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Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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SKU | Size | Availability | Price | Qty |
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P119075-250mg | 250mg | In stock | $11.90 | |
P119075-1g | 1g | In stock | $35.90 | |
P119075-5g | 5g | In stock | $99.90 | |
P119075-25g | 25g | In stock | $448.90 | |
P119075-100g | 100g | In stock | $1,615.90 |
Synonyms | (R)-piperidine-3-carboxylic acid | 25137-00-2 | (R)-(-)-Nipecotic acid | (R)-nipecotic acid | (3R)-piperidine-3-carboxylic acid | (R)-(-)-3-Piperidinecarboxylic acid | (-)-nipecotic acid | (3R)-nipecotic acid | 3-Piperidinecarboxylic acid, (R)- | (3R)-(-)-piperidine-3-carb |
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Specifications & Purity | ≥98% |
Shipped In | Normal |
Product Description | Product Describtion: (R)-(-)-3-Piperidinecarboxylic acid is an inhibitor of GABA (γ-aminobutyric acid) uptake. |
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Pubchem Sid | 488192001 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488192001 |
IUPAC Name | (3R)-piperidine-3-carboxylic acid |
INCHI | InChI=1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1 |
InChi Key | XJLSEXAGTJCILF-RXMQYKEDSA-N |
Canonical SMILES | C1CC(CNC1)C(=O)O |
Isomeric SMILES | C1C[C@H](CNC1)C(=O)O |
WGK Germany | 3 |
PubChem CID | 1796510 |
Molecular Weight | 129.16 |
Reaxy-Rn | 81097 |
Enter Lot Number to search for COA:
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Lot Number | Certificate Type | Date | Item |
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G2310296 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310298 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310299 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310300 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310301 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310302 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310303 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310304 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310305 | Certificate of Analysis | Mar 14, 2023 | P119075 |
G2310307 | Certificate of Analysis | Mar 14, 2023 | P119075 |
C2307864 | Certificate of Analysis | Nov 28, 2022 | P119075 |
C2307867 | Certificate of Analysis | Nov 28, 2022 | P119075 |
C2307872 | Certificate of Analysis | Nov 28, 2022 | P119075 |
C2307876 | Certificate of Analysis | Nov 28, 2022 | P119075 |
C2307886 | Certificate of Analysis | Nov 28, 2022 | P119075 |
Specific Rotation[α] | -5.5° (C=5,H2O) |
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Melt Point(°C) | 251-255 °C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
Reaxy-Rn | 81097 |
1. Dodd JR, Christie DL. (2007) Selective amino acid substitutions convert the creatine transporter to a gamma-aminobutyric acid transporter.. J Biol Chem, 282 (21): (15528-33). [PMID:17400549] |
2. Herd MB et al.. (2013) Extrasynaptic GABA(A) receptors couple presynaptic activity to postsynaptic inhibition in the somatosensory thalamus.. J Neurosci, 33 (37): (14850-68). [PMID:24027285] |
3. G A Johnston,P Krogsgaard-Larsen,A L Stephanson,B Twitchin. (1976-05-01) Inhibition of the uptake of GABA and related amino acids in rat brain slices by the optical isomers of nipecotic acid.. Journal of neurochemistry, 26 ((5)): (1029-1032). [PMID:1271062] |
4. Jianbin Zheng,Ren Wen,Xiaomin Luo,Guoqiang Lin,Jiange Zhang,Linfeng Xu,Lihe Guo,Hualiang Jiang. (2005-10-26) Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I).. Bioorganic & medicinal chemistry letters, 16 ((1)): (225-227). [PMID:16246548] |
