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L-Octahydroindole-2-Carboxylic Acid

    • Product Name L-Octahydroindole-2-Carboxylic Acid
    • Alias hydroxyproline
    • Einecs 629-604-9
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    212223

    Product Name L-Octahydroindole-2-Carboxylic Acid
    Cas Number 132663-76-6
    Molecular Formula C8H15NO2
    Molecular Weight 157.21 g/mol
    Appearance White to off-white solid
    Purity Typically ≥98%
    Chirality L-isomer
    Melting Point Approx. 215-220°C (decomposition)
    Solubility Soluble in water and common polar solvents
    Smiles C1CCC2NCC(C2C1)C(=O)O
    Synonyms L-Hydroindole-2-carboxylic acid, L-HOIC
    Iupac Name (2S)-2-Azabicyclo[4.3.0]nonane-2-carboxylic acid

    As an accredited L-Octahydroindole-2-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Sealed amber glass bottle containing 25g of L-Octahydroindole-2-Carboxylic Acid, labeled with chemical name, formula, hazard symbols, and batch number.
    Shipping L-Octahydroindole-2-Carboxylic Acid is shipped in tightly sealed containers to prevent moisture ingress and contamination. Packaging complies with standard chemical safety regulations, including labeling for chemical identity and hazard information. Transport is conducted in accordance with international and local regulations, ensuring temperature control and protection from physical damage during transit.
    Storage L-Octahydroindole-2-Carboxylic Acid should be stored in a tightly closed container, in a cool, dry, and well-ventilated area, away from sources of heat or ignition. It should be protected from moisture and incompatible substances such as strong oxidizing agents. Ideally, store at room temperature (15–25°C) and keep away from direct sunlight to maintain its stability and purity.
    Application of L-Octahydroindole-2-Carboxylic Acid

    Applications of L-Octahydroindole-2-Carboxylic Acid in Industrial Manufacturing

    L-Octahydroindole-2-carboxylic acid serves as a specialized chiral building block in several advanced industrial sectors, with established downstream deployment in pharmaceuticals, peptide synthesis, biochemical research reagents, and high-purity specialty chemicals. As an original manufacturer, we provide this raw material to formulation teams and process engineers who require tightly controlled specifications and regulatory traceability. The following application scenarios demonstrate the principal routes where our product contributes materially to value-added manufacturing.

    1. Peptide API Intermediate for Small Molecule Drug Development

    Pharmaceutical innovators incorporate this chiral acid as a non-canonical amino acid in synthetic peptide APIs, especially for candidates with cyclic or conformationally constrained structures. Researchers select it to modulate peptide properties such as metabolic stability, receptor affinity, and oral bioavailability. It enters the synthesis at the protected amino acid coupling stage, frequently as a precursor in solid phase peptide synthesis (SPPS) used for advanced lead compounds in preclinical and clinical pipelines.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • European Pharmacopeia (general monograph for amino acid derivatives)
    • US FDA 21 CFR Part 211 (cGMP for Finished Pharmaceuticals)
    • EDQM TSE/BSE risk compliance for biological raw materials

    Typical usage ratio

    • 4%–20% of total amino acid content per peptide sequence, adjusted according to pharmacophore design and target conformation

    Downstream process integration

    • Stagewise introduction as Fmoc- or Boc-protected derivative during solid or solution-phase peptide assembly
    • Coupling with activation agents prior to chain elongation
    • Deprotection, cyclization, and purification steps under GMP-grade conditions

    Final product types

    • Investigational peptide drugs (preclinical/clinical candidates)
    • Therapeutic peptide APIs for metabolic and oncology targets
    • Peptidomimetic scaffolds
    • Biopharma reference standards

    2. Custom Peptide Library Synthesis for Drug Discovery Platforms

    Research institutions and CROs integrate this material while producing combinatorial peptide libraries for target screening, structure-activity relationship mapping, and hit-to-lead optimization. The inclusion of cyclic or constrained residues enhances conformational diversity in phage display, mRNA display, and high-throughput screening peptides. L-Octahydroindole-2-carboxylic acid is introduced at the automated synthesizer’s monomer cartridge exchange stage, where strict process control ensures sequence fidelity for downstream biological assays.

