For Research Use Only
5-Amino-1MQ is supplied exclusively for in vitro laboratory research. Not for human or veterinary use. No dosing, reconstitution, or administration guidance is provided.
5-Amino-1MQ 50mg — Selective NNMT Inhibitor for Cellular Metabolism and Epigenetic Research
5-Amino-1MQ 50mg is a research-grade preparation of 5-amino-1-methylquinolinium, a small-molecule, cell-permeable, selective inhibitor of nicotinamide N-methyltransferase (NNMT). NNMT catalyses the methylation of nicotinamide to 1-methylnicotinamide (1-MNA) using S-adenosylmethionine (SAM) as the methyl donor. In adipose tissue and the liver, where NNMT is highly expressed, this reaction consumes SAM and reduces the availability of the universal methyl donor for downstream methylation reactions including histone methylation and DNA methylation.
By inhibiting NNMT, 5-Amino-1MQ increases intracellular SAM availability and modulates downstream methylation dynamics — effects relevant to research into epigenetic regulation of metabolism, adipocyte biology, and NAD⁺ pathway biochemistry. Each vial supplied by AbsoluteBioLab contains 50mg of 5-Amino-1MQ supplied as the iodide salt, verified by HPLC to ≥99.0% purity with identity confirmed by LC-MS. Batch-specific analytical documentation is available through the AbsoluteBioLab CoA Portal.
Compound Identity
| Attribute | Value | Notes |
|---|---|---|
| Common Name | 5-Amino-1MQ | 5-amino-1-methylquinolinium |
| IUPAC Name | 5-amino-1-methylquinolin-1-ium | Quaternary ammonium cation |
| CAS Number | 2765-11-9 | 5-Amino-1-methylquinolinium iodide (iodide salt form) |
| Molecular Formula (cation) | C10H10N2+ | Free base cation; iodide salt formula: C10H10IN2 |
| Molecular Weight | 158.2 Da (cation); 285.1 Da (iodide salt) | Verify against batch CoA for the supplied form |
| Primary Biochemical Target | NNMT (Nicotinamide N-methyltransferase) | Competitive inhibitor; inhibition constant stated on batch CoA |
| Cell Permeability | Yes — freely cell-permeable | No carrier or transfection required in cell-based models |
| Physical Form | Crystalline powder | Off-white to pale yellow solid |
Salt form note: CAS 2765-11-9 refers to the iodide salt of 5-amino-1-methylquinolinium. Researchers should verify the exact supplied salt form and the applicable molecular weight against the batch-specific Certificate of Analysis before use in quantitative experiments.
Analytical Specification
| Test Parameter | Method | Specification |
|---|---|---|
| Purity (HPLC) | C18 column, UV 254 nm | ≥99.0% |
| Identity (LC-MS) | LC-MS/MS | Confirmed against theoretical MW (cation m/z 159.1) |
| Identity (NMR) | ¹H NMR (400 MHz) | Consistent with 5-amino-1-methylquinolinium structure |
| Residual Solvents | GC headspace analysis | ICH Q3C limits |
| Appearance | Visual inspection | Off-white to pale yellow crystalline powder |
Mechanism of Action — NNMT Inhibition and SAM-Dependent Methylation
5-Amino-1MQ inhibits NNMT by competing with nicotinamide for binding at the active site. NNMT catalyses the transfer of a methyl group from SAM to nicotinamide, producing 1-methylnicotinamide (1-MNA) and S-adenosylhomocysteine (SAH). This reaction consumes SAM — the universal methyl donor — and reduces the availability of methyl groups for downstream methylation reactions including histone methylation (H3K4, H3K27, H3K36), DNA methylation, and protein methylation.
In adipose tissue, where NNMT is highly expressed, SAM depletion via NNMT activity is associated with reduced histone methylation and altered gene expression patterns. By inhibiting NNMT, 5-Amino-1MQ increases intracellular SAM availability, which in cell-based models has been associated with increased H3K4me3 at the promoters of metabolic genes. These effects make 5-Amino-1MQ a useful tool compound for studying the relationship between NNMT activity, SAM availability, and epigenetic regulation of metabolic gene expression.
