5-Amino-1MQ

Metabolic
Chemical Profile
Molecular Formula
C12H13N3O
Molar Mass
215.25 g/mol
CAS Number
42464-85-1
Purity Standard
99%+ (HPLC Verified)
Amino Acid Sequence
Small molecule quinolinium compound (not a peptide): 5-amino-1-methylquinolin-1-ium

Overview

5-Amino-1MQ is a small molecule inhibitor of nicotinamide N-methyltransferase (NNMT), an enzyme that has emerged as a key regulator of energy metabolism and adipose tissue function. While not a peptide, it is included in metabolic research compound catalogs due to its relevance to peptide-targeted metabolic pathways.

NNMT catalyzes the methylation of nicotinamide to 1-methylnicotinamide, consuming methyl donors and reducing the availability of nicotinamide for NAD+ biosynthesis. NNMT expression is elevated in adipose tissue of obese individuals and correlates with insulin resistance and metabolic dysfunction.

Research has shown that NNMT inhibition with 5-Amino-1MQ increases intracellular NAD+ levels, enhances cellular energy expenditure, and promotes white adipose tissue browning. Animal studies demonstrate reduced adiposity and improved metabolic parameters in diet-induced obesity models.

The compound represents a novel approach to metabolic regulation through modulation of NAD+ homeostasis rather than direct receptor agonism. Its effects on adipocyte metabolism and energy expenditure complement other metabolic research compounds and provide insight into the role of NAD+ metabolism in obesity and metabolic disease.

Synthesis Overview

5-Amino-1MQ is synthesized through multi-step organic chemistry starting from quinoline precursors. Key steps include nitration, reduction of the nitro group to amine, and N-methylation to form the quaternary ammonium (quinolinium) salt. The positive charge of the quaternary nitrogen is essential for NNMT inhibitory activity. Purification typically involves recrystallization or chromatography, with identity confirmed by NMR spectroscopy and mass spectrometry. The compound is stable as a crystalline salt.

Research Applications

  • NNMT (nicotinamide N-methyltransferase) inhibition research
  • NAD+ salvage pathway and cellular energy metabolism studies
  • Adipocyte differentiation and white fat browning investigation
  • Diet-induced obesity intervention research
  • Methyl donor metabolism and one-carbon pathway studies
  • Metabolic syndrome and insulin resistance research

Related Compounds