5. O Kakinohana,M P Hefferan,S Nakamura,M Kakinohana,J Galik,Z Tomori,J Marsala,T L Yaksh,M Marsala. (2006-06-27) Development of GABA-sensitive spasticity and rigidity in rats after transient spinal cord ischemia: a qualitative and quantitative electrophysiological and histopathological study.. Neuroscience, 141 ((3)): (1569-1583). [PMID:16797137] |
6. Sayumi Fujimori,Eiichi Hinoi,Takeshi Takarada,Mika Iemata,Yoshifumi Takahata,Yukio Yoneda. (2006-10-07) Possible expression of a particular gamma-aminobutyric acid transporter isoform responsive to upregulation by hyperosmolarity in rat calvarial osteoblasts.. European journal of pharmacology, 550 ((1-3)): (24-32). [PMID:17022965] |
7. C J Watson,R Lydic,H A Baghdoyan. (2006-10-24) Sleep and GABA levels in the oral part of rat pontine reticular formation are decreased by local and systemic administration of morphine.. Neuroscience, 144 ((1)): (375-386). [PMID:17055662] |
8. José Luiz Liberato,Alexandra Olimpio Siqueira Cunha,Márcia Renata Mortari,Erica Aparecia Gelfuso,René de Oliveira Beleboni,Joaquim Coutinho-Netto,Wagner Ferreira dos Santos. (2006-11-11) Anticonvulsant and anxiolytic activity of FrPbAII, a novel GABA uptake inhibitor isolated from the venom of the social spider Parawixia bistriata (Araneidae: Araneae).. Brain research, 1124 ((1)): (19-27). [PMID:17094952] |
9. Khashayar Nassery,Victor Marino,David A S Parker. (2007-02-06) Uptake and release of [(3)H]GABA in human dental pulp.. Archives of oral biology, 52 ((7)): (607-613). [PMID:17276385] |
10. Jiange Zhang,Pei Zhang,Xianbo Liu,Kai Fang,Guoqiang Lin. (2007-05-23) Synthesis and biological evaluation of (R)-N-(diarylmethylthio/sulfinyl)ethyl/propyl-piperidine-3-carboxylic acid hydrochlorides as novel GABA uptake inhibitors.. Bioorganic & medicinal chemistry letters, 17 ((13)): (3769-3773). [PMID:17517506] |
11. Clarissa De Sampaio Schitine,Regina Célia Cussa Kubrusly,Ricardo Augusto De Melo Reis,Edna Nanami Yamasaki,Maria Christina Fialho De Mello,Fernando Garcia De Mello. (2007-10-31) GABA uptake by purified avian Müller glia cells in culture.. Neurotoxicity research, 12 ((2)): (145-153). [PMID:17967738] |
12. Moslem Mohammadi,Esmaeel Ghani,Asghar Ghasemi,Ali Khoshbaten,Alireza Asgari. (2007-12-07) Synaptosomal GABA uptake decreases in paraoxon-treated rat brain.. Toxicology, 244 ((1)): (42-48). [PMID:18055092] |
13. Andrea Kragler,Georg Höfner,Klaus T Wanner. (2008-04-09) Synthesis and biological evaluation of aminomethylphenol derivatives as inhibitors of the murine GABA transporters mGAT1-mGAT4.. European journal of medicinal chemistry, 43 ((11)): (2404-2411). [PMID:18395300] |
14. Ryo Shintani,Masataka Murakami,Tamio Hayashi. (2008-12-17) Stereoselective synthesis of nipecotic acid derivatives via palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with imines.. Organic letters, 11 ((2)): (457-459). [PMID:19072063] |
15. Sabrina S Jedlicka,Maria Dadarlat,Travis Hassell,Yanzhu Lin,Aaron Young,Min Zhang,Pedro Irazoqui,Jenna L Rickus. (2009-07-04) Calibration of neurotransmitter release from neural cells for therapeutic implants.. International journal of neural systems, 19 ((3)): (197-212). [PMID:19575508] |
16. Carmela Napolitano,Martina Scaglianti,Emanuela Scalambra,Stefano Manfredini,Luca Ferraro,Sarah Beggiato,Silvia Vertuani. (2009-09-29) Carnitine conjugate of nipecotic acid: a new example of dual prodrug.. Molecules (Basel, Switzerland), 14 ((9)): (3268-3274). [PMID:19783924] |
17. Morteza Malakoutikhah,Roger Prades,Meritxell Teixidó,Ernest Giralt. (2010-02-23) N-methyl phenylalanine-rich peptides as highly versatile blood-brain barrier shuttles.. Journal of medicinal chemistry, 53 ((6)): (2354-2363). [PMID:20170117] |
