D-Glutamic acid dimethyl ester
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| Category | Others |
| Catalog number | BBF-04698 |
| CAS | 16422-27-8 |
| Molecular Weight | 175.2 |
| Molecular Formula | C7H13NO4 |
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Specification
| Synonyms | (R)-dimethyl 2-aminopentanedioate; dimethyl D-glutamate |
| IUPAC Name | dimethyl (2R)-2-aminopentanedioate |
| Canonical SMILES | COC(=O)CCC(C(=O)OC)N |
| InChI | InChI=1S/C7H13NO4/c1-11-6(9)4-3-5(8)7(10)12-2/h5H,3-4,8H2,1-2H3/t5-/m1/s1 |
| InChI Key | YEJSPQZHMWGIGP-RXMQYKEDSA-N |
Properties
| Boiling Point | 224.3±25.0°C (Predicted) |
| Density | 1.129±0.06 g/cm3 (Predicted) |
Reference Reading
1. Charge-reversal nanoparticles: novel targeted drug delivery carriers
Xinli Chen, Lisha Liu, Chen Jiang Acta Pharm Sin B. 2016 Jul;6(4):261-7. doi: 10.1016/j.apsb.2016.05.011. Epub 2016 Jun 8.
Spurred by significant progress in materials chemistry and drug delivery, charge-reversal nanocarriers are being developed to deliver anticancer formulations in spatial-, temporal- and dosage-controlled approaches. Charge-reversal nanoparticles can release their drug payload in response to specific stimuli that alter the charge on their surface. They can elude clearance from the circulation and be activated by protonation, enzymatic cleavage, or a molecular conformational change. In this review, we discuss the physiological basis for, and recent advances in the design of charge-reversal nanoparticles that are able to control drug biodistribution in response to specific stimuli, endogenous factors (changes in pH, redox gradients, or enzyme concentration) or exogenous factors (light or thermos-stimulation).
2. (R)-α-Lipoyl-Gly-l-Pro-l-Glu dimethyl ester as dual acting agent for the treatment of Alzheimer's disease
Lisa Marinelli, Erika Fornasari, Antonio Di Stefano, Hasan Turkez, Mehmet Enes Arslan, Piera Eusepi, Michele Ciulla, Ivana Cacciatore Neuropeptides. 2017 Dec;66:52-58. doi: 10.1016/j.npep.2017.09.001. Epub 2017 Oct 2.
In this study, effects of LA-GPE (R-α-Lipoyl-Gly-l-Pro-l-Glu dimethyl ester) and GPE (Gly-L-Pro-L-Glu) on the cytotoxic action of Aβ1-42 were tested with differentiated human neuroblastoma SH-SY5Y cells as cellular Alzheimer model via measurements of mitochondrial viability (MTT assay) and lactate dehydrogenase release (LDH assay). Effects of LA-GPE and GPE on acetylcholinesterase (AChE) activity, total antioxidant capacity (TAC) and total oxidative status (TOS) levels, and neural cell apoptosis and necrosis were also determined. In addition, biological safety of these novel formulations was evaluated in human blood cells using different cytotoxicity and genotoxicity assays. Our results indicated that both compounds could block Aβ1-42 induced cell death. LA-GPE reduced Aβ-induced AChE activity and oxidative stress, suggesting it as a multifunctional compound potentially valuable for the treatment of Alzheimer's disease (AD).
3. Fabrication of triblock ABA type peptide dendrimer based on glutamic acid dimethyl ester and PEG as a potential nano drug delivery agent
Hassan Namazi, Yousef Toomari, Hassan Abbaspour Bioimpacts. 2014;4(4):175-82. doi: 10.15171/bi.2014.010. Epub 2014 Nov 22.
Introduction: Peptide dendrimers build up from amino acids and they simulate to artificial proteins with globular architecture. These characteristics furnish peptide dendrimers with best biodegradability and biocompatibility in drug delivery systems. Methods: A barbell-like dendrimer from glutamic acid dimethyl ester-poly (ethylene glycol)-glutamic acid dimethyl ester as ABA-type triblock copolymer (PG-PEG-PG) was prepared with liquid-phase peptide synthesis via a divergent approach. PEG 600 diacid (PEG-A) and glutamic acid dimethyl ester were used as the core and the monomeric building blocks, respectively. Linear-dendritic copolymer was prepared in the presence of DCC in pyridine. Transmission electron microscope (TEM) was used for measuring the size of first generation (G1-COOH) and second generation (G2-COOH) of dendrimer compounds. Thermal behavior of the synthesized dendrimers was investigated using DSC. Results: The desired generations G1-COOH, G2-COOH and G3-COOH were prepared by divergent method using PEG diacid 600 as a core compound. The size range of the resulted particles was found to be 20-100 nm for various generations. The isolated dendrimer was examined as the drug-delivery agent and the controlled release was carried out for drug molecule in pH 7.4. Conclusion: Based on the obtained results, the synthesized biocompatible dendrimers could potentially be utilized as a drug carrier agent.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
