Terrein
Terrein
$210.00 - 1 mg
$735.00 - 5 mg
All prices in Australian dollars
- Code
- BIA-T1408
- Synonyms
- (+) Terrein, NSC 291308
- CAS #
- 582-46-7
- Molecular Formula
- C8H10O3
- Molecular Weight
- 154.2
- Purity
- >95% by HPLC
- Long Term Storage
- -20°C
- Solubility
- Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
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Application Notes
Terrein is a polar, substituted dihydrocyclopentenone first reported by Raistrick and colleagues in the 1930s and subsequently found in a number of Aspergillus and Penicillium species. For many years the biological profile and mode of action of terrein was unstudied; however, recent research showed that terrein reduces melanin synthesis by reducing tyrosinase production via ERK activation, followed by MITF down-regulation. Terrein also reduces human keratinocyte proliferation by inhibiting ERK and by decreasing the expression of cyclin B1 and Cdc2 complex.
References
- Studies in the biochemistry of micro-organisms: The metabolic products of Aspergillus terreus Thom. A new mould metabolic product, terrein. Raistrick H. & Smith G. Biochem. J. 1935, 29, 606.
- Terrein: a new melanogenesis inhibitor and its mechanism. Park S.H. et al., Cell. Mol. Life Sci. 2004, 61, 2878.
- Terrein inhibits keratinocyte proliferation via ERK inactivation and G2/M cell cycle arrest. Kim D.S. et al., Exp. Dermatol. 2008, 17, 312.