Trigonelline Sulfate

Trigonelline Sulfate

Nom du produit Trigonelline Sulfate
Numéro CAS 856959-29-0
Formule moléculaire C14H14N2O6S
Poids moléculaire 338.34 g/mol
Apparence Poudre cristalline blanche à blanc cassé
Essai (HPLC) ≥98,01 TP3T
Solubilité Soluble in water, slightly soluble in ethanol
Perte au séchage ≤2.0%
Métaux lourds ≤ 10 ppm
Colis 25 kg fiber drum with double polyethylene bags

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Trigonelline Sulfate Structure

Synonymes : 3-Carboxy-1-methylpyridinium sulfate, 1-Methylpyridinium-3-carboxylate sulfate, Trigonelline sulfate salt, Coffearin sulfate, N-Methylnicotinic acid sulfate

Trigonelline sulfate is the sulfate salt of trigonelline (N-methylnicotinic acid), a zwitterionic alkaloid derived from nicotinic acid. The sulfate counterion enhances water solubility and crystalline stability, making it a preferred form for pharmaceutical and nutraceutical applications. Its structure combines a pyridinium ring with a carboxylate group, facilitating interactions with biological targets such as sirtuins and NAD+-dependent enzymes.

Trigonelline occurs naturally in fenugreek (Trigonella foenum-graecum), coffee beans, and various legumes. The sulfate form is typically produced via methylation of nicotinic acid followed by sulfate salt formation, yielding a high-purity compound. It is available in research and bulk quantities, with standardization to ≥98% by HPLC.

Research indicates that trigonelline sulfate exhibits neuroprotective, anti-diabetic, and anti-inflammatory activities. It is used as a reference standard, in dietary supplements, and as an active ingredient in cosmetic formulations. Its ability to modulate cellular stress responses and metabolic pathways underscores its potential in age-related disease studies.

Structure chimique et propriétés

Trigonelline sulfate consists of two trigonelline cations (C7H7NO2+) and one sulfate anion (SO42-), forming a stable crystalline salt. The pyridinium nitrogen is methylated, imparting a permanent positive charge, while the carboxylate group remains deprotonated at physiological pH. This zwitterionic nature contributes to its high polarity and water solubility (>50 mg/mL). The sulfate salt form improves solid-state stability and reduces hygroscopicity compared to the free base.

Mécanisme d'action

  • Sirtuin activation: Trigonelline modulates SIRT1 and SIRT3, enhancing mitochondrial function and oxidative stress resistance.
  • NAD+ salvage pathway: As a precursor to NAD+, it supports cellular energy metabolism and DNA repair.
  • Effets anti-inflammatoires: Inhibits NF-κB signaling and reduces pro-inflammatory cytokine production.
  • Neuroprotection: Promotes neurite outgrowth and protects against amyloid-beta toxicity in neuronal models.
  • Glucose metabolism: Improves insulin sensitivity and glucose uptake in skeletal muscle cells.

Spécifications de qualité

Paramètre Spécifications
Apparence Poudre cristalline blanche à blanc cassé
Essai (HPLC) ≥98,01 TP3T
Identification IR, NMR conforms to structure
Perte au séchage ≤2.0%
Métaux lourds ≤ 10 ppm
Solubilité Soluble dans l'eau

Approvisionnement et documentation

  • Capacité: 500 kg per month
  • Délai de livraison: 3 à 5 jours ouvrés (articles en stock)
  • Documentation: Certificat d'analyse (COA), fiche de données de sécurité (FDS) et fiche technique (TDS) disponibles sur demande
  • Emballage: 25 kg fiber drum with double polyethylene bags, or as per customer requirements

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