pipecolinic acid
Identification
| Name | pipecolinic acid |
| IUPAC | piperidine-2-carboxylic acid |
| CAS Number | 535-75-1 |
| EINECS | 208-616-3 |
| FDA UNII | H254GW7PVV |
| Molecular Formula | C6 H11 N O2 |
| Molecular Weight | 129.15907000 |
| MDL Number | MFCD00064347 |
| Nikkaji Number | J1.592J |
| Beilstein | 0081095 |
| XlogP3 | -2.30 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 7.406e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for pipecolinic acid usage levels up to | not for fragrance use. |
| Recommendation for pipecolinic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
dihydrobaikiane
hexahydropicolinic acid
pipecolic acid
2-
piperidine carboxylic acid
piperidine-2-carboxylic acid
homo
proline
PubMed:
The betaine profile of cereal flours unveils new and uncommon betaines.
PubMed:
Heat-induced formation of mepiquat by decarboxylation of pipecolic acid and its betaine derivative. Part 2: Natural formation in cooked vegetables and selected food products.
PubMed:
Heat-induced formation of mepiquat by decarboxylation of pipecolic acid and its betaine derivative. Part 1: Model system studies.
PubMed:
Development, synthesis and structure-activity-relationships of inhibitors of the macrophage infectivity potentiator (Mip) proteins of Legionella pneumophila and Burkholderia pseudomallei.
PubMed:
Inhibitors of macrophage infectivity potentiator-like PPIases affect neisserial and chlamydial pathogenicity.
PubMed:
Regulatory effects of the L-lysine metabolites, L-2-aminoadipic acid and L-pipecolic acid, on protein turnover in C2C12 myotubes.
PubMed:
Enantiomeric separation of non-protein amino acids by electrokinetic chromatography.
PubMed:
Homostachydrine (pipecolic acid betaine) as authentication marker of roasted blends of Coffea arabica and Coffea canephora (Robusta) beans.
PubMed:
Short-term toxicity assessments of an antibiotic metabolite in Wistar rats and its metabonomics analysis by ultra-high performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry.
PubMed:
Betaines and related ammonium compounds in chestnut (Castanea sativa Mill.).
PubMed:
Amino acid-derived betaines dominate as urinary markers for rye bran intake in mice fed high-fat diet--A nontargeted metabolomics study.
PubMed:
Identification and monitoring of metabolite markers of dry bean consumption in parallel human and mouse studies.
PubMed:
Regulation of free glutamate content in meat by dietary lysine in broilers.
PubMed:
Determination and stereochemistry of proteinogenic and non-proteinogenic amino acids in Saudi Arabian date fruits.
PubMed:
Obesity-related metabolomic analysis of human subjects in black soybean peptide intervention study by ultraperformance liquid chromatography and quadrupole-time-of-flight mass spectrometry.
PubMed:
Occurrence of pipecolic acid and pipecolic acid betaine (homostachydrine) in Citrus genus plants.
PubMed:
Metabolomic analysis of meju during fermentation by ultra performance liquid chromatography-quadrupole-time of flight mass spectrometry (UPLC-Q-TOF MS).
PubMed:
Pipecolic acid derivatives as small-molecule inhibitors of the Legionella MIP protein.
PubMed:
Metabolomic analysis of livers and serum from high-fat diet induced obese mice.
PubMed:
A novel yellow pigment, furpipate, derived from lysine and furfural.
PubMed:
Browning of furfural and amino acids, and a novel yellow compound, furpipate, formed from lysine and furfural.
PubMed:
Applications of the ninhydrin reaction for analysis of amino acids, peptides, and proteins to agricultural and biomedical sciences.
PubMed:
Discrimination between arabica and robusta coffee species on the basis of their amino acid enantiomers.
PubMed:
Central pipecolic acid increases food intake under ad libitum feeding conditions in the neonatal chick.
PubMed:
Intracerebroventricular administration of GABA-A and GABA-B receptor antagonists attenuate feeding and sleeping-like behavior induced by L-pipecolic acid in neonatal chicks.
PubMed:
Determination of D- and L-pipecolic acid in food samples including processed foods.
PubMed:
Intracerebroventricular injection of pipecolic acid inhibits food intake and induces sleeping-like behaviors in the neonatal chick.
PubMed:
New and Convenient Syntheses of the Important Roasty, Popcorn-like Smelling Food Aroma Compounds 2-Acetyl-1-pyrroline and 2-Acetyltetrahydropyridine from Their Corresponding Cyclic alpha-Amino Acids.
PubMed:
Osmoprotectants and cryoprotectants for Listeria monocytogenes.
PubMed:
Origin of D- and L-pipecolic acid in human physiological fluids: a study of the catabolic mechanism to pipecolic acid using the lysine loading test.
PubMed:
GABA in the nucleus accumbens shell participates in the central regulation of feeding behavior.
PubMed:
Rapid gas chromatographic screening of edible seeds, nuts and beans for non-protein and protein amino acids.
PubMed:
Analysis of free amino acids in green coffee beans. I. Determination of amino acids after precolumn derivatization using 9-fluorenylmethylchloroformate.
PubMed:
GABA transmission, but not benzodiazepine receptor stimulation, modulates ethanol intake by rats.
PubMed:
[On the chemotaxonomy of food plants :pipecolinic acid, a characteristic ingredient of grass silages].
PubMed:
Proline control of the feeding reaction of Cordylophora.