    Industry compliance standards

    • Synthesizer process validation under ISO 9001:2015 (Quality Management Systems)
    • GLP (Good Laboratory Practice) guidelines for reagent preparation
    • Analytical verification per ICH Q2 (Validation of Analytical Procedures)

    Typical usage ratio

    • 1–15 mol% within the randomized positions of library diversity panels; selection tailored to library design criteria

    Downstream process integration

    • Integration as protected or activated N-derivative at library synthesis step
    • Use with automated peptide synthesizers handling multi-kilogram scales
    • Library pooling, deconvolution, and freeze-drying workflows prior to bioassay deployment

    Final product types

    • Custom peptide libraries for high-throughput screening (HTS)
    • Phage/mRNA display peptide panels
    • Fragment-based drug discovery tools
    • Bioactive peptide mimetics for functional genomics

    3. Stereochemically Defined Building Block for Chiral Fine Chemicals

    Producers of high-purity asymmetric intermediates utilize this raw material to construct fused heterocycle derivatives and tailor-made fine chemicals for agrochemical, fragrance, or specialty polymer applications. The chiral acid enables generation of enantio-pure scaffolds that serve as key intermediates for further downstream derivatization, thanks to its rigid ring structure and defined stereochemistry. Manufacturing sites focus on process reproducibility and isolation purity, with integration into multi-step synthesis or custom catalytic processes.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management Systems for fine chemical production)
    • REACH Registration (EC) No 1907/2006 regulatory compliance (Europe)
    • Purity and identity confirmation per in-house validated HPLC and NMR methods

    Typical usage ratio

    • 0.5–5% by weight relative to total batch mass of small-molecule intermediates, varying with desired chiral enrichment level

    Downstream process integration

    • Enters the batch as a chiral auxiliary or precursor in multi-step fine chemical synthesis
    • Undergoes selective protection, activation, and coupling reactions leading to target heterocycle or backbone structure
    • Final purification performed by chromatography or crystallization

    Final product types

    • Chiral heterocycle intermediates for agrochemicals
    • Flavor and fragrance precursors with defined stereochemistry
    • Specialty monomers for advanced polymer synthesis
    • Research-grade fine chemicals for method development

    4. Research-Grade Chemical for Biochemical and Structural Studies

    Academic and industrial R&D labs source this compound as a model residue for protein engineering and conformational analysis in research investigating peptide folding, molecular dynamics, and receptor interactions. Due to its rigid bicyclic core, it assists in probing conformational constraints within polypeptides and benchmarking computational models. The material is introduced in milligram to gram scale synthesis, and laboratories maintain archival reference standards under controlled storage to support reproducibility studies.

    Industry compliance standards

    • GLP (Good Laboratory Practice)
    • Material verification per supplier certificate of analysis (CoA) requirements
    • IUPAC conventions for chemical nomenclature

    Typical usage ratio

    • 10–100 mg per 1 g total experimental peptide, scaled by experimental need for structure-function studies

    Downstream process integration

    • Addition as an amino acid variant during manual or automated peptide assembly
    • Structural probing in NMR or X-ray crystallographic studies
    • Reference benchmarking during mass spectrometry and chromatographic method validation

    Final product types

    • Synthetic peptides for folding and stability research
    • Reference materials for analytical QC
    • Model compounds for protein simulation studies
    • Custom biochemical assay reagents
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    Certification & Compliance
    More Introduction

    L-Octahydroindole-2-Carboxylic Acid: Real-World Insights from the Manufacturer’s Viewpoint

    Understanding L-Octahydroindole-2-Carboxylic Acid and Its Place in Modern Chemistry

    L-Octahydroindole-2-carboxylic acid captures a unique value in the chemical world. As synthesis experts, we see its importance every working day in our facilities and labs. This compound, also known by chemists as (S)-cis-2-aminocyclohexanecarboxylic acid, serves as a building block others rarely match for versatility. Its molecular backbone features a saturated indole core with a carboxyl group, fitting cleanly into research and commercial formulations.

    Unlike many halogenated or aromatic amino acids, L-Octahydroindole-2-carboxylic acid offers a fully saturated, non-aromatic ring structure that delivers distinct three-dimensional geometry. This geometry seems simple on paper but scientists know it leads to chemospecific reactivity and chiral control in a way you can’t get from classical amino acid analogs, like proline or pipecolic acid. Our chemists leverage its stability and chirality to elaborate hundreds of target molecules in the peptide, pharmaceutical, and agrochemical sectors.

    Precision Manufacturing Makes the Difference

    Consistent quality means everything in specialty chemicals. Our experience refining and scaling up L-Octahydroindole-2-carboxylic acid showed us the difference between a promising compound and a dependable component. We rely on decades of synthetic expertise for every batch. We source our starting materials directly and operate with validated reaction systems to guarantee optical purity and batch-to-batch uniformity; this point alone matters for pharmaceutical and peptide applications relying on exact stereochemistry.

    The acid version features a single chiral center, and our process yields material with enantiomeric excess usually above 99 percent. Lab data shows even slight racemization impacts peptide folding or biological activity downstream. When you read about failed syntheses in academic or patent literature, racemic sources and unrefined raw inputs are often to blame. We do not cut corners—every crystallization, every raw stock batch, and every final isolation gets analytical verification. Our liquid and solid-phase purification steps have matured through practice and feedback from leading research teams worldwide.

