Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C6H11NO2.ClH |
| Molecular Weight | 165.618 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.OC(=O)C1CCCCN1
InChI
InChIKey=AUGDEGXARBUSFU-UHFFFAOYSA-N
InChI=1S/C6H11NO2.ClH/c8-6(9)5-3-1-2-4-7-5;/h5,7H,1-4H2,(H,8,9);1H
| 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 | ( + / - ) |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| ECNI GC-MS analysis of picolinic and quinolinic acids and their amides in human plasma, CSF, and brain tissue. | 2003 |
|
| Characterization and metabolic function of a peroxisomal sarcosine and pipecolate oxidase from Arabidopsis. | 2004 Apr 23 |
|
| Applications of the ninhydrin reaction for analysis of amino acids, peptides, and proteins to agricultural and biomedical sciences. | 2004 Feb 11 |
|
| Hyperpipecolic acidaemia: a diagnostic tool for peroxisomal disorders. | 2004 Jul |
|
| Pathogenesis of peroxisomal deficiency disorders (Zellweger syndrome) may be mediated by misregulation of the GABAergic system via the diazepam binding inhibitor. | 2004 Mar 12 |
|
| New amperometric biosensors based on diamond paste for the assay of L- and D-pipecolic acids in serum samples. | 2004 May |
|
| Quantitation of hydroxyproline in bone by gas chromatography-mass spectrometry. | 2004 May 25 |
|
| The effects of seed quality and pipecolic and djenkolic acids on bruchid beetle infestation in water deficit-stressed Acacia trees. | 2004 Nov |
|
| Pipecolic acid concentrations in brain tissue of nutritionally pyridoxine-deficient rats. | 2005 |
|
| Recent advances in asymmetric synthesis of pipecolic acid and derivatives. | 2005 Aug |
|
| Three-component synthesis of polysubstituted homoproline analogs. | 2005 Aug 31 |
|
| Mutations of ousA alter the virulence of Erwinia chrysanthemi. | 2005 Feb |
|
| Synthesis of pipecolic acid-based spiro bicyclic lactam scaffolds as beta-turn mimics. | 2005 Jul 22 |
|
| Synthesis of a pipecolic acid-based bis-amino acid and its assembly into a spiro ladder oligomer. | 2005 Jul 7 |
|
| Pipecolic acid as a diagnostic marker of pyridoxine-dependent epilepsy. | 2005 Jun |
|
| Metabolite fingerprinting in transgenic Nicotiana tabacum altered by the Escherichia coli glutamate dehydrogenase gene. | 2005 Jun 30 |
|
| Identification of mammalian proline transporter SIT1 (SLC6A20) with characteristics of classical system imino. | 2005 Mar 11 |
|
| Molecular cloning of the mouse IMINO system: an Na+- and Cl--dependent proline transporter. | 2005 Mar 15 |
|
| Pipecolic acid: a diagnostic marker in pyridoxine-dependent epilepsy. | 2005 Oct |
|
| Dual catalyst control in the enantioselective intramolecular Morita-Baylis-Hillman reaction. | 2005 Sep 1 |
|
| Pyridoxine-dependent seizures: new genetic and biochemical clues to help with diagnosis and treatment. | 2006 Apr |
|
| Isolation and characterization of meridamycin biosynthetic gene cluster from Streptomyces sp. NRRL 30748. | 2006 Aug 1 |
|
| Peroxisome biogenesis disorders. | 2006 Dec |
|
| The lysine-ketoglutarate reductase-saccharopine dehydrogenase is involved in the osmo-induced synthesis of pipecolic acid in rapeseed leaf tissues. | 2006 Jul-Sep |
|
| Proline/pipecolinic acid-promoted copper-catalyzed P-arylation. | 2006 Jun 23 |
|
| Biosynthesis of pipecolic acid by RapL, a lysine cyclodeaminase encoded in the rapamycin gene cluster. | 2006 Mar 22 |
|
| [Development of highly sensitive determination of biogenic compounds by high-performance liquid chromatography with pre-column fluorescence derivatization]. | 2006 May |
|
| Convergent synthesis of complex diketopiperazines derived from pipecolic acid scaffolds and parallel screening against GPCR targets. | 2006 Nov 10 |
|
| Enzymatic synthesis of L-pipecolic acid by Delta1-piperideine-2-carboxylate reductase from Pseudomonas putida. | 2006 Sep |
|
| Mechanistic aspects and redox properties of hyperthermophilic L-proline dehydrogenase from Pyrococcus furiosus related to dimethylglycine dehydrogenase/oxidase. | 2007 Apr |
|
| Stereochemical and skeletal diversity employing pipecolate ester scaffolds. | 2007 Apr 12 |
|
| Conformational preferences of proline analogues with different ring size. | 2007 Apr 5 |
|
| Allelic and non-allelic heterogeneities in pyridoxine dependent seizures revealed by ALDH7A1 mutational analysis. | 2007 Aug |
|
| Pyridoxine-dependent seizures in Dutch patients: diagnosis by elevated urinary alpha-aminoadipic semialdehyde levels. | 2007 Aug |
|
| Biochemical and molecular characterization of 18 patients with pyridoxine-dependent epilepsy and mutations of the antiquitin (ALDH7A1) gene. | 2007 Jan |
|
| 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 Jan 26 |
|
| Browning of furfural and amino acids, and a novel yellow compound, furpipate, formed from lysine and furfural. | 2007 Jul |
|
| Synthesis and biological activity of oxytocin analogues containing conformationally-restricted residues in position 7. | 2007 Jun |
|
| An efficient synthesis of enantiomerically pure (R)-pipecolic acid, (S)-proline, and their N-alkylated derivatives. | 2007 Mar 2 |
|
| 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 May |
|
| Potent and selective agonists of alpha-melanotropin (alphaMSH) action at human melanocortin receptor 5; linear analogs of alpha-melanotropin. | 2007 May |
|
| Biochemical characterisation of recombinant Streptomyces pristinaespiralis L-lysine cyclodeaminase. | 2007 May |
|
| Silencing of core transcription factors in human EC cells highlights the importance of autocrine FGF signaling for self-renewal. | 2007 May 16 |
|
| Functional analysis of genes encoding putative oxidoreductases in Aspergillus oryzae, which are similar to fungal fructosyl-amino acid oxidase. | 2007 Nov |
|
| Unbiased characterization of genotype-dependent metabolic regulations by metabolomic approach in Arabidopsis thaliana. | 2007 Nov 21 |
|
| 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 |
|
| The peroxisome: still a mysterious organelle. | 2008 Apr |
|
| Mechanistic studies of amide bond scission during acidolytic deprotection of Pip containing peptide. | 2008 Aug |
|
| Proline modulates the intracellular redox environment and protects mammalian cells against oxidative stress. | 2008 Feb 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:53:21 GMT 2023
by
admin
on
Sat Dec 16 09:53:21 GMT 2023
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| Record UNII |
6O89Q83G5X
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| Record Status |
Validated (UNII)
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| Record Version |
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m8840
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6O89Q83G5X
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239-991-1
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85923
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15862-86-9
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DTXSID10935955
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