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(S)-Trolox

  Cat. No.:  DC28128   Featured
Chemical Structure
53174-06-4
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Field of application
(S)-Trolox is a analogue of vitamin E, in which the phytyl chain is replaced with a carboxyl group. (S)-Trolox is frequently used as a model compound for studies of structural features, as well as a standard for evaluation of antioxidant activity. (S)-Trolox has potent and specific neuroprotective and antioxidant effects.
Chemicals PropertiesBiological activity COA & MSDSRelated productsDatasheet
Cas No.: 53174-06-4
Chemical Name: (s)-(-)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
Synonyms: (s)-(-)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid;(2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid;(2S)-6-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid;(-)-(S)-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-carboxylic acid;(S)-(-)-3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid;(S)-(-)-Trolox;(S)-(-)-Trolox C;(S)-(?)-6-Hydroxy-2,5,7,8-tetraMethylchroMan-2-carboxylic acid;(S)-Trolox(TM);UNII-O763YB84E3
SMILES: OC(C1(CCC2=C(C(=C(C(C)=C2O1)C)O)C)C)=O
Formula: C14H18O4
M.Wt: 250.290324687958
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
Description: (S)-Trolox is a water-soluble analogue of vitamin E, in which the phytyl chain is replaced with a carboxyl group. (S)-Trolox is frequently used as a model compound for studies of structural features, as well as a standard for evaluation of antioxidant activity. (S)-Trolox has potent and specific neuroprotective and antioxidant effects[1][2].
In Vitro: The neuroprotective efficacy of antioxidant molecules against iodoacetate (IAA) neurotoxicity in rat cerebellar granule cell (CGC) cultures is investigated. In the absence of MK-801, (S)-Trolox displays marginal neuroprotective effects. In the presence of MK-801 (10 μM), the neuroprotective efficacy of (S)-Trolox is greatly enhanced, giving rise to a recovery in MTT-reductase activity equivalent to 80–100% of control cultures. (S)-Trolox displays EC50 value of 78 μM. The fluorescence increase in IAA-stimulated DCFH-DA-loaded cultures is inhibited in a dose-dependent manner by the antioxidants (S)-Trolox with an IC50 value of 97 μM. The antioxidant (S)-Trolox demonstrate apotent and specific neuroprotective action in an in vitro model of neurodegeneration induced by inhibition of the glycolytic enzyme GAPDH[1].
References: [1]. Malcolm CS, et al. Characterization of iodoacetate-mediated neurotoxicity in vitro using primary cultures of rat cerebellar granule cells. Free Radic Biol Med. 2000 Jan 1;28(1):102-7. [2]. Górecki M, et al. Chromane helicity rule--scope and challenges based on an ECD study of various trolox derivatives. Org Biomol Chem. 2014 Apr 14;12(14):2235-54
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