    Specifications That Matter to Synthesis Professionals

    Research chemists and process engineers prioritize real-world specs. Our L-Octahydroindole-2-carboxylic acid appears as a white crystalline solid. Analytical data supports low water content, tight melting point ranges, and defined mass spectral fingerprints. The singular defining feature—chirality—isn’t just tested once; our system follows a continuous spot-check approach with specific rotation measurements and HPLC enantioselective methods. We keep heavy metal and residual solvent levels far below the strictest industry and regulatory baselines.

    Our granulation and particle size ranges reflect careful downstream engineering. Uniform drying cycles prevent clumping, and steady-state air flow during bottling preserves long-term free-flowing consistency. Customers in automated peptide synthesis get powder that accurately dispenses, with minimal static charge or bridging. We have adjusted sieve cut-offs and drying profiles in direct response to field chemists handling multigram and kilogram lots in automated stations or custom glassware alike.

    Pain Points Resolved Through Chemical Craftsmanship

    Many commercial suppliers treat saturated secondary amino acids as end-of-catalog afterthoughts, often letting quality control slip and only blending lots when complaints arise. We cannot accept this attitude—our background is in scientific research, so issues faced by creative synthetic teams are our daily concern. Peptide chemists have reported cracked resin beads, incomplete couplings, or aberrant folding linked to inconsistent raw material inputs. Direct feedback from these users led us to implement in-process checks, especially optical rotation validations beyond final-release tests. Our technical team routinely assists researchers with in-depth troubleshooting not just on our own supply, but other sources’ as well, sharing our analytical observations.

    We design our technical support around actual usage, not catalog claims. Some L-Octahydroindole-2-carboxylic acid products from less experienced vendors contain small quantities of dimerized or polymerized side products. These difficult-to-spot contaminants may cause headaches during analysis or peptide elongation—especially in high-throughput applications. We counteract this by actively refining our reaction quench points and chromatographic isolation techniques. We go far beyond industry minimums because our team expects our own analytical tracebacks to hold up to regulatory and peer-reviewed scrutiny.

    Real Applications: From Peptide Engineering to Pharmaceuticals

    Some products collect dust on the shelf. L-Octahydroindole-2-carboxylic acid is typically needed by researchers who know exactly what they want to build—novel peptides, constrained cyclic analogs, or unique small molecules. Our largest volumes go to contract development organizations and innovative pharmaceutical companies developing new peptide drug candidates. Medicinal chemists benefit from its rigidified backbone; when incorporated into a growing peptide, this unit increases resistance to proteolytic cleavage compared to ordinary residues like alanine or glycine. This property helps prolong half-lives for targets that struggle to survive inside biological systems.

    Our material also supports specialized agrochemical and biochemical research. Scientists looking to design enzyme inhibitors with unusual backbone conformations often seek out saturated amino acid frameworks. Compared to proline, which can undergo ring-flipping or introduce unwanted aromatic interactions, L-Octahydroindole-2-carboxylic acid remains stable under harsher synthetic steps and, crucially, improves the selectivity profile of target molecules. End users regularly share structure–activity data showing clear advantages at low micromolar concentrations against plant pathogens, or showing more robust uptake in soil and foliar application assays.

    Peptide researchers tell us the acid’s solid-phase synthesis compatibility is a major win. Some candidates stall with less robust amino acids, especially under strong coupling or deprotection conditions. Our product’s high purity and precise particle sizing mean less unproductive overhead—no extra purifications, lower risk of sequence deletions or truncations, and clean mass spectra throughout each fragment stage. Several partners in academia and industry have published protocols acknowledging the reduced need for side-chain protection strategies when using our lots, citing head-to-head comparisons with pipecolic acid, proline, and other chiral cyclic residues.

    Addressing Concerns: Supply Chain, Scale, and Reproducibility

    Uninterrupted syntheses depend on timely raw material arrivals. Over the years, we learned the risk factors for disruptions—unpredictable logistics, quality drift from third-party tollers, or sudden regulatory blocks (especially when outsourcing certain precursor chemicals). We solved this by integrating our own precursor sourcing and scaling internal so we control quality at each link. During the pandemic’s peak, while many labs faced shortages or shipments stuck at customs, our clients working on time-sensitive biopharmaceutical and diagnostics projects kept their timelines. We keep buffer stocks of the acid itself, precursors, and critical purification reagents. Our logistics team preemptively handles export and import documentation for key destination countries based directly on feedback from past customer experiences.

    Scaling up always introduces unique hurdles. Early research batches can tolerate lengthy washing steps or multiple manual crystallizations; these steps become bottlenecks at the 100- or 1000-kilo scale. After years of close collaboration with pharma partners, we reengineered our workups to reduce cycle times and solvent loads, yet keep the same level of purity. Multinational pharmaceutical companies audited our production floors and reviewed protocols to verify this; they reported our procedure minimized batch-to-batch variance and ensured the same performance whether a scientist ordered 10 grams or a full pallet.