5-Amino-1MQ also indirectly modulates NAD⁺ availability by reducing the consumption of nicotinamide (a NAD⁺ precursor) by NNMT. This connects NNMT inhibition to the broader field of NAD⁺ metabolism research and sirtuin biology.
Research Applications
Adipogenesis and NNMT Biology Research
5-Amino-1MQ is primarily used as a tool compound in adipogenesis research to investigate the role of NNMT in adipocyte differentiation and metabolic programming. NNMT was identified as a key metabolic regulator in adipose tissue through a landmark 2014 study by Kraus et al. (Cell Metabolism), which demonstrated that NNMT knockdown in adipose tissue protected mice from diet-induced obesity and insulin resistance, whilst NNMT overexpression promoted obesity and metabolic dysfunction. These findings established NNMT as a druggable target for metabolic disease research and stimulated the development of selective NNMT inhibitors including 5-Amino-1MQ.
Epigenetic Regulation of Metabolism
The connection between NNMT activity, SAM availability, and histone methylation makes 5-Amino-1MQ a valuable tool for studying the epigenetic regulation of metabolic gene expression. In cell-based models, NNMT inhibition has been studied in the context of H3K4me3 dynamics at the promoters of thermogenic and lipogenic genes, providing a mechanistic link between NNMT biochemistry and epigenetic control of adipocyte phenotype.
NAD⁺ Metabolism and Sirtuin Research
By reducing NNMT-mediated consumption of nicotinamide, 5-Amino-1MQ indirectly modulates NAD⁺ precursor availability. This makes it a useful tool compound for research investigating the relationship between NNMT activity, NAD⁺ biosynthesis, and sirtuin-dependent metabolic regulation. Refer to the Metabolism Research Compound Comparison for context on NNMT inhibitors alongside other NAD⁺ metabolism research tools.
Storage and Transport
| Condition | Specification |
|---|---|
| Long-Term Storage | −20°C, protected from light and moisture |
| Stability Period | Stated on the batch-specific CoA |
| Transit | Ambient; cold-chain packaging included for applicable orders |
Batch Documentation and CoA
Every batch of 5-Amino-1MQ 50mg dispatched by AbsoluteBioLab is accompanied by a batch-specific Certificate of Analysis documenting HPLC purity, LC-MS identity, NMR confirmation, and residual solvent results. CoA documents are available via the Certificate of Analysis Portal. For further information on NNMT inhibitor research, refer to the Metabolism Research Compound Comparison and the Supplier Verification and Quality System pages.
Frequently Asked Questions
Is 5-Amino-1MQ a peptide?
No. 5-Amino-1MQ is a small-molecule quinolinium compound, not a peptide. It is a cell-permeable, selective inhibitor of the enzyme NNMT. It should not be described as a peptide in research documentation or publications.
What is the exact chemical form supplied?
5-Amino-1MQ is supplied as the iodide salt (CAS 2765-11-9: 5-amino-1-methylquinolinium iodide). The free base cation formula is C₁₀H₁₀N₂⁺ (MW 158.2 Da); the iodide salt formula is C₁₀H₁₀IN₂ (MW 285.1 Da). Researchers should verify the exact supplied form and applicable molecular weight against the batch-specific CoA before use in quantitative experiments.
How does 5-Amino-1MQ differ from other NNMT inhibitors?
5-Amino-1MQ is distinguished by its cell permeability and selectivity for NNMT over related methyltransferases. Earlier NNMT inhibitors lacked cell permeability or demonstrated off-target activity against related enzymes. The selectivity profile of 5-Amino-1MQ should be verified against the batch CoA and published literature for the specific experimental context.
Where can I access the Certificate of Analysis?
Batch-specific CoA documents are available via the AbsoluteBioLab CoA Portal. Each CoA documents the HPLC purity result, LC-MS identity confirmation, NMR data, and residual solvent analysis for the specific batch supplied.
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