Технические статьи

DL-Ornithine HCl for Peptide Synthesis: CAS 1069-31-4 Specs

Stereoisomer Impact of CAS 1069-31-4 vs 3184-13-2 on Coupling Yields and Racemization

Chemical Structure of DL-Ornithine Monohydrochloride (CAS: 1069-31-4) for Dl-Ornithine Hcl Peptide Synthesis EquivalentIn solid-phase peptide synthesis (SPPS), the distinction between DL-Ornithine Monohydrochloride (CAS 1069-31-4) and L-Ornithine Hydrochloride (CAS 3184-13-2) is critical for final product efficacy. CAS 1069-31-4 represents the racemic mixture, containing both D and L enantiomers, whereas CAS 3184-13-2 is the enantiopure L-form. For biological applications requiring specific receptor binding, the L-form is typically mandatory. However, for structural studies, non-biological peptide mimics, or specific drop-in replacement scenarios where stereochemistry is less critical, the DL form offers a cost-effective amino acid derivative option.

During coupling reactions, particularly in Boc-chemistry, racemization is a persistent risk. While the DL starting material already contains the D-isomer, process conditions such as elevated temperatures or strong bases can exacerbate epimerization in sensitive sequences. Understanding the stereochemical composition ensures that coupling yields are interpreted correctly against theoretical maximums. When sourcing a Dl-Ornithine Hcl Peptide Synthesis Equivalent, R&D teams must validate whether the racemic nature aligns with the intended biological activity or if purification steps are required post-synthesis.

Technical Specifications and Purity Grades for DL-Ornithine HCl in Boc-Resin Systems

Compatibility with Boc-resin systems requires high purity to prevent side reactions during the deprotection and coupling cycles. DL-Ornithine HCl, also known chemically as 5-Diaminopentanoic Acid HCl, must meet stringent thresholds for organic impurities and heavy metals. In Boc-SPPS, the alpha-amino group is protected, while the side-chain amino group often requires orthogonal protection (e.g., Boc or Z groups) to prevent branching.

For H-DL-Orn-OH·HCl used in these systems, solubility in polar aprotic solvents like DMF or NMP is a key performance indicator. Poor solubility can lead to incomplete coupling, resulting in deletion sequences. Our engineering team notes that while standard COAs list assay purity, they often omit solubility kinetics at room temperature. Users should verify dissolution rates in their specific solvent systems before scaling up production runs to avoid reactor blockages or inconsistent stoichiometry.

Essential COA Parameters: Optical Rotation and Impurity Limits for CAS 3184-13-2

When evaluating specifications, it is common to reference CAS 3184-13-2 (L-Ornithine) data to establish baseline purity expectations, even when procuring the DL variant. For the L-enantiomer, specific optical rotation is a definitive identifier, typically ranging from +10.0 to +12.0 degrees (c=5.5, H2O). In contrast, DL-Ornithine HCl should exhibit an optical rotation near zero, confirming the racemic balance.

Impurity limits are equally vital. Ammonia salts and residual solvents from crystallization must be controlled. High levels of free ammonia can interfere with coupling agents like HOBt or HBTU. While specific numerical limits vary by batch, rigorous suppliers provide detailed chromatograms. Please refer to the batch-specific COA for exact impurity profiles. Ensuring these parameters align with your internal standards prevents downstream purification challenges, especially when the peptide is intended for nutraceutical or research-grade applications where global manufacturer consistency is expected.

Bulk Packaging and Hygroscopicity Control for DMF-Based Coupling Reactions

Amino acid hydrochlorides are inherently hygroscopic. In our field experience, we have observed that trace moisture uptake during logistics can significantly alter the effective molarity during weighing. This is particularly problematic in DMF-based coupling reactions where water content must be minimized to prevent premature activation of carboxyl groups. During winter shipping, temperature fluctuations can induce crystallization or clumping if the packaging integrity is compromised.

To mitigate this, bulk packaging typically utilizes multi-layer kraft bags with PE liners or 25kg fiber drums with sealed lids. For larger volumes, IBC totes are employed with strict moisture barriers. It is recommended to store the material in a cool, dry environment and allow sealed containers to reach room temperature before opening to prevent condensation. Physical packaging focuses on maintaining the anhydrous state required for precise stoichiometric calculations in automated synthesizers. We do not make regulatory environmental claims, but our physical packaging standards are designed to preserve chemical integrity during transit.

Quality Assurance Protocols for DL-Ornithine HCl Peptide Synthesis Equivalent Sourcing

Reliable sourcing requires a robust Quality Assurance framework. At NINGBO INNO PHARMCHEM CO.,LTD., verification processes include HPLC for purity assessment, titration for assay confirmation, and loss on drying (LOD) tests to quantify moisture content. For peptide synthesis equivalents, additional testing for heavy metals and residual solvents is standard practice to ensure compatibility with sensitive biological assays.

Consistency across batches is maintained through strict raw material screening and in-process controls. When evaluating a supplier, request historical COA data to assess batch-to-batch variability. Stable optical rotation values and consistent assay percentages indicate a controlled manufacturing process. This level of diligence ensures that the Dl-Ornithine Hcl Peptide Synthesis Equivalent performs predictably in your synthesis workflows, reducing the risk of failed batches and costly rework.

ParameterDL-Ornithine HCl (CAS 1069-31-4)L-Ornithine HCl (CAS 3184-13-2)
Optical RotationApprox. 0° (Racemic)+10.0° to +12.0°
StereochemistryD/L MixtureL-Enantiomer
Primary ApplicationResearch/Non-BiologicalTherapeutic/Biological
Solubility (Water)HighHigh
Typical Purity>98.0% (Refer to COA)>98.0% (Refer to COA)

Frequently Asked Questions

What is the primary difference between CAS 1069-31-4 and 3184-13-2?

CAS 1069-31-4 is the racemic DL-mixture, while CAS 3184-13-2 is the pure L-enantiomer. The choice depends on whether biological activity requires specific stereochemistry.

Can DL-Ornithine HCl be used in Boc-SPPS?

Yes, it can be used in Boc-SPPS, but the resulting peptide will contain a mixture of stereoisomers at the Ornithine residue, which may affect biological function.

What packaging options are available for bulk orders?

We offer 25kg drums, fiber drums with PE liners, and IBC totes designed to protect against moisture during shipping and storage.

How do I verify the purity of the material?

Purity is verified via HPLC and titration. Please refer to the batch-specific COA for exact numerical values and chromatograms for each shipment.

Is this product suitable for nutraceutical formulations?

Yes, high-purity grades are available suitable for nutraceutical applications, subject to compliance with local regulations and customer specifications.

Sourcing and Technical Support

Securing a reliable supply chain for specialized amino acids is fundamental to maintaining R&D continuity. Our team provides comprehensive technical documentation and logistics support to ensure seamless integration into your production lines. For detailed specifications on DL-Ornithine Monohydrochloride 1069-31-4, our specialists are ready to assist. Partner with a verified manufacturer. Connect with our procurement specialists to lock in your supply agreements.