14379-64-7Relevant academic research and scientific papers
Remarkable Salt Effects in the Highly Enhanced Enantioselective Hydrolysis of Amino Acid Esters with the Active Tripeptide in the Vesicular System
Goto, Koichi,Imamura, Chikara,Yamamoto, Shinichi,Matsumoto, Yoko,Ueoka, Ryuichi
, p. 2081 - 2084 (1994)
The remarkably high enantioselectivity (kLa,obsd/kDa,obsd = 67) was attained along with the large rate-enhancement of the L-form substrate for the hydrolytic cleavage of N-dodecanoyl-D(L)-Phe-PNP by controlling the ionic strength ( = 0.03 M, 1 M = 1 mol dm-3) in the vesicular system.
Enantioselective ester hydrolysis by an achiral catalyst co-embedded with chiral amphiphiles into a vesicle membrane
Poznik,K?nig
, p. 44456 - 44458 (2016)
Co-embedding of an amphiphilic non-chiral hydrolysis catalyst with amphiphilic chiral additives into the membrane of a phospholipid vesicle induces different rates of ester hydrolysis for enantiomeric amino acid esters.
Steric-control for the enantioselective hydrolysis of amino acid esters with membrane-bound enzyme models
Tanoue, Osamu,Baba, Manabu,Tokunaga, Yusuke,Goto, Koichi,Matsumoto, Yoko,Ueoka, Ryuichi
, p. 2129 - 2132 (1999)
The apparently complete stereoselectivity (K(L)(a,obsd)/k(D)(a,obsd)=(∞) for the hydrolysis of enantiomeric substrate (p-nitrophenyl n-dodecanoyl-D(L)-phenyalaninate; C(t2)-D(L)-Phe-PNP) catalyzed by active tripeptide (N-(benzyloxycarbonyl)-L-phenylalanyl-L- histidyl-L-leucine; Z-PheHisLeu) was attained by regulating the composition of coaggregates, ionic strength, and temperature, in coaggregate systems composed of vesicular and micellar surfactants. This can be related to the optimization of conformation in the Z-PheHisLeu catalyst to react with amino acid esters by changing of physical properties of coaggregates.
CHEMICAL UNCOUPLERS OF RESPIRATION AND METHODS OF USE THEREOF
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Paragraph 0246; 0249; 0262, (2020/11/27)
Uncoupling of respiration is a well-recognized process that increases respiration and heat production in cells. Provided herein are chemical uncouplers of respiration that are compounds of Formula (I). Also provided are methods for preventing or treating metabolic disorders and modulating metabolic processes using compound of Formula (I).
In search of bioinspired hydrogels from amphiphilic peptides: A template for nanoparticle stabilization for the sustained release of anticancer drugs
Mehra, Radha Rani,Tiwari, Priyanka,Basu, Anindya,Duttkonar, Anita
, p. 11666 - 11678 (2019/07/31)
The development of potent stimuli-responsive hydrogels has rapidly expanded in the last decades due to their diversified applications in the field of biomedicines. In accordance with this drift, herein, we aimed at modulating a series of amphiphilic peptide analogues with the general formula Me-(CH2)14-CO-NH-CH(X)-COOH, where X = CH2Ph in hydrogelators I (l-Phe) and II (d-Phe) and X = CH2Ph(OH) in hydrogelator III (l-Tyr), which displayed an excellent propensity to immobilize water at room temperature with a minimum gelation concentration of 0.04%/0.05%/0.02% w/v for hydrogelators I-III, respectively, regardless of their configuration at the C-terminal centre. To validate this threshold concentration difference, we performed computational analysis that demonstrated the ability of the side-chains of hydrogelators I and III to remain highly planar with the methylene units of the amphiphile and aromatic rings, promoting favourable correspondence through van der Waals forces and pi-pi stacking. Consequently hydrogelators I and III self-assembled in an ordered organisation superior to hydrogelator II. Furthermore, the spectroscopic and microscopic experiments revealed that the hydrogelators manifested a β-sheet conformation and nanofibrous morphology at the supramolecular level. As observed visually and additionally confirmed by differential scanning calorimetry (DSC) and rheological measurements, the hydrogels exhibited thermo-reversibility, injectability and high mechanical strength. Importantly, these biomaterials were also found to be resistant towards proteolytic degradation and non-cytotoxic in the cell line HEK 293 using a dose-dependant cell viability assay. To date, the development of a structured approach for the release of drugs in a predictable manner from an optimised formulation, using peptide-based hydrogel nanoparticles as a delivery system remains in its infancy. Hence, we developed hydrogel nanoparticles (HNPs) with our fabricated amphiphilic peptides that exploited the weak noncovalent interactions for their fabrication, unlike other cross-linked polymers that require strong covalent or ionic bonds for their formation. Interestingly, the as-synthesized nanoparticles showed an unprecedented ability to release the anticancer drugs 5-fluoro uracil/doxorubicin at physiological conditions depending on the physico-chemical parameters of the drugs. We believe that the reported injectable, biocompatible, amphiphilic peptide-based hydrogels hold future promise as a potential tool to transport drugs to a targeted site at a greater concentration, thus relieving the patient from surgical injury and simultaneously aiding in a faster recovery.
