DL-2-Piperidine-d9-carboxylic Acid - CAS 790612-94-1
Molecular Formula:
C6H2D9NO2
Molecular Weight:
138.21
COA:
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Tag:
Free Amino Acids & Derivatives (Labelled)
Description:
DL-2-Piperidine-d9-carboxylic Acid is a labelled Pipecolic acid. Pipecolic acid is a metabolite of lysine found in human physiological fluids. The level of pipecolic acid is elevated in patients with chronic liver diseases.
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Purity:
95% by HPLC; 98% atom D
Related CAS:
535-75-1 (unlabelled)
Synonyms:
DL-Homoproline-d9; (±)-Pipecolic Acid-d9; DL-Pipecolic Acid-d9; Pipecolic Acid-d9; Hexahydro-2-picolinic acid; Dihydrobaikiane-d9; 2,3,3,4,4,5,5,6,6-nonadeuteriopiperidine-2-carboxylic acid
MSDS:
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InChIKey:
HXEACLLIILLPRG-UHUJFCCWSA-N
InChI:
InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/i1D2,2D2,3D2,4D2,5D
Canonical SMILES:
C1CCNC(C1)C(=O)O
1.Molecular Basis of the Receptor Interactions of Polysialic Acid (polySia), polySia Mimetics, and Sulfated Polysaccharides.
Zhang R1,2, Loers G3, Schachner M3,4, Boelens R5, Wienk H5, Siebert S1, Eckert T6,7, Kraan S8, Rojas-Macias MA6, Lütteke T6, Galuska SP9, Scheidig A2, Petridis AK10, Liang S11, Billeter M12, Schauer R13, Steinmeyer J14, Schröder JM15, Siebert HC16. ChemMedChem. 2016 May 2. doi: 10.1002/cmdc.201500609. [Epub ahead of print]
Polysialic acid (polySia) and polySia glycomimetic molecules support nerve cell regeneration, differentiation, and neuronal plasticity. With a combination of biophysical and biochemical methods, as well as data mining and molecular modeling techniques, it is possible to correlate specific ligand-receptor interactions with biochemical processes and in vivo studies that focus on the potential therapeutic impact of polySia, polySia glycomimetics, and sulfated polysaccharides in neuronal diseases. With this strategy, the receptor interactions of polySia and polySia mimetics can be understood on a submolecular level. As the HNK-1 glycan also enhances neuronal functions, we tested whether similar sulfated oligo- and polysaccharides from seaweed could be suitable, in addition to polySia, for finding potential new routes into patient care focusing on an improved cure for various neuronal diseases. The knowledge obtained here on the structural interplay between polySia or sulfated polysaccharides and their receptors can be exploited to develop new drugs and application routes for the treatment of neurological diseases and dysfunctions.
2.Post-Stroke Depression Modulation and in Vivo Antioxidant Activity of Gallic Acid and Its Synthetic Derivatives in a Murine Model System.
Nabavi SF1, Habtemariam S2, Di Lorenzo A3, Sureda A4, Khanjani S5, Nabavi SM6, Daglia M7. Nutrients. 2016 Apr 28;8(5). pii: E248.
Gallic acid (3,4,5-trihydroxybenzoic acid, GA) is a plant secondary metabolite, which shows antioxidant activity and is commonly found in many plant-based foods and beverages. Recent evidence suggests that oxidative stress contributes to the development of many human chronic diseases, including cardiovascular and neurodegenerative pathologies, metabolic syndrome, type 2 diabetes and cancer. GA and its derivative, methyl-3-O-methyl gallate (M3OMG), possess physiological and pharmacological activities closely related to their antioxidant properties. This paper describes the antidepressive-like effects of intraperitoneal administration of GA and two synthetic analogues, M3OMG and P3OMG (propyl-3-O-methylgallate), in balb/c mice with post-stroke depression, a secondary form of depression that could be due to oxidative stress occurring during cerebral ischemia and the following reperfusion. Moreover, this study determined the in vivo antioxidant activity of these compounds through the evaluation of superoxide dismutase (SOD) and catalase (Cat) activity, thiobarbituric acid-reactive substances (TBARS) and reduced glutathione (GSH) levels in mouse brain.
3.Interaction of Di-2-pyridylketone 2-pyridine Carboxylic Acid Hydrazone and Its Copper Complex with BSA: Effect on Antitumor Activity as Revealed by Spectroscopic Studies.
Li C1, Huang T2, Fu Y3, Liu Y4, Zhou S5, Qi Z6, Li C7,8. Molecules. 2016 Apr 28;21(5). pii: E563.
The drug, di-2-pyridylketone-2-pyridine carboxylic acid hydrazone (DPPCAH) and its copper complex (DPPCAH-Cu) exhibit significant antitumor activity. However, the mechanism of their pharmacological interaction with the biological molecule bovine serum albumin (BSA) remains poorly understood. The present study elucidates the interactions between the drug and BSA through MTT assays, spectroscopic methods and molecular docking analysis. Our results indicate that BSA could attenuate effect on the cytotoxicity of DPPCAH, but not DPPCAH-Cu. Data from fluorescence quenching measurements demonstrated that both DPPCAH and DPPCAH-Cu could bind to BSA, with a reversed effect on the environment of tryptophan residues in polarity. CD spectra revealed that the DPPCAH-Cu exerted a slightly stronger effect on the secondary structure of BSA than DPPCAH. The association constant of DPPCAH with BSA was greater than that of DPPCAH-Cu. Docking studies indicated that the binding of DPPCAH to BSA involved a greater number of hydrogen bonds compared to DPPCAH-Cu.
4.Synthesis of fatty acid methyl ester from the transesterification of high- and low-acid-content crude palm oil (Elaeis guineensis) and karanj oil (Pongamia pinnata) over a calcium-lanthanum-aluminum mixed-oxides catalyst.
Syamsuddin Y1, Murat MN2, Hameed BH3. Bioresour Technol. 2016 Apr 19;214:248-252. doi: 10.1016/j.biortech.2016.04.083. [Epub ahead of print]
The synthesis of fatty acid methyl ester (FAME) from the high- and low-acid-content feedstock of crude palm oil (CPO) and karanj oil (KO) was conducted over CaO-La2O3-Al2O3 mixed-oxide catalyst. Various reaction parameters were investigated using a batch reactor to identify the best reaction condition that results in the highest FAME yield for each type of oil. The transesterification of CPO resulted in a 97.81% FAME yield with the process conditions of 170°C reaction temperature, 15:1 DMC-to-CPO molar ratio, 180min reaction time, and 10wt.% catalyst loading. The transesterification of KO resulted in a 96.77% FAME yield with the conditions of 150°C reaction temperature, 9:1 DMC-to-KO molar ratio, 180min reaction time, and 5wt.% catalyst loading. The properties of both products met the ASTM D6751 and EN 14214 standard requirements. The above results showed that the CaO-La2O3-Al2O3 mixed-oxide catalyst was suitable for high- and low-acid-content vegetable oil.
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Chemical Structure

CAS 790612-94-1 DL-2-Piperidine-d9-carboxylic Acid

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