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397100

Sigma-Aldrich

HNMPA-(AM)3

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases.

Synonym(s):

HNMPA-(AM)3, Hydroxy-2-naphthalenylmethylphosphonic Acid Trisacetoxymethyl Ester, Pro-drug II

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About This Item

Empirical Formula (Hill Notation):
C20H23O10P
CAS Number:
Molecular Weight:
454.36
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (TLC)

form

oil

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

colorless

solubility

DMSO: 20 mg/mL
ethanol: 20 mg/mL

shipped in

ambient

storage temp.

−20°C

General description

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases. Inhibits insulin receptor tyrosine kinase (IC50 = 100 µM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC50 = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC50 = 200 µM).
A cell-permeable analog of HNMPA. Inhibits insulin receptor tyrosine kinase (IC50 = 100 mM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC50 = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC50 = 200 µM). It has no effect on PKA (at concentrations up to 1 mM) or PKC (at concentrations up to 420 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
tyrosine kinase
Product does not compete with ATP.
Reversible: no
Target IC50: 100 µM and 10 µM against insulin receptor tyrosine kinase and insulin-stimulated glucose oxidation in isolated rat adipocytes, respectively

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Baltensperger, K., et al. 1992. Proc. Natl. Acad. Sci. USA89, 7885.
Saperstein, R., et al. 1989. Biochemistry28, 5694.

Legal Information

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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