Discovery of Hydrolysis-Resistant Isoindoline N -Acyl Amino Acid Analogues that Stimulate Mitochondrial Respiration
Lin, Hua,Long, Jonathan Z.,Roche, Alexander M.,Svensson, Katrin J.,Dou, Florence Y.,Chang, Mi Ra,Strutzenberg, Timothy,Ruiz, Claudia,Cameron, Michael D.,Novick, Scott J.,Berdan, Charles A.,Louie, Sharon M.,Nomura, Daniel K.,Spiegelman, Bruce M.,Griffin, Patrick R.,Kamenecka, Theodore M.
supporting information, p. 3224 - 3230 (2018/04/23)
N-Acyl amino acids directly bind mitochondria and function as endogenous uncouplers of UCP1-independent respiration. We found that administration of N-acyl amino acids to mice improves glucose homeostasis and increases energy expenditure, indicating that this pathway might be useful for treating obesity and associated disorders. We report the full account of the synthesis and mitochondrial uncoupling bioactivity of lipidated N-acyl amino acids and their unnatural analogues. Unsaturated fatty acid chains of medium length and neutral amino acid head groups are required for optimal uncoupling activity on mammalian cells. A class of unnatural N-acyl amino acid analogues, characterized by isoindoline-1-carboxylate head groups (37), were resistant to enzymatic degradation by PM20D1 and maintained uncoupling bioactivity in cells and in mice.
COMPOSITIONS IN THE FORM OF AN INJECTABLE AQUEOUS SOLUTION COMPRISING AMYLIN, AN AMYLIN RECEPTOR AGONIST OR AN AMYLIN ANALOG, AND A CO-POLYAMINO ACID
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Paragraph 0543-0546; 0623-0626, (2018/07/31)
An injectable aqueous solution, of which the pH is from 6.0 to 8.0, comprising at least: a) amylin, an amylin receptor agonist or an amylin analog; b) a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy, said co-polyamino acid consisting of glutamic or aspartic units and said hydrophobic radicals Hy having the following formula I: [in-line-formulae]?GpR?r?GpA?a?GpC)p ??I[/in-line-formulae] wherein the composition does not comprise a basal insulin of which the isoelectric point pI is from 5.8 to 8.5. It also relates to a composition wherein it moreover comprises a prandial insulin.
Preparation of dual responsive low-molecular-weight hydrogel for long-lasting drug delivery
Tao, Ning,Li, Guotao,Liu, Miaochang,Gao, Wenxia,Wu, Huayue
, p. 3173 - 3180 (2017/05/08)
A novel low-molecular-weight hydrogel (LMWG) was fabricated by oligopeptide and phenylboronic acid to obtain a smart molecular hydrogel with dual glucose and pH response for long-term drug delivery in this study. Dual glucose and pH responsiveness of the blank molecular hydrogel was first evaluated by on-line tracking the dynamics curves using UV spectroscopy. Model drugs of phenformin for antidiabetes and doxorubicin for anticancer were selected to evaluate the drug carry and glucose/pH responsive drug release of the molecular hydrogel. The results showed the drug-loaded LMWG had good sustaining and long-lasting drug delivery in physiological or pathological environment.
Compositions in the form of an injectable aqueous solution comprising human glucagon and a co-polyamino acid
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Paragraph 0554; 0555; 0556; 0557; 0635; 0636; 0637; 638, (2018/01/09)
An injectable aqueous solution, the pH of which is from 6.0 to 8.0, having at least: a) human glucagon, and b) a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy. In an embodiment, the compositions have, in addition, a gastrointestinal hormone.
METHODS FOR IDENTIFICATION, ASSESSMENT, PREVENTION, AND TREATMENT OF METABOLIC DISORDERS USING PM20D1 AND N-LIPIDATED AMINO ACIDS
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Page/Page column 129; 130, (2017/05/17)
The present invention relates to methods for identifying, assessing, preventing, and treating metabolic disorders and modulating metabolic processes using PM20D1 and N- lipidated amino acids.
