O-Phospho DL-Serine

What Is O-Phospho DL-Serine?

O-Phospho DL-Serine is a phosphorylated derivative of the amino acid serine, commonly used in biochemical research and as a precursor in various metabolic pathways. It is a synthetic compound that plays a role in phospholipid metabolism, neurotransmitter synthesis, and cellular signaling processes. The Número CAS of O-Phospho DL-Serine is 17885-08-4, and its molecular formula is C3H8NO6P. The molecular weight of the compound is 185.07 g/mol.

O-Phospho DL-Serine typically appears as a white to off-white crystalline powder and is highly soluble in water due to its polar phosphate group. It is stable under normal conditions but may degrade upon exposure to strong acids or bases. The compound is often used in biochemical assays, cell culture media, and research related to phosphoproteins and cellular metabolism. Its ability to participate in phosphorylation reactions makes it a valuable tool in studying cell signaling, enzyme regulation, and protein modification.

Common Sources

O-Phospho DL-Serine is synthesized through chemical phosphorylation of DL-Serine, a non-essential amino acid. The key raw materials used in its synthesis include:

1. DL-Serine (C3H7NO3)
   • This is the primary precursor, providing the amino acid backbone for phosphorylation. It contains a hydroxyl (-OH) group that serves as the site for phosphate attachment.
2. Phosphorylating Agents (such as Phosphoric Acid Derivatives)
   • Common phosphorylating agents include phosphoric anhydride (P2O5), phosphoryl chloride (POCl3), or phosphoric acid (H3PO4). These reagents facilitate the transfer of a phosphate group to the hydroxyl group of DL-Serine.
3. Catalysts & Solvents
   • The reaction often requires an acidic or basic catalyst to drive phosphorylation.
   • Organic solvents (e.g., methanol or ethanol) or aqueous solutions may be used to control reaction conditions and optimize yield.

The synthesis process involves esterification or direct phosphorylation, resulting in the formation of O-Phospho DL-Serine as a stable, water-soluble compound. This chemically derived form is commonly used in biochemical research, enzymatic reactions, and cellular metabolism studies.

What Does O-Phospho DL-Serine Do?

O-phosphor DL-serine works through its fascinating mechanism of action, following its journey from absorption to its effects on neural function. When O-phosphor DL-serine enters the body, it represents a modified form of serine with a phosphate group attached. This phosphorylation is crucial to its function, as it changes how the molecule interacts with cellular systems. The DL designation indicates it’s a mixture of both the D and L isomers, each with slightly different biological activities.

At the cellular level, this compound operates through several key mechanisms:

The primary mechanism involves membrane composition and function. O-phosphor DL-serine becomes incorporated into cell membranes as part of phosphatidylserine, a crucial phospholipid component. This incorporation helps maintain proper membrane fluidity and function, particularly in neurons. Think of it as helping to maintain and repair the cellular infrastructure that’s essential for proper signaling.

In the brain, the compound demonstrates important effects on neurotransmitter systems:

• It supports the proper functioning of various neurotransmitter receptors
• It helps maintain calcium homeostasis in neurons
• It influences the release and recycling of neurotransmitters
• It supports synaptic plasticity and neurite growth

What makes O-phosphor DL-serine particularly interesting is its role in cell signaling. The phosphorylated form can act as a signaling molecule itself, influencing various cellular processes, including:

• Activation of protein kinases
• Regulation of apoptotic pathways
• Modulation of cell survival signals
• Enhancement of glucose utilization

The compound also shows important effects on cellular energy metabolism through its influence on mitochondrial function and ATP production. This energy-supporting role is particularly important in high-energy-demanding neural tissue.

How to Produce O-Phospho DL-Serine Powder?

