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A5282

Sigma-Aldrich

DL-2-Amino-5-phosphonopentanoic acid

solid

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Synonym(s):
5-Phosphono-DL-norvaline, DL-2-Amino-5-phosphonovaleric acid, AP-5, APV
Empirical Formula (Hill Notation):
C5H12NO5P
CAS Number:
Molecular Weight:
197.13
Beilstein/REAXYS Number:
2446389
MDL number:
PubChem Substance ID:
NACRES:
NA.32

form

solid

color

white

solubility

0.1 M NaOH: 4 mg/mL
H2O: 5.6 mg/mL
organic solvents: insoluble

SMILES string

NC(CCCP(O)(O)=O)C(O)=O

InChI

1S/C5H12NO5P/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

VOROEQBFPPIACJ-UHFFFAOYSA-N

Gene Information

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This Item
A6553A8054217700
vibrant-m

217700

DL-2-Aminocaprylic acid

solubility

0.1 M NaOH: 4 mg/mL, organic solvents: insoluble, H2O: 5.6 mg/mL

solubility

-

solubility

-

solubility

-

color

white

color

white to off-white

color

white

color

-

Gene Information

rat ... Grik1(29559), Grin2a(24409), Grin2b(24410)

Gene Information

rat ... Grik1(29559), Grin2a(24409), Grin2b(24410)

Gene Information

mouse ... Grin2a(14811)
rat ... Grik1(29559), Grin2a(24409), Grin2b(24410), Grin2c(24411), Grin2d(24412)

Gene Information

-

Application

DL-2-Amino-5-phosphonopentanoic acid has been used:
  • in the inactivation of N-methyl-D-aspartate (NMDA)-mediated synapses
  • used in growth medium for inhibition of electrical activity in the neuronal network
  • used to isolate N-methyl-D-aspartate receptors (NMDAR) or α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR)-mediated currents were isolated using this product
  • used in double distilled water to compare its NMDA antagonistic action with that of prion protein (PrPC)

Biochem/physiol Actions

Anticonvulsant; potent and selective NMDA receptor antagonist.

Caution

Hygroscopic

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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