D-Arginine (CAS 157-06-2) is the D-isomer of arginine, a conditionally non-essential amino acid. While L-arginine is the more commonly discussed form in nutritional supplements, D-arginine serves distinct biological functions and research applications. This compound is also known by its systematic name D(-)-Arginine and represents the mirror image of L-arginine at the alpha carbon position.
The molecular formula of D-Arginine is C₆H₁₄N₄O₂ with a molecular weight of 174.20 g/mol. It appears as a white crystalline powder and is soluble in water. As a D-amino acid, D-arginine is not incorporated into proteins during translation, but it plays important roles in various biochemical processes and pharmaceutical applications.
What Are the Benefits?
Nitric Oxide Synthesis
D-Arginine can react with hydrogen peroxide to produce nitric oxide through non-enzymatic synthesis. This property makes it valuable in research settings studying nitric oxide pathways, which are crucial for cardiovascular health, immune function, and cellular signaling.
Antimicrobial Properties
Research has demonstrated that D-arginine exhibits antimicrobial effects against certain bacteria by inhibiting peptide synthesis. Unlike L-arginine, the D-form cannot be metabolized by standard bacterial enzymatic pathways, giving it unique antimicrobial potential.
Pharmaceutical Applications
The derivative 1-deamino-8-D-arginine vasopressin (desmopressin), synthesized from D-arginine, is clinically significant for managing hemophilia and von Willebrand’s disease. This highlights the importance of D-arginine as a pharmaceutical intermediate.
Arginine Decarboxylase Inhibitor
D-Arginine functions as an EC 4.1.1.19 (arginine decarboxylase) inhibitor, making it useful in biochemical research to study arginine metabolism and enzyme pathways.
What Are the Uses?
Pharmaceutical Intermediate: D-Arginine serves as a crucial building block in synthesizing various pharmaceutical compounds, particularly vasopressin analogs and other peptide-based therapeutics.
Biochemical Research: Researchers utilize D-arginine to study amino acid metabolism, enzyme inhibition, and nitric oxide synthesis pathways. Its distinct stereochemistry allows for controlled experiments in biochemical studies.
Nutritional Supplement Research: While L-arginine dominates the supplement market, D-arginine is studied for its unique metabolic properties and potential applications where L-arginine cannot be used.
Chemische Synthese: In organic chemistry, D-arginine acts as a chiral building block for synthesizing peptides and other chiral compounds.
Sicherheit und Handhabung
General Safety: D-Arginine is generally regarded as safe when handled appropriately. However, standard laboratory safety precautions should be observed:
- Use personal protective equipment (PPE) including gloves and safety goggles
- Avoid inhalation of dust or particles
- Store in a cool, dry place away from incompatible materials
Storage Conditions: Store D-Arginine at room temperature (15-25°C) in a tightly sealed container protected from moisture and light. Proper storage ensures stability and maintains product quality.
Rechtlicher Status: D-Arginine is available for research and pharmaceutical applications. For specific regulatory questions, consult relevant authorities in your jurisdiction.
Frequently Asked Questions
What is the difference between D-Arginine and L-Arginine?
D-Arginine and L-Arginine are stereoisomers (mirror images) of each other. L-Arginine is the biologically active form used by the body for protein synthesis and nitric oxide production. D-Arginine has different biological activities and is primarily used in research and pharmaceutical applications.
Can D-Arginine be used in supplements?
Most commercial supplements contain L-Arginine. D-Arginine is primarily used in research and pharmaceutical manufacturing rather than direct consumer supplementation.
Is D-Arginine safe?
When handled following standard laboratory safety protocols, D-Arginine is considered safe for research and industrial applications.
What is the CAS number for D-Arginine?
D-Arginine has the CAS number 157-06-2, which uniquely identifies this specific chemical compound.
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Schlussfolgerung
D-Arginine (CAS 157-06-2) is a valuable compound with unique properties distinct from its L- counterpart. Its roles in nitric oxide research, antimicrobial applications, and as a pharmaceutical intermediate make it an important chemical for various industries. Understanding its specific uses and handling requirements is essential for maximizing its benefits in research and manufacturing settings.