D-2-Aminoadipic acid (CAS 7620-28-2) is a specialized amino acid derivative with significant roles in biochemical research and metabolic studies. This compound, also known as D-Homoglutamic acid or (R)-2-Aminohexanedioic acid, is an important intermediate in lysine catabolism and serves as a valuable tool in various scientific investigations. Researchers worldwide utilize this compound for its unique properties as a glutamine synthetase inhibitor and its involvement in metabolic disorder research.
What is D-2-Aminoadipic Acid?
D-2-Aminoadipic acid is a non-proteinogenic amino acid with the chemical formula C6H11HAYIR4 and molecular weight of 161.16 g/mol. It is the D-enantiomer of 2-aminoadipic acid, featuring a chiral center at the second carbon position. This compound is structurally characterized by a six-carbon chain with an amino group and two carboxylic acid groups.
The compound appears as a white to light yellow powder or crystal form. D-2-Aminoadipic acid is classified as a glutamine synthetase inhibitor, making it particularly valuable in neurobiological research and studies examining glial cell behavior. Its unique stereochemistry (R-configuration) contributes to its specific biological activities that differ from the L-enantiomer.
As an intermediate in the lysine degradation pathway, D-2-Aminoadipic acid plays a crucial role in understanding metabolic processes related to amino acid metabolism and energy production. The compound has garnered attention in metabolic disorder research, particularly in studies examining diabetes and insulin resistance.
What Are the Benefits?
D-2-Aminoadipic acid offers several valuable benefits for research and industrial applications:
Glutamine Synthetase Inhibition
One of the primary benefits of D-2-Aminoadipic acid is its role as a glutamine synthetase inhibitor. This property makes it an essential tool in:
- Neurobiology research: Studying glutamine synthetase activity in brain tissues
- Glial cell studies: Investigating astrocyte function and glial toxicity mechanisms
- Enzyme mechanism studies: Understanding nitrogen metabolism pathways
Metabolic Disorder Research
D-2-Aminoadipic acid serves as an important biomarker in metabolic research:
- Diabetes research: Studies have shown that 2-aminoadipic acid levels correlate with diabetes risk
- Insulin sensitivity: Research indicates its role in modulating insulin secretion
- Obesity studies: Used in investigating metabolic syndrome markers
Lysine Metabolism Studies
As an intermediate in lysine catabolism, D-2-Aminoadipic acid helps researchers:
- Understand amino acid degradation pathways
- Study mitochondrial transport mechanisms
- Investigate metabolic flux in various physiological conditions
Proteomics and Biochemical Research
The compound is valuable in proteomics applications:
- Protein synthesis studies
- Enzyme kinetics investigations
- Chromatographic standards and markers
What Are the Uses?
D-2-Aminoadipic acid finds applications in various research and industrial domains:
Academic Research
In research institutions worldwide, D-2-Aminoadipic acid is used for:
- Neuroscience: Studies on glial cell toxicity and astrocyte activation
- Metabolic research: Investigation of lysine catabolism and related disorders
- Endocrinology: Diabetes and insulin resistance biomarker studies
- Biochemistry: Enzyme mechanism and pathway elucidation
Pharmaceutical Research
The compound contributes to pharmaceutical development:
- Drug target identification
- Metabolic pathway analysis
- Biomarker discovery research
- Therapeutic agent development studies
Diagnostic Applications
D-2-Aminoadipic acid serves diagnostic purposes:
- Metabolic disorder biomarkers
- Clinical chemistry standards
- Laboratory quality control
Safety and Side Effects
When handling D-2-Aminoadipic acid in research settings, appropriate safety precautions should be observed:
General Safety Considerations
- Use appropriate personal protective equipment (PPE) including gloves and lab coat
- Handle in a well-ventilated area or fume hood
- Avoid inhalation of dust or aerosolized particles
- Do not ingest or allow contact with eyes
Research-Grade Handling
- Store at recommended temperatures (typically -20°C for long-term storage)
- Keep container tightly sealed when not in use
- Follow institutional safety protocols for chemical handling
- Consult Safety Data Sheet (SDS) before working with the compound
Toxicity Information
Research indicates that D-2-Aminoadipic acid exhibits specific biological activities:
- Gliotoxic properties at certain concentrations
- Astrocyte activation inhibition
- Effects on glutamine synthetase activity
Note: This compound is intended for research and laboratory use only. Not for human or animal consumption.
Chemical Specifications
| Parameter | Şartname |
| CAS Numarası | 7620-28-2 |
| Chemical Formula | C6H11HAYIR4 |
| Moleküler Ağırlık | 161.16 g/mol |
| Görünüş | White to light yellow powder or crystal |
| Eşanlamlılar | D-Homoglutamic acid, (R)-2-Aminohexanedioic acid |
| Saflık | Typically ≥95% (varies by supplier) |
| Optik Rotasyon | -20.0 to -27.0° (C=1, 6mol/L HCl) |
| Kategori | Gıda Katkı Maddeleri |
| Chemical Class | Amino acid derivative |
Frequently Asked Questions
What is D-2-Aminoadipic acid used for?
D-2-Aminoadipic acid is primarily used as a glutamine synthetase inhibitor in neuroscience and metabolic research. It serves as a valuable tool in studying lysine catabolism, glial cell toxicity, diabetes biomarkers, and various biochemical pathways.
Is D-2-Aminoadipic acid the same as 2-aminoadipic acid?
D-2-Aminoadipic acid is the D-enantiomer (optical isomer) of 2-aminoadipic acid. The L-enantiomer has different biological activities. Both forms occur naturally and have distinct roles in metabolism.
Where can I buy D-2-Aminoadipic acid?
D-2-Aminoadipic acid (CAS 7620-28-2) is available from various chemical suppliers including Sigma-Aldrich, TCI Chemicals, Santa Cruz Biotechnology, Glentham Life Sciences, and Simson Pharma. Purity levels typically range from 95% to 98%.
What is the relationship between 2-aminoadipic acid and diabetes?
Research has shown that 2-aminoadipic acid levels are elevated in individuals at risk for type 2 diabetes. Studies indicate a 4.5-fold increased risk of developing type 2 diabetes associated with higher fasting concentrations of this metabolite.
How should D-2-Aminoadipic acid be stored?
For optimal stability, store D-2-Aminoadipic acid at -20°C or below in a tightly sealed container. Allow the compound to reach room temperature before opening to prevent moisture condensation.
Is D-2-Aminoadipic acid safe to handle?
When handled for research purposes with appropriate PPE and safety protocols, D-2-Aminoadipic acid can be handled safely. Always consult the Safety Data Sheet (SDS) and follow institutional safety guidelines.
Why Choose Our D-2-Aminoadipic Acid?
When sourcing D-2-Aminoadipic acid (CAS 7620-28-2) for your research or formulation needs, partner with a reliable supplier who offers:
- High-purity products: Stringent quality control to ensure consistent research results
- Technical documentation: Comprehensive Certificates of Analysis (CoA) and Safety Data Sheets (SDS)
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Contact us today to learn more about our D-2-Aminoadipic acid products and how we can support your research requirements.
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