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A6553

Sigma-Aldrich

DL-2-Amino-5-phosphonovaleric acid lithium salt

~95%

Synonym(s):

DL-2-Amino-5-phosphonopentanoic acid, AP-5

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About This Item

Linear Formula:
C5H11NO5PLi
CAS Number:
Molecular Weight:
203.06
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.26

Assay

~95%

Quality Level

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

SMILES string

[Li].NC(CCCP(O)(O)=O)C(O)=O

InChI

1S/C5H12NO5P.Li.H/c6-4(5(7)8)2-1-3-12(9,10)11;;/h4H,1-3,6H2,(H,7,8)(H2,9,10,11);;

InChI key

QIVHTKSFMZBERS-UHFFFAOYSA-N

Gene Information

Biochem/physiol Actions

DL-2-Amino-5-phosphonovaleric acid is a selective N-methyl-d-aspartate (NMDA) receptor antagonist used frequently in studies of neurological processes
Anticonvulsant; potent and selective antagonist for NMDA receptors.

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’.

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Jessica M André et al.
Neuropharmacology, 60(4), 617-625 (2010-12-21)
NMDA glutamate receptors (NMDARs) and nicotinic acetylcholine receptors (nAChRs) are both involved in learning and synaptic plasticity. Increasing evidence suggests processes mediated by these receptors may interact to modulate learning; however, little is known about the neural substrates involved in
A Osorio-Espinoza et al.
Neuroscience, 176, 20-31 (2011-01-05)
The globus pallidus, a neuronal nucleus involved in the control of motor behavior, expresses high levels of histamine H(3) receptors (H(3)Rs) most likely located on the synaptic afferents to the nucleus. In this work we studied the effect of the
Guan Cao et al.
Journal of neurophysiology, 107(3), 902-912 (2011-11-25)
Long-term potentiation (LTP) is a form of synaptic plasticity thought to underlie memory; thus knowing its developmental profile is fundamental to understanding function. Like memory, LTP has multiple phases with distinct timing and mechanisms. The late phase of LTP (L-LTP)
Thomas K Fung et al.
Synapse (New York, N.Y.), 65(7), 677-686 (2010-12-31)
Synaptic plasticity may depend not only on the afferent fibers but also on the recipient structure. The medial perforant path (MPP) from the entorhinalcortex projects to both the dentate gyrus (DG) and CA3, resulting in excitatory postsynaptic potentials (EPSPs) in
Brandon S Martin et al.
Journal of neurophysiology, 112(4), 890-902 (2014-05-23)
Fragile X syndrome (FXS) is the leading cause of inherited intellectual disability. Comorbidities of FXS such as autism are increasingly linked to imbalances in excitation and inhibition (E/I) as well as dysfunction in GABAergic transmission in a number of brain

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