T5705

Terrein

from Aspergillus terreus, ≥98% (HPLC)

• Synonyme(s) : (+)Terrein, Terrain
• Formule empirique (notation de Hill): C₈H₁₀O₃
• Numéro CAS: 582-46-7
• Poids moléculaire : 154.16
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: Aspergillus terreus
• Niveau de qualité: 200
• Pureté: ≥98% (HPLC)
• Conditions de stockage: protect from light
• Solubilité: H₂O: soluble 1-1.10 mg/mL, clear, colorless; DMSO: soluble
• Température de stockage: −20°C
• InChI: 1S/C8H10O3/c1-2-3-5-4-6(9)8(11)7(5)10/h2-4,7-8,10-11H,1H3/b3-2+
• Clé InChI: MHOOPNKRBMHHEC-NSCUHMNNSA-N

Description

Actions biochimiques/physiologiques

Terrein is a bioactive fungal metabolite that has plant growth inhibition and antibacterial activities. Terrein reduces melanin levels in a dose-dependent manner as well as tyrosinase protein production. In mammals, there are three melanocyte-specific enzymes: tyrosinase, tyrosinase-related protein-1 (TRP-1), and TRP-2 that are involved in tyrosine conversion into melanin (melanogenesis). Terrein inhibits melanin synthesis by reducing tyrosinase production via extracellular signal-regulated protein kinase (ERK) activation. ERK activation is followed by microphthalmia-associated transcription factor (MITF) down regulation, which is required for tyrosinase expression.

Notes préparatoires

Terrein is soluble in water at 1-1.10 mg/ml and yields a clear, colorless solution. It is also soluble in DMSO. Hence, the product may be reconstituted in water or DMSO.

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