in tectal neurons, as well as both
Wayne W Tschetter et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(12), 5362-5366 (2013-03-22)
We previously reported in adult mice that visuomotor experience during monocular deprivation (MD) augmented enhancement of visual-cortex-dependent behavior through the non-deprived eye (NDE) during deprivation, and enabled enhanced function to persist after MD. We investigated the physiological substrates of this
Mohammadali Foroozandeh et al.
Magnetic resonance in chemistry : MRC, 53(11), 894-900 (2015-08-21)
Resolution enhancement is a long-sought goal in NMR spectroscopy. In conventional multidimensional NMR experiments, such as the (1) H-(13) C HSQC, the resolution in the indirect dimensions is typically 100 times lower as in 1D spectra because it is limited