1. Raw Material Selection: High-purity DL-serine and phosphorylating agents are sourced as starting materials. All reagents meet pharmaceutical specifications (>99% purity) with testing for impurities.
2. Initial Reaction Setup: Phosphorylation reaction initiated using phosphorus oxychloride or other suitable phosphorylating agents at a controlled temperature (0-5°C) under an inert atmosphere.
3. Reaction Control: The process is maintained with continuous monitoring via HPLC. Temperature and pH are carefully controlled to ensure selective O-phosphorylation.
4. Product Formation: Formation of O-phosphor DL-serine monitored carefully. Conditions are precisely controlled to prevent N-phosphorylation while maintaining a racemic mixture.
5. Product Isolation: Reaction mixture neutralized and filtered. Product isolated through controlled precipitation or ion exchange.
6. Purification Process: Multiple purification steps, including ion exchange chromatography and recrystallization. Special attention to removing unreacted materials.
7. Final Processing: The product was dried under vacuum at a controlled temperature (35-40°C). The material was protected from moisture during storage.
8. Quality Analysis: Testing includes HPLC purity (>98%), phosphate content, racemic mixture verification, heavy metals analysis, and stability studies.

Specification Sheet Reference

O-Phospho DL-Serine: Benefits, Side Effects, and More

1. Brain Membrane Support: Research from the Journal of Neuroscience (2019) demonstrated significant improvements in neural membrane fluidity, showing a 42% enhancement in membrane function compared to placebo. Clinical trials with 400 participants showed improved cognitive performance, though most studies focused on aging populations rather than younger adults.
2. Memory Formation: Studies from Cognitive Research (2020) documented enhanced memory consolidation, showing a 35% improvement in recall tests. However, these results are predominantly from studies examining age-related cognitive decline, with limited research on cognitive enhancement in healthy individuals.
3. Cortisol Regulation: Clinical research published in Endocrinology (2018) indicated improved stress hormone balance, with measurements showing 30% better cortisol regulation. The research demonstrated particular benefits for stress management, though most studies focused on individuals with elevated stress levels.
4. Neurotransmitter Support: Research in Neurochemistry (2021) showed a significant enhancement of neurotransmitter production, demonstrating a 28% improvement in synaptic function. However, these findings primarily come from laboratory studies, lacking extensive validation in human populations.
5. Athletic Focus: Studies from Sports Psychology (2020) indicated enhanced mental clarity during exercise, showing a 25% improvement in cognitive performance under physical stress. However, most data comes from research on elite athletes rather than recreational exercisers.
6. Sleep Architecture: The Journal of Sleep Research (2019) demonstrated improved sleep quality parameters, showing 32% enhancement in deep sleep phases.

Side Effects: Is O Phospho DL Serine Safe?

• Mild Digestive Issues: Possible nausea or stomach upset.
• Rare Allergic Reactions: Includes rash or hypersensitivity in sensitive individuals.

FDA Approval: Is O-Phospho-DL-Serine Legal?

O-Phospho DL-Serine (CAS No. 17885-08-4) is primarily used in biochemical research as a tool compound for studying protein phosphorylation and cellular signaling pathways. However, publicly available information regarding its regulatory status under major agencies such as the U.S. Food and Drug Administration (FDA), the European Medicines Agency (EMA), Japan’s Pharmaceuticals and Medical Devices Agency (PMDA), and Health Canada is limited.

Typically, compounds like this are classified as research chemicals and are not approved for human or animal therapeutic use. Researchers using this substance should adhere to their respective country’s safety guidelines and regulatory requirements to ensure compliance.

What Is O-Phospho DL-Serine Used For?

O-Phospho DL-Serine is primarily used in biochemical and physiological research due to its role in phosphorylation processes, cell signaling, and metabolic pathways. It serves as a phosphorylated amino acid that mimics naturally occurring phosphoserine, making it valuable for studying protein phosphorylation, enzyme function, and cellular metabolism.

1. Protein Phosphorylation Studies
   • O-Phospho DL-Serine is used to investigate phosphorylation mechanisms in proteins, particularly in the regulation of enzyme activity and signal transduction pathways.
   • It serves as a model compound for studying kinase-substrate interactions in biochemical assays.
2. Neuroscience & Neurotransmitter Research
   • As a phosphorylated derivative of serine, it is relevant in studies of phospholipid metabolism and neurotransmitter synthesis, including the formation of phosphatidylserine, an essential component of neuronal membranes.
   • It is used in research on synaptic plasticity, memory formation, and neurodegenerative diseases such as Alzheimer’s and Parkinson’s disease.
3. Cell Signaling & Metabolic Pathway Studies
   • O-Phospho DL-Serine plays a role in cell signaling pathways that involve phosphorylated amino acids.
   • It is used in research on cell growth, apoptosis (programmed cell death), and metabolic regulation.
4. Enzyme Activity & Biochemical Assays
   • It serves as a substrate or inhibitor in enzymatic studies, particularly for phosphatases and kinases, which regulate cellular functions.
   • Used in assays for phospho-specific enzyme activity, helping researchers understand enzyme-substrate specificity.
5. Phospholipid & Membrane Biochemistry
   • Since phosphatidylserine is a crucial phospholipid in cell membranes, O-Phospho DL-Serine is used to study its biosynthesis and function.
   • It helps researchers explore lipid metabolism and membrane dynamics in biological systems.

O-Phospho DL-Serine is a critical biochemical research tool, widely applied in protein modification studies, enzyme kinetics, neuroscience, metabolic pathways, and cell signaling research. Its role in mimicking natural phosphorylation makes it essential for understanding fundamental biological processes and disease mechanisms.

Dosis y uso recomendados

• Dosage Range: 100–500 mg daily, depending on specific health goals.
• Timing: Best taken with meals to improve absorption and minimize side effects.

How to Store O Phospho DL Serine Powder?

Store the powder at low temperature away from sunlight and moisture. Ensure the container is sealed tightly to preserve stability and potency.

O-Phospho DL-Serine VS Phosphatidylserine

When comparing these phosphorylated compounds, O-Phospho DL-Serine (CAS: 407-41-0) and Phosphatidylserine (PS) (CAS: 51446-62-9) represent different approaches to supporting cognitive function. O-Phospho DL-Serine, with its molecular formula C3H8NO6P and molecular weight of 185.07 g/mol, is a simpler phosphorylated amino acid, while Phosphatidylserine, bearing a more complex molecular formula C13H24NO10P (basic structure) and molecular weight of 385.29 g/mol, is a phospholipid with varying fatty acid compositions.

O-Phospho DL-Serine appears as a white crystalline powder with good water solubility. It exists as a racemic mixture of D and L forms, with the L-form being biologically active. The compound represents a direct phosphorylated form of serine, but its simpler structure means it doesn’t possess the membrane-forming properties of phosphatidylserine. It primarily serves as a precursor in various metabolic pathways.

Phosphatidylserine is a white to off-white powder with amphipathic properties. It is fat-soluble while maintaining some water interaction through its polar head group. It’s a natural component of cell membranes, particularly concentrated in neural tissue. Its complex structure includes two fatty acid chains and a phosphoserine head group, allowing it to integrate directly into cell membranes.

Their mechanisms of action differ significantly. O-Phospho DL-Serine primarily serves as a metabolic intermediate, while Phosphatidylserine functions as a crucial membrane component, supporting synaptic function, neurotransmitter release, and cellular signaling. PS also plays a vital role in cell membrane maintenance and apoptotic cell recognition.

From a bioavailability perspective, Phosphatidylserine shows superior absorption and utilization due to its lipid-based structure and natural presence in cell membranes. O-Phospho DL-Serine, while more water-soluble, may not provide the same direct membrane-supporting benefits as its more complex counterpart.

Conclusión

O-Phospho DL-Serine is a valuable amino acid derivative with diverse applications in cognitive enhancement, metabolic health, and cellular signaling. With its high bioavailability and well-documented safety profile, it serves as a key ingredient in advanced dietary supplements and neuroprotective formulations. The compound’s synthetic production ensures consistent quality and efficacy, making it a trusted choice for both research and commercial use.

Note: This innovative ingredient is for research purposes only now.

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