Description
Product Description
N-[(6S)-6-Carboxy-6-(glycylamino)hexanoyl]-D-alanyl-D-alanine (CAS No. 306748-45-8) is a synthetic dipeptide-like compound designed for biochemical and molecular biology research. Its primary function is the interference with the PAICS protein, an enzyme involved in purine nucleotide biosynthesis.
About PAICS
PAICS (phosphoribosylaminoimidazole carboxylase / phosphoribosylaminoimidazole succinocarboxamide synthetase) is a key bifunctional enzyme in the de novo purine biosynthesis pathway.
It catalyzes crucial steps leading to IMP (inosine monophosphate), the precursor of AMP and GMP.
Dysregulation of PAICS activity can lead to accumulation of metabolic intermediates such as SAICAR (succinylaminoimidazole carboxamide ribose-5’-phosphate) and SAICAr (its riboside form).
Function of This Compound
This compound directly interferes with PAICS enzymatic activity, resulting in:
Reduced SAICAR accumulation: prevents excessive buildup of this intermediate, which is linked to altered cellular signaling and stress pathways.
Stabilization of purine pools: ensures a more balanced metabolic state in experimental models.
Utility in disease modeling: accumulation of SAICAR has been implicated in oncogenic signaling, metabolic syndromes, and neurodevelopmental disorders.
Research Relevance
Cancer metabolism: SAICAR accumulation activates PKM2 (pyruvate kinase M2), enhancing glycolytic flux in tumor cells. Inhibiting SAICAR buildup via PAICS interference may help dissect metabolic vulnerabilities in cancer.
Rare genetic diseases: Inborn errors of purine metabolism often involve accumulation of intermediates like SAICAr. This compound provides a research tool to study such disorders.
Drug discovery: Serves as a lead compound or biochemical probe for identifying novel PAICS-targeted therapeutics.
Metabolomics: Facilitates analysis of purine-related fluxes in cellular models.
By interfering with purine biosynthesis, N-[(6S)-6-Carboxy-6-(glycylamino)hexanoyl]-D-alanyl-D-alanine becomes a valuable tool in understanding how nucleotide metabolism impacts disease progression and cellular homeostasis.
Product Specifications
| Parameter | Details |
|---|---|
| Product Name | N-[(6S)-6-Carboxy-6-(glycylamino)hexanoyl]-D-alanyl-D-alanine |
| CAS Number | 306748-45-8 |
| Chemical Class | Synthetic dipeptide analogue |
| Molecular Target | PAICS protein (purine biosynthesis enzyme) |
| Function | Reduces SAICAR and SAICAr accumulation |
| Mechanism | Enzyme interference / pathway inhibition |
| Biological Pathway | De novo purine nucleotide biosynthesis |
| Applications | Cancer metabolism, metabolic disease models, biochemical pathway studies |
| Appearance | White to off-white crystalline powder |
| Purity | ≥98% (HPLC) |
| Solubility | Water, DMSO |
| Storage Conditions | -20°C, sealed, protect from light |
| Shelf Life | ≥12 months under recommended storage |
| QC Tests | HPLC, NMR, Mass spectrometry |
Mechanism of Action
The mechanism of action of N-[(6S)-6-Carboxy-6-(glycylamino)hexanoyl]-D-alanyl-D-alanine centers on its interaction with PAICS, thereby altering purine biosynthesis.
1. PAICS Enzyme Function
PAICS catalyzes two sequential steps in the purine synthesis pathway:
Conversion of CAIR (carboxyaminoimidazole ribonucleotide) to SAICAR.
Cyclization of SAICAR toward AICAR formation, leading eventually to IMP.
2. Compound Interference
This compound acts as a molecular mimic, disrupting PAICS catalytic function.
The result is suppressed formation of SAICAR, and consequently reduced SAICAr accumulation.
3. Downstream Consequences
Inhibition of PKM2 activation: SAICAR normally binds to PKM2, promoting glycolysis in proliferating tumor cells. Blocking SAICAR prevents this pro-cancerous effect.
Altered nucleotide balance: Lower SAICAR prevents toxic accumulation, leading to more controlled nucleotide synthesis.
Metabolic remodeling: Cells under experimental treatment exhibit changes in energy metabolism, growth rates, and biosynthetic balance.
4. Research Outcomes
Cancer Research: Understanding metabolic checkpoints in tumor growth.
Genetic Studies: Modeling rare metabolic disorders caused by abnormal SAICAr levels.
Therapeutic Design: Identifying opportunities for developing PAICS inhibitors.
![n-[(6s)-6-carboxy-6-(glycylamino)hexanoyl]-d-alanyl-d-alanine](data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHdpZHRoPSIzMDAiIGhlaWdodD0iMzAwIiB2aWV3Qm94PSIwIDAgMzAwIDMwMCI+PHJlY3Qgd2lkdGg9IjEwMCUiIGhlaWdodD0iMTAwJSIgc3R5bGU9ImZpbGw6I2NmZDRkYjtmaWxsLW9wYWNpdHk6IDAuMTsiLz48L3N2Zz4=)
Side Effects
This compound is for research use only, and not approved for therapeutic application. While no human clinical safety data exists, potential experimental side effects can be inferred:
Metabolic Stress in Cells: Inhibition of purine biosynthesis can cause reduced proliferation in rapidly dividing cells.
Cytotoxicity in Tumor Models: May induce apoptosis when nucleotide pools are imbalanced.
Cell Cycle Alterations: Experimental models may show G1/S arrest due to reduced nucleotide supply.
Neurotoxicity Potential: Since purine metabolism impacts neuronal development, improper dosing could affect neuronal models.
Laboratory Safety Notes
Handle under BSL-2 conditions.
Wear gloves, lab coat, and protective eyewear.
Dispose of waste according to institutional biosafety guidelines.
Disclaimer
This product is intended for laboratory research use only. Not for diagnostic, clinical, or therapeutic purposes.
Keywords
PAICS inhibitor, purine biosynthesis inhibitor, SAICAR accumulation, SAICAr reduction, cancer metabolism probe, metabolic disorder research, nucleotide metabolism, CAS 306748-45-8.Freeze-dried Peptide Powder-Manufacturer-Wholesaler
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