    Comparing L-Octahydroindole-2-Carboxylic Acid to Similar Compounds

    In daily practice, chemists don’t just look for a structure—they look for process compatibility, purity, and regulatory confidence. L-Octahydroindole-2-carboxylic acid often gets assessed alongside well-known chiral scaffolds such as proline, pipecolic acid, and 2-aminocyclohexanecarboxylic acid. Where proline’s aromaticity or pipecolic acid’s planar geometry can hinder selectivity, the saturated ring of L-Octahydroindole-2-carboxylic acid gives greater conformational rigidity, lending experimental control over peptide and oligomeric conformation. We see researchers report less unintended cis-trans isomerism during synthesis thanks to its backbone properties.

    Quality-assured L-Octahydroindole-2-carboxylic acid surpasses typical standards for chiral purity, a crucial point for pharmaceutical and biotech teams working under strict GMP or ISO certification protocols. Our technical team often helps users design synthetic flowsheets by pointing out these nuanced differences—especially regarding acid-base stability, solubility in peptide solvents (like DMF or NMP), or the effect of hydrophobic packing inside protein structures. These real comparisons come from hands-on troubleshooting: one group confirmed that peptides featuring our material required fewer iterative purification cycles than sequences built from less pure or less stereochemically defined alternatives.

    L-Octahydroindole-2-carboxylic acid also outperforms many non-natural amino acids during biocompatibility and toxicity screening. While chemists seek out rigidifying residues, many candidates introduce regulatory headaches or unpredictable clearance pathways. Our acid’s well-studied backbone and metabolic fate support clear regulatory documentation. Consultants who advise on IND preparation or REACH compliance can draw directly from our provided COAs and technical files, confident there are no undisclosed byproducts or uncharacterized impurities that risk downstream development plans.

    User Experience Drives Our Process Improvements

    Some suppliers wait for complaints before adjusting their process. Our relationship with users runs both directions. We visit peptide synthesis labs and contract research organizations to see how our acid actually gets weighed, dissolved, and built into peptides or test compounds. In many cases, researchers highlight how the freedom from excess moisture or fines means fewer handling and weighing errors. Our own staff, many with PhDs in synthetic organic or peptide chemistry, take this as direct feedback for tightening our drying and milling protocols. Several academic users even shared in-house protocols for solution preparation or solid-phase loading that get better yields from our production lots.

    Safety matters as much as reactivity. The acid’s non-volatile, crystalline nature means most researchers handle it safely without special equipment. We analyze potential dust hazards and partner with logistics networks experienced in handling chemicals for pharmaceutical and biotech use. Our packaging resists humidity swings; container choices come from audited trial shipments that reflect real logistics risk, not just lowest cost.

    For scale-up partners, handling and reproducibility stand out. While small lots can tolerate slight manual error, kilo-scale syntheses expose any upstream inconsistency instantly. Our team worked hand-in-hand with scale-up chemists at contract manufacturers to set clear, actionable acceptance criteria. This attention pays off when regulatory auditors or third-party verifiers inspect not just chemistry, but documentation, isolation equipment, and traceability of every drum or bottle supplied. We openly share our process logs and stability data with trusted partners to support both scientific and business risk reduction.

    Supporting a Connected Community of Innovators

    Our team believes that supplying L-Octahydroindole-2-carboxylic acid is never just about shipping a product. We see ourselves as enablers for researchers and developers with bold, difficult goals—whether a new antimicrobial, a more stabile therapeutic peptide, or a platform for accelerating combinatorial library screening. Many of our long-term users involve us early in protocol development or scale-up planning. Sometimes this starts as a simple question about solubility, but often grows into detailed collaborations, where our chemists participate in troubleshooting or even co-author technical papers and patents showing new uses for this versatile building block.

    Being the manufacturer brings responsibility: every drum, every lot, every batch connects us to the outcomes of completed research, published discoveries, or life-changing therapeutics. To us, it’s never just about meeting a purchase order. It’s about supporting a network of innovators who push boundaries in chemistry, biology, and medicine, and who need partners as dedicated to quality, transparency, and technical partnership as they are to breakthrough science.

    Conclusion: Building Partnerships through Reliability and Clarity

    Supplying L-Octahydroindole-2-carboxylic acid draws on every aspect of our experience as manufacturing chemists—from hands-on technical expertise and process optimization, to rigorous documentation and global logistics. This compound may seem modest to those outside the advanced chemical development space, but in the hands of the world’s best innovators, its quality and consistency can tip the balance toward success in drug discovery, peptide engineering, or next-generation bioactive material creation. We take lasting pride in this work, standing behind every batch and every partnership, focused not just on product, but on progress for our customers and their scientific missions.