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.

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