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Merck
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Documentos

656356

Sigma-Aldrich

(R)-(−)-3-Piperidinecarboxylic acid

97%

Sinónimos:

(R)-(−)-Nipecotic acid

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About This Item

Fórmula empírica (notación de Hill):
C6H11NO2
Número de CAS:
25137-00-2
Peso molecular:
129.16
MDL number:
MFCD01630787
UNSPSC Code:
12352005
PubChem Substance ID:
24884153
NACRES:
NA.22

assay

97%

form

solid

optical activity

[α]22/D −5°, c = 1 in H2O

mp

251-255 °C

application(s)

peptide synthesis

SMILES string

OC(=O)[C@@H]1CCCNC1

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

Gene Information

human ... SLC6A1(6529) , SLC6A11(6538) , SLC6A12(6539)
mouse ... Slc6a1(232333)
rat ... Slc6a1(79212) , Slc6a12(50676)

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Categorías relacionadas

General description

(R)-(-)-3-Piperidinecarboxylic acid is an inhibitor of GABA (γ-aminobutyric acid) uptake.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Moslem Mohammadi et al.
Toxicology, 244(1), 42-48 (2007-12-07)
A synaptosomal model was used to evaluate in vivo effects of paraoxon on the uptake of [(3)H]GABA in rat cerebral cortex and hippocampus. Male Wistar rats were given a single intraperitoneal injection of one of three doses of paraoxon (0.1
Carmela Napolitano et al.
Molecules (Basel, Switzerland), 14(9), 3268-3274 (2009-09-29)
As a novel example of improved entry of poorly delivered drugs into the brain by means of nutrient conjugates, L-carnitine was conjugated to nipecotic acid and the capacity to antagonize PTZ-induced convulsions of this novel entity was evaluated.
Inhibition of the uptake of GABA and related amino acids in rat brain slices by the optical isomers of nipecotic acid.
G A Johnston et al.
Journal of neurochemistry, 26(5), 1029-1032 (1976-05-01)
Robert A Darnall et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 302(5), R551-R560 (2011-12-14)
Arousal is an important defense against hypoxia during sleep. Rat pups exhibit progressive arousal impairment (habituation) with multiple hypoxia exposures. The mechanisms are unknown. The medullary raphe (MR) is involved in autonomic functions, including sleep, and receives abundant GABAergic inputs.
Saori Ikeda et al.
American journal of physiology. Gastrointestinal and liver physiology, 303(3), G291-G297 (2012-06-09)
Taurine is essential for the hepatic synthesis of bile salts and, although taurine is synthesized mainly in pericentral hepatocytes, taurine and taurine-conjugated bile acids are abundant in periportal hepatocytes. One possible explanation for this discrepancy is that the active supply
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