Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C6H11NO2 |
| Molecular Weight | 129.157 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C1CCCCN1
InChI
InChIKey=HXEACLLIILLPRG-UHFFFAOYSA-N
InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
| Molecular Formula | C6H11NO2 |
| Molecular Weight | 129.157 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Mechanistic studies of amide bond scission during acidolytic deprotection of Pip containing peptide. | 2008-08 |
|
| The peroxisome: still a mysterious organelle. | 2008-04 |
|
| Proline modulates the intracellular redox environment and protects mammalian cells against oxidative stress. | 2008-02-15 |
|
| Total synthesis studies on macrocyclic pipecolic acid natural products: FK506, the antascomicins and rapamycin. | 2008 |
|
| Synthesis, Spectroscopic, and Anticancerous Properties of Mixed Ligand Palladium(II) and Silver(I) Complexes with 4,6-Diamino-5-hydroxy-2-mercaptopyrimidine and 2,2'-Bipyridyl. | 2008 |
|
| Unbiased characterization of genotype-dependent metabolic regulations by metabolomic approach in Arabidopsis thaliana. | 2007-11-21 |
|
| Functional analysis of genes encoding putative oxidoreductases in Aspergillus oryzae, which are similar to fungal fructosyl-amino acid oxidase. | 2007-11 |
|
| Allelic and non-allelic heterogeneities in pyridoxine dependent seizures revealed by ALDH7A1 mutational analysis. | 2007-08 |
|
| Pyridoxine-dependent seizures in Dutch patients: diagnosis by elevated urinary alpha-aminoadipic semialdehyde levels. | 2007-08 |
|
| Browning of furfural and amino acids, and a novel yellow compound, furpipate, formed from lysine and furfural. | 2007-07 |
|
| Synthesis and biological activity of oxytocin analogues containing conformationally-restricted residues in position 7. | 2007-06 |
|
| Silencing of core transcription factors in human EC cells highlights the importance of autocrine FGF signaling for self-renewal. | 2007-05-16 |
|
| Potent and selective peptide agonists of alpha-melanocyte stimulating hormone (alphaMSH) action at human melanocortin receptor 5; their synthesis and biological evaluation in vitro. | 2007-05 |
|
| Potent and selective agonists of alpha-melanotropin (alphaMSH) action at human melanocortin receptor 5; linear analogs of alpha-melanotropin. | 2007-05 |
|
| Biochemical characterisation of recombinant Streptomyces pristinaespiralis L-lysine cyclodeaminase. | 2007-05 |
|
| Stereochemical and skeletal diversity employing pipecolate ester scaffolds. | 2007-04-12 |
|
| Conformational preferences of proline analogues with different ring size. | 2007-04-05 |
|
| Mechanistic aspects and redox properties of hyperthermophilic L-proline dehydrogenase from Pyrococcus furiosus related to dimethylglycine dehydrogenase/oxidase. | 2007-04 |
|
| An efficient synthesis of enantiomerically pure (R)-pipecolic acid, (S)-proline, and their N-alkylated derivatives. | 2007-03-02 |
|
| Highly sensitive and simple method for measurement of pipecolic acid using reverse-phase ion-pair high performance liquid chromatography with tris(2,2'-bipyridine)ruthenium(III) chemiluminescence detection. | 2007-01-26 |
|
| Biochemical and molecular characterization of 18 patients with pyridoxine-dependent epilepsy and mutations of the antiquitin (ALDH7A1) gene. | 2007-01 |
|
| Peroxisome biogenesis disorders. | 2006-12 |
|
| Convergent synthesis of complex diketopiperazines derived from pipecolic acid scaffolds and parallel screening against GPCR targets. | 2006-11-10 |
|
| European Academy of Paediatrics, Barcelona, Spain, October 7-10, 2006. Abstracts. | 2006-11 |
|
| Enzymatic synthesis of L-pipecolic acid by Delta1-piperideine-2-carboxylate reductase from Pseudomonas putida. | 2006-09 |
|
| Isolation and characterization of meridamycin biosynthetic gene cluster from Streptomyces sp. NRRL 30748. | 2006-08-01 |
|
| High-performance liquid chromatographic enantioseparation of unusual secondary amino acids on a D-penicillamine-based chiral ligand exchange column. | 2006-08 |
|
| Proline/pipecolinic acid-promoted copper-catalyzed P-arylation. | 2006-06-23 |
|
| Pipecolic acid in microbes: biosynthetic routes and enzymes. | 2006-06 |
|
| Structure determination of neoefrapeptins A to N: peptides with insecticidal activity produced by the fungus Geotrichum candidum. | 2006-05 |
|
| [Development of highly sensitive determination of biogenic compounds by high-performance liquid chromatography with pre-column fluorescence derivatization]. | 2006-05 |
|
| Succinate-mediated catabolite repression control on the production of glycine betaine catabolic enzymes in Pseudomonas aeruginosa PAO1 under low and elevated salinities. | 2006-05 |
|
| Pyridoxine-dependent seizures: new genetic and biochemical clues to help with diagnosis and treatment. | 2006-04 |
|
| The special five-membered ring of proline: An experimental and theoretical investigation of alkali metal cation interactions with proline and its four- and six-membered ring analogues. | 2006-03-23 |
|
| Biosynthesis of pipecolic acid by RapL, a lysine cyclodeaminase encoded in the rapamycin gene cluster. | 2006-03-22 |
|
| Pipecolic acid-catalyzed direct asymmetric mannich reactions. | 2006-03-02 |
|
| Synthesis and pharmacochemical study of novel polyfunctional molecules combining anti-inflammatory, antioxidant, and hypocholesterolemic properties. | 2006-02-15 |
|
| The lysine-ketoglutarate reductase-saccharopine dehydrogenase is involved in the osmo-induced synthesis of pipecolic acid in rapeseed leaf tissues. | 2005-12-15 |
|
| Pipecolic acid: a diagnostic marker in pyridoxine-dependent epilepsy. | 2005-10 |
|
| Dual catalyst control in the enantioselective intramolecular Morita-Baylis-Hillman reaction. | 2005-09-01 |
|
| Three-component synthesis of polysubstituted homoproline analogs. | 2005-08-31 |
|
| Recent advances in asymmetric synthesis of pipecolic acid and derivatives. | 2005-08 |
|
| Synthesis of pipecolic acid-based spiro bicyclic lactam scaffolds as beta-turn mimics. | 2005-07-22 |
|
| Synthesis of a pipecolic acid-based bis-amino acid and its assembly into a spiro ladder oligomer. | 2005-07-07 |
|
| Metabolite fingerprinting in transgenic Nicotiana tabacum altered by the Escherichia coli glutamate dehydrogenase gene. | 2005-06-30 |
|
| Pipecolic acid as a diagnostic marker of pyridoxine-dependent epilepsy. | 2005-06 |
|
| Elucidating the substrate specificity and condensation domain activity of FkbP, the FK520 pipecolate-incorporating enzyme. | 2005-04-26 |
|
| Synthesis and biological evaluation of new GABA-uptake inhibitors derived from proline and from pyrrolidine-2-acetic acid. | 2005-03 |
|
| The metabolic profiles of transgenic cucumber lines vary with different chromosomal locations of the transgene. | 2005 |
|
| Pipecolic acid concentrations in brain tissue of nutritionally pyridoxine-deficient rats. | 2005 |
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 22:21:25 GMT 2025
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| Record UNII |
H254GW7PVV
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| Record Status |
Validated (UNII)
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849
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4043-87-2
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223-737-1
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m8840
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m8840
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17125
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H254GW7PVV
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Pipecolic acid
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DTXSID40862144
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