18. Mark R Faust,Georg Höfner,Jörg Pabel,Klaus T Wanner. (2010-03-12) Azetidine derivatives as novel gamma-aminobutyric acid uptake inhibitors: synthesis, biological evaluation, and structure-activity relationship.. European journal of medicinal chemistry, 45 ((6)): (2453-2466). [PMID:20219271] |
19. Hong Gao,Bret N Smith. (2010-03-17) Zolpidem modulation of phasic and tonic GABA currents in the rat dorsal motor nucleus of the vagus.. Neuropharmacology, 58 ((8)): (1220-1227). [PMID:20226798] |
20. Philip M Duy,Luxi Xia,Donald Bartlett,J C Leiter. (2010-04-27) An adenosine A(2A) agonist injected in the nucleus of the solitary tract prolongs the laryngeal chemoreflex by a GABAergic mechanism in decerebrate piglets.. Experimental physiology, 95 ((7)): (774-787). [PMID:20418346] |
21. Søren Skovstrup,Olivier Taboureau,Hans Bräuner-Osborne,Flemming Steen Jørgensen. (2010-05-22) Homology modelling of the GABA transporter and analysis of tiagabine binding.. ChemMedChem, 5 ((7)): (986-1000). [PMID:20491137] |
22. Jana Mejía-Toiber,José Abraham Márquez-Ramos,Mauricio Díaz-Muñoz,Fernando Peña,Manuel B Aguilar,Magda Giordano. (2010-06-25) Glutamatergic excitation and GABA release from a transplantable cell line.. Cell transplantation, 19 ((10)): (1307-1323). [PMID:20573306] |
23. Michael P DeNinno,Stephen W Wright,Michael S Visser,John B Etienne,Dianna E Moore,Thanh V Olson,Benjamin N Rocke,Melissa P Andrews,Cynthia Zarbo,Michele L Millham,Brian P Boscoe,David D Boyer,Shawn D Doran,Karen L Houseknecht. (2011-04-05) 1,5-Substituted nipecotic amides: selective PDE8 inhibitors displaying diastereomer-dependent microsomal stability.. Bioorganic & medicinal chemistry letters, 21 ((10)): (3095-3098). [PMID:21459572] |
24. Robert A Darnall,Robert W Schneider,Christine M Tobia,Benjamin M Zemel. (2011-12-14) Arousal from sleep in response to intermittent hypoxia in rat pups is modulated by medullary raphe GABAergic mechanisms.. American journal of physiology. Regulatory, integrative and comparative physiology, 302 ((5)): (R551-R560). [PMID:22160541] |
25. Chia-Hui Wu,Chia-Wen Pen,Pei-Yun Wang,Shau-Wei Tsai. (2012-03-31) An efficient lipase-catalyzed enantioselective hydrolysis of (R,S)-azolides derived from N-protected proline, pipecolic acid, and nipecotic acid.. Applied microbiology and biotechnology, 97 ((4)): (1581-1587). [PMID:22460590] |
26. Saori Ikeda,Masanori Tachikawa,Shin-ichi Akanuma,Jun Fujinawa,Ken-ichi Hosoya. (2012-06-09) Involvement of γ-aminobutyric acid transporter 2 in the hepatic uptake of taurine in rats.. American journal of physiology. Gastrointestinal and liver physiology, 303 ((3)): (G291-G297). [PMID:22678999] |
27. Søren Skovstrup,Laurent David,Olivier Taboureau,Flemming Steen Jørgensen. (2012-06-28) A steered molecular dynamics study of binding and translocation processes in the GABA transporter.. PloS one, 7 ((6)): (e39360-e39360). [PMID:22737235] |
28. Ulrich Arnold,Bayard R Huck,Samuel H Gellman,Ronald T Raines. (2012-12-15) Protein prosthesis: β-peptides as reverse-turn surrogates.. Protein science : a publication of the Protein Society, 22 ((3)): (274-279). [PMID:23238807] |
29. Erica A Gelfuso,José L Liberato,Alexandra O S Cunha,Márcia R Mortari,Renê O Beleboni,Norberto P Lopes,Wagner F Dos Santos. (2013-04-09) Parawixin2, a novel non-selective GABA uptake inhibitor from Parawixia bistriata spider venom, inhibits pentylenetetrazole-induced chemical kindling in rats.. Neuroscience letters, 543 (12-16). [PMID:23562887] |
30. Fulvia Bongianni,Donatella Mutolo,Furio Nardone,Tito Pantaleo. (2006-04-25) GABAergic and glycinergic inhibitory mechanisms in the lamprey respiratory control.. Brain research, 1090 ((1)): (134-145). [PMID:16630584] |