Description

(-)-Pipecolic acid, also known as L-Pipecolic acid or (S)-Piperidine-2-carboxylic acid, is a high-purity, chiral non-proteinogenic amino acid with the molecular formula C₆H₁₁NO₂. This compound is a key intermediate in lysine metabolism and serves as a valuable building block in organic synthesis, pharmaceutical research, and biochemical studies. Our product is rigorously tested to ensure ≥99% purity (titration), making it ideal for demanding applications in medicinal chemistry, peptide synthesis, and neuroscience research. Available in crystalline form, this enantiomerically pure compound is supplied with full analytical documentation (HPLC, NMR, MS) to meet the stringent requirements of academic and industrial researchers. Store in a cool, dry place under inert atmosphere for optimal stability.

Properties

• CAS Number: 3105-95-1
• Complexity: 114
• IUPAC Name: (2S)-piperidine-2-carboxylic acid
• InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
• InChI Key: HXEACLLIILLPRG-YFKPBYRVSA-N
• Exact Mass: 129.078978594
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.16
• SMILES: C1CCN[C@@H](C1)C(=O)O
• Topological: 49.3
• Monoisotopic Mass: 129.078978594
• Physical Description: Solid
• Melting Point: 272 °C
• Synonyms: l-Pipecolic acid, (S)-Piperidine-2-carboxylic acid, L-Homoproline, L-Pipecolinic acid, (2S)-piperidine-2-carboxylic acid, 2-Piperidinecarboxylic acid, (2S)-, Pipecolic acid, (-)-, (S)-pipecolic acid, (-)-Pipecolic acid, L-(-)-pipecolic acid, (S)-Pipecolinic acid, (S)-(-)-pipecolic acid, Pipecolic acid, L-(-)-, EINECS 221-462-1, CHEBI:30913, NSC 93089, Pipecolic acid, L-, (-)-PIPECOLINIC ACID, DTXSID401035840, PIPECOLIC ACID L-FORM [MI], NSC-93089, Pipecolic acid, (S)-(-)-, 2-Piperidinecarboxylic acid, (S)-, PIPECOLIC ACID L-FORM, DTXCID801520110, Pipecolic acid, L-(-)-(8CI), 2-Piperidinecarboxylic acid, (S)-(9CI), 3105-95-1, h-hopro-oh, L-pipecolate, l(-)-pipecolinic acid, L-(-)-Pipecolinic acid, (S)-(-)-2-Piperidinecarboxylic acid, 69374CKB33, (S)-pipecolate, MFCD00005981, l-piperidine-2-carboxylic acid, (l)-pipecolic acid, (S)-2-Piperidinecarboxylic acid, L-Pipecolinate, UNII-69374CKB33, (S)-Pipecolinate, (-)-Pipecolate, YCP, L-(-)-Pipecolate, (l)-pipecolinic acid, (S)-(-)-Pipecolate, bmse000237, L-Piperidine-2-carboxylate, (S)-2-Piperidinecarboxylate, SCHEMBL40185, (S)-piperidine-2-carboxylate, 2(S)-Piperidinecarboxylic acid, CHEMBL322883, SCHEMBL1414056, (S)-Piperidine-2-carboxylicacid, MSK8347, (2S)piperidine-2-carboxylic acid, (S)-(-)-2-Piperidinecarboxylate, (S)-Piperidine-2-carboxylic acid;, (S)(-)-2-piperidinecarboxylic acid, L-Pipecolic acid, 99% (titration), s6302, SBB006732, AKOS005258385, CS-W013450, FP15563, HY-W012734, DS-13286, L-Pipecolic acid, Proline homolog., 99%, NS00074200, P1404, EN300-66085, C00408, L-Pipecolic acid, puriss., >=99.0% (NT), Q27104171, 7C6A2DED-5E15-4DFB-BF48-F9D231169779, Z1033300646, piperidine-2-carboxylic acid.;(2S) 2-Piperidinecarboxylic acid

L-Pipecolic acid is widely used as a proline homolog in peptide mimetics design due to its constrained cyclic structure. It serves as a precursor for synthesizing bioactive alkaloids and pharmaceutical agents targeting neurological disorders. Researchers employ this chiral building block in asymmetric synthesis and as a ligand in metal-catalyzed reactions. Its role in plant systemic acquired resistance makes it valuable in agricultural biochemistry studies. The compound’s metabolic significance in lysine catabolism pathways is exploited in isotopic labeling studies.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.9%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.