598510

DL-Thiorphan

A thiol containing amido-acid that selectively binds to the active site zinc of metalloproteinases and blocks their activity (IC₅₀ = 2.1 nM for neutral endopeptidase-NEP).

• Synonyme(s) : DL-Thiorphan, N-[(RS)-2-Benzyl-3-mercaptopropanoyl]-glycine
• Formule empirique (notation de Hill) : C₁₂H₁₅NO₃S
• Numéro CAS: 76721-89-6
• Poids moléculaire : 253.32
• Numéro MDL: MFCD00058435
• Code UNSPSC : 12352200

Propriétés

• Niveau de qualité: 100
• Essai: ≥95% (TLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; desiccated; protect from light
• Couleur: white
• Solubilité: DMSO: 10 mg/mL; ethanol: 10 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• InChI: 1S/C12H15NO3S/c14-11(15)7-13-12(16)10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,16)(H,14,15)
• Clé InChI: LJJKNPQAGWVLDQ-UHFFFAOYSA-N

Description

Description générale

A thiol containing amido-acid that selectively binds to the active site zinc of metalloproteinases and blocks their activity (IC₅₀ = 2.1 nM for neutral endopeptidase-NEP). Although it is shown to inhibit the activity for Aβ peptide degrading enzyme neprilysin in vitro, it has no effect on the secretion of Aβ peptide or amyloid β precursor protein (APP). Also reported to inhibit the activity of angiotensin-converting enzyme (ACE) at much higher concentrations (IC₅₀ = 140 nM); however, it does not affect the activity of endothelin-converting enzyme.

A thiol-containing amido-acid that selectively binds to the active site zinc of neprilysin (also known as neutral endopeptidase and NEP) and inhibits its activity (IC₅₀ = 2.1 nM). Inhibits the β-amyloid (Aβ) degrading activity of neprilysin in vivo, but does not affect the secretion of either Aβ peptide or amyloid precursor protein (APP). Also shown to inhibit other neprilysin-related family members, such as mouse NL1 (IC₅₀ = 47 nM) and the neprilysin homolog from Ascaris suum (IC₅₀ = 22 µM). Inhibits the activity of angiotensin-converting enzyme (ACE) (IC₅₀ = 140 nM), but has no effect on the activity of endothelin-converting enzyme (ECE).

Actions biochimiques/physiologiques

Cell permeable: no

Primary Target
NEP activity

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 2.1 nM for neutral endopeptidase-NEP

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 2 weeks at -20°C.

Autres remarques

Eckman, E.A., et al. 2001. J. Bio. Chem.276, 24540.
Iwata, N., et al. 2001. Science292, 1550.
Shirotani, K., et al. 2001. J. Biol. Chem.276, 21895.
Ghaddar, G., et al. 2000. Biochem. J.347, 419.
Iwata, N., et al. 2000. Nature Med.6, 143.
Takaki, Y., et al. 2000. J. Biochem.128, 897.
Fuller, S.J., et al. 1995. Biochemistry34, 8091.
Sajid, M., et al. 1995. Parasitology.111, 599.
Gomez-Monterrey, I., et al. 1994. J. Med. Chem.37, 1865.
Takahashi, M., et al. 1993. J. Biol. Chem.268, 21394.
Roderick, S.L., et al. 1989. Biochemistry28, 1493.

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable