L-Proline-2,5,5-d3 | CAS 65807-22-9

OVERVIEW  of  L-Proline-2,5,5-d3 | CAS 65807-22-9

 

L-Proline-2,5,5-d3 | CAS 65807-22-9 is a stable isotope-labeled amino acid, featuring three deuterium atoms incorporated into the pyrrolidine ring of L-proline. As a key proteinogenic amino acid, L-proline plays essential roles in peptide synthesis, structural protein stability (especially collagen), metabolic pathways, and cellular stress responses. The deuterated version maintains the same structural, stereochemical, and biochemical profile as native L-proline while offering a distinct +3 Da mass shift.

This isotopic modification makes L-Proline-d3 highly valuable for quantitative mass spectrometry, metabolic flux analysis, proteomics, nutritional studies, and tracer experiments. Because the deuterium atoms do not interfere with proline’s natural biochemical roles, it behaves identically during enzymatic reactions, chromatographic separation, and ionization. Researchers rely on this compound for high-precision quantification and bioanalytical method validation across clinical, biochemical, and life-science research applications.

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CHEMICAL INFORMATION

• Chemical Name: L-Proline-2,5,5-d3

• CAS Number: 65807-22-9

• Molecular Formula: C5H6D3NO2

• Isotopic Enrichment: ≥ 98% deuterium at labeled positions

• Chirality: L-isomer (biologically relevant form)

• Molecular Weight: 118.15  g/mol

The specific deuteration pattern at positions 2 and 5 ensures minimal isotopic exchange under normal conditions and provides a stable, reliable mass label for analytical workflows.

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STRUCTURAL & ANALYTICAL PROPERTIES

L-Proline-d3 retains the core physicochemical traits of natural L-proline, including:

• High solubility in water and polar solvents

• Identical stereochemistry, allowing it to participate in enzymatic reactions and protein synthesis

• Stable under typical sample preparation conditions

• Efficient ionization under positive ESI-MS

• Similar retention times to unlabeled proline in LC-MS

• Consistent fragmentation patterns, enabling predictable MS/MS transitions

The +3 Da mass difference provides clean spectral separation from native proline and related amino acids, ensuring reliable quantification even in complex biological matrices such as plasma, serum, urine, cell lysates, or tissue hydrolysates.

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APPLICATIONS  of  L-Proline-2,5,5-d3 | CAS 65807-22-9

 

Isotopic Internal Standard for LC-MS Quantification

L-Proline-2,5,5-d3 is widely used as a stable isotope-labeled internal standard in:

• Amino acid profiling

• Targeted metabolomics

• Protein hydrolysate analysis

• Clinical biomarker evaluation

• Nutritional and metabolic studies

Its structural similarity ensures matched extraction efficiency, ionization, and chromatographic behavior with natural L-proline.

Metabolic Flux Analysis (MFA)

As a key intermediate in:

• The proline cycle

• Collagen metabolism

• Pyrroline-5-carboxylate (P5C) pathways

the d3-labeled variant provides a reliable tracer for studying:

• Proline synthesis and degradation

• Redox cycling involving P5C

• Stress-induced proline metabolism

• Amino acid utilization in cell growth and survival

Proteomics & Protein Labeling Studies

L-Proline-d3 is utilized in proteomics workflows such as:

• Isotopic labeling of peptides

• Quantitative proteomics (QqQ or HRMS)

• Collagen turnover studies

• Tissue remodeling and fibrosis research

Because proline is abundant in extracellular matrix proteins, its labeled version is particularly useful in studying connective tissue dynamics.

Nutritional & Biomedical Research

The compound supports investigations into:

• Amino acid absorption and transport

• Dietary supplementation studies

• Gut microbiome interactions with amino acids

• Hormonal and metabolic regulation

Its non-radioactive, stable labeling makes it ideal for long-term or clinical research applications.

Method Development & Validation

L-Proline-d3 is routinely used in validated assays for:

• Accuracy

• Precision

• Matrix effect compensation

• Recovery studies

• System suitability tests

This ensures robust performance across laboratories and analytical platforms.

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ADVANTAGES OF USING L-PROLINE-2,5,5-D3

• Precise isotopic shift for reliable mass differentiation

• High isotopic and chemical purity

• Excellent stability in standard laboratory conditions

• Ideal internal standard for LC-MS/MS amino acid assays

• Facilitates metabolic pathway elucidation and flux analysis

• Fully compatible with clinical, pharmaceutical, and biochemical research workflows

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CONCLUSION

L-Proline-2,5,5-d3 (CAS 65807-22-9) is a high-value stable isotope-labeled amino acid tailored for advanced analytical and biochemical applications. Its three deuterium atoms provide a clear mass shift without altering its biological function, enabling accurate quantification, metabolic tracing, proteomic analysis, and method validation. With excellent stability, reproducibility, and structural fidelity to native L-proline, this isotopic standard is an essential tool for researchers in metabolomics, clinical diagnostics, biochemistry, and life-science instrumentation.

 

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