SML2563

TFMB-(S)-2HG

≥98% (HPLC)

• Synonyme(s) : (2S)-Tetrahydro-5-oxo-2-furancarboxylic acid, [3-(trifluoromethyl)phenyl]methyl ester, (S)-2-HG-TFMB, (S)-2HG-TFMB, (S)-3-(Trifluoromethyl)benzyl 5-oxotetrahydrofuran-2-carboxylate, (S)-TFMB-2-HG, (S)-TFMB-2HG, (S)-TFMB-OTC, TFMB-(S)-2-HG, TFMB-L2HG, Trifluoromethylbenzyl-(S)-2-HG
• Formule empirique (notation de Hill): C₁₃H₁₁F₃O₄
• Numéro CAS: 1445703-64-9
• Poids moléculaire : 288.22
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Essai: ≥98% (HPLC)
• Forme: powder
• Couleur: white to beige
• Solubilité: DMSO: 2 mg/mL, clear
• Température de stockage: −20°C
• Chaîne SMILES: FC(F)(F)c1cc(ccc1)COC(=O)[C@H]2OC(=O)CC2
• Clé InChI: UXTLNUGKDZMPTC-JTQLQIEISA-N

Description

Actions biochimiques/physiologiques

Membrane-permeant ester precursor of (S)-2-hydroxyglutarate (L-2HG) with distinct cellular activity as the oncometabolite (R)-2HG (D-2HG).

TFMB-(S)-2HG is a membrane-permeant (S)-2-hydroxyglutarate (L-2HG) precursor used in conjunction with the oncometabolite (R)-2-hydroxyglutarate (D-2HG) precursor for probing 2-HG enantiomer-specific cellular responses (typical conc used in culture: 0.5-20 mM). While both 2HG enantiomers inhibit multiple α-ketoglutarate (α-KG; 2-OG)-dependent dioxygenases by competing against α-KG binding, (S)-2HG is reported to be more potent against TET1/2, CeKDM7A & KDM5B (JARID1B/PLU-1). On the other hand, (R)-2HG, but not (S)-2HG, is shown to downregulate HIF-1a by promoting EglN1 (HIF prolyl hydroxylase 2; HIF-PH2; PHD2) activity.

Informations sur la sécurité

• Code de la classe de stockage: 13 - Non Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable