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165304

Sigma-Aldrich

D-(–)-2-Amino-5-phosphonopentanoic Acid

≥97% (HPLC), solid, NMDA receptor antagonist, Calbiochem®

Synonym(s):

D-(–)-2-Amino-5-phosphonopentanoic Acid, D-AP5, NMDA Antagonist II, APV, D-APV, 2-APV, D-2-amino-5-phosphonovalerate

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About This Item

Empirical Formula (Hill Notation):
C5H12NO5P
CAS Number:
79055-68-8
Molecular Weight:
197.13
MDL number:
MFCD00078839
UNSPSC Code:
12352106
NACRES:
NA.77

product name

D-(–)-2-Amino-5-phosphonopentanoic Acid, Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used as a competitive NMDA receptor antagonist.

Quality Level

100

Assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white

solubility

dilute aqueous base: 1 mg/mL
water: 1 mg/mL

shipped in

ambient

storage temp.

2-8°C

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)/p-2/t4-/m1/s1

InChI key

VOROEQBFPPIACJ-SCSAIBSYSA-L

General description

Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used as a competitive NMDA receptor antagonist. Also inhibits the capsaicin-induced release of substance P from spinal cord.
Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used competitive NMDA receptor antagonist.

Biochem/physiol Actions

Cell permeable: no
Primary Target
NMDA receptor antagonist
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Malcangio, M., et al. 1998. Br. J. Pharmacol. 125, 1625.
Schulte, M.K., et al. 1994. Brain Res. 649, 203.
Davis, S., et al. 1992. J. Neurosci. 12, 21.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

165304-5MG:
165304-MG:

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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