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P2519 Sigma-Aldrich

L-Pipecolic acid

99% (titration)

Synonym: (S)-(−)-2-Piperidinecarboxylic acid, L-Homoproline

  • CAS Number 3105-95-1

  • Empirical Formula (Hill Notation) C6H11NO2

  • Molecular Weight 129.16

  •  Beilstein/REAXYS Number 81093

  •  EC Number 221-462-1

  •  MDL number MFCD00005981

  •  PubChem Substance ID 24898330

  •  NACRES NA.26

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Properties

Related Categories Amino Acids, Biochemicals and Reagents, Cell Biology, Chemical Biology, Chemical Synthesis,
Quality Level   100
assay   99% (titration)
form   powder
application(s)   GC/MS: suitable
color   white
mp   272 °C (lit.)
SMILES string   OC(=O)[C@@H]1CCCCN1
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

Description

General description

L-pipecolic acid (piperidine-2-carboxylic acid) is a nitrogen-containing heterocyclic compound. It is an imino acid. Its molecular weight is 129.2.

Application

L-Pipecolic acid has been used as a standard for the quantification by gas chromatography-mass spectrometry (GC-MS).

Packaging

1 g in glass bottle

100, 250 mg in glass insert

Biochem/physiol Actions

L-pipecolic acid is implicated in Zellweger syndrome. Pipecolic acid is also a plant defence metabolite. It is a signaling compound essential for systemic acquired resistance (SAR).

L-Pipecolic acid is a lysine metabolite; defect in its catabolism is involved in hyperpipecolic acidemia, cerebro-hepato-renal syndrome, neonatal onset adrenoleukodystrophy, and infantile Refsum disease.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P2519.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Proline Derivatives

Proline is a non-polar, natural amino acid that forms a tertiary amide when incorporated into peptides. Thus, it is the only proteinogenic amino acid that does not act as a hydrogen bond donor in a p...
Matthias Junkers
Aldrich ChemFiles 2008, 8.7, 8.
Keywords: Asymmetric synthesis, Chemfiles, Pharmaceutical

Peer-Reviewed Papers
15

References

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