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Polymerization of alpha-amino acid N-carboxyanhydrides catalyzed by rare earth tris(borohydride) complexes: Mechanism and hydroxy-endcapped polypeptides

In this work, rare earth tris(borohydride) complexes, Ln(BH 4)3(THF)3 (Ln = Sc, Y, La, and Dy), have been used to catalyze the ring-opening polymerization of gamma-benzyl-L-glutamate N-carboxyanhydride (BLG NCA). All the catalysts show high activities and the resulting poly(gamma-benzyl-L-glutamate)s (PBLGs) are recovered with high yields (?90%). The molecular weights (MWs) of PBLG can be controlled by the molar ratios of monomer to catalyst, and the MW distributions (MWDs) are relatively narrow (as low as 1.16) depending on the rare earth metals and reaction temperatures. Block copolypeptides can be easily synthesized by the sequential addition of two monomers. The obtained P(gamma-benzyl-L-glutamate- b-mu-carbobenzoxy-L-lysine) [P(BLG-b-BLL)] and P(gamma-benzyl-L-glutamate-b- alanine) [P(BLG-b-ALA)] have been well characterized by NMR, gel permeation chromatography, and differential scanning calorimetry measurements. A random copolymer P(BLG-co-BLL) with a narrow MWD of 1.07 has also been synthesized. The polymerization mechanisms have been investigated in detail. The results show that both nucleophilic attack at the 5-CO of NCA and deprotonation of 3-NH of NCA in the initiation process take place simultaneously, resulting in two active centers, that is, an yttrium ALA carbamate derivative [H2BOCH 2(CH)NHC(O)OLni£] and a N-yttriumlated ALA NCA. Propagation then proceeds on these centers via both normal monomer insertion and polycondensation. After termination, two kinds of telechelic polypeptide chains, that is, alpha-hydroxyl-omega-aminotelechelic chains and alpha-carboxylic-omega-aminotelechelic ones, are formed as characterized by MALDI-TOF MS, 1H NMR, 13C NMR, 1H-1H COSY, and 1H-13C HMQC measurements. By decreasing the reaction temperature, the normal monomer insertion pathway can be exclusively selected, forming an unprecedented alpha-hydroxyl-omega-aminotelechelic polypeptide.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2732NO – PubChem

 

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All-active antitumor micelles via triggered lipid peroxidation

Traditional antitumor nanomedicines have been suffering from the poor tumor targeting (ca. 1%) by the enhanced permeability and retention (EPR) effect, and the low drug loading (<5%). It was postulated that engineering all-active nanoplatform could increase the therapeutic efficacy to enable the nanocarrier function as both vehicle and active ingredient. To achieve this, a photosensitizer, Ce6 was encapsulated within polymeric micelles with unsaturated fatty acids as the building blocks. Upon light irradiation, the singlet oxygen produced by Ce6 induced lipid peroxidation, resulting in the generation of both active free radicals and aldehydes. These supplementary radicals could exert cytotoxic effect for direct killing tumor cells. The aldehyde end-products induced significant cell cycle arrest at G2 phase in 4T1 cells. The peroxidation process also facilitated the on-demand disassembly of micelles and rapid release of Ce6 to maximize the therapeutic effect of singlet oxygen. These all-active micelles showed a significantly enhanced cytotoxicity with the half maximal inhibitory concentration (IC50) of 0.6 ± 0.2 mug/mL in contrast to the control micelles at 3.4 ± 0.5 mug/mL. The improved antitumor efficacy of the all-active micelles was also demonstrated in the 4T1 tumor-bearing mice in vivo. The current work provides a facile approach to enhance the antitumor efficacy of PDT nanomedicine using the biocompatible fatty acids, which can be applied to various antitumor drugs and unsaturated lipids. Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Formula: C15H18N2O5, you can also check out more blogs about1676-86-4

Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H2712NO – PubChem

 

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Synthetic Route of 1676-86-4, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 1676-86-4, Name is (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate, molecular formula is C15H18N2O5. In a Patent£¬once mentioned of 1676-86-4

A charge conversion nano pharmaceutical composition and its preparation method (by machine translation)

The invention is applicable to the field of medical technology, provides a charge conversion nano pharmaceutical composition and its preparation method. The charge conversion nano-drug composition comprises a drug and of which the kernel, the kernel states carries the medicineoutside states the nucleus is to the conversion of the electric charge carrier lock, the kernel with the states carries the medicine through positive and negative charge of which the bound; states carries the medicine kernel of the positively charged carrier is a targeting peptide modified polyethylene glycol – hydrophobic modified chitosan, the drug is a hydrophobic drug, the load in the said carrier; said carrier lock for side chain modification 2, 3 – dimethyl maleic acid of a polylysine. The present invention provides a pharmaceutical composition of the charge conversion nano, realizes a plurality of medicine with a plurality of diagnostic and therapeutic method of the joint, thus for some tumor diseases has opened up new channels. (by machine translation)

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2689NO – PubChem

 

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Chemistry is traditionally divided into organic and inorganic chemistry. COA of Formula: C15H18N2O5, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 1676-86-4

Surface charge switching nanoparticles for magnetic resonance imaging and preparing method thereof

The present invention refers to weakly acidic pH, such disease of disease in which selective in response to accumulate at the site of contrast magnetic resonance imaging can be a response from the switching surface charge of nanocomposite manufacturing method relates to, lysine is poly based on monomer after alkali to thereby synthesize a, pH sensitive substances and hydrophobic material chemical bond the light emitting diode to the enclosing a magnetic ferric oxide particulate to the inside of the connector frame in the form of new nanoparticles have been prepared. An in-vivo nanoparticle manufactured in a lower pH ionic and/or acidic environment pH sensitive substances surface charge is removed the acid is switched. can act only environment. Radiocontrast media site at disease through the same by and the thickening effect contrast and.. (by machine translation)

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2692NO – PubChem

 

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Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Quality Control of (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1676-86-4, in my other articles.

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Quality Control of (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 1676-86-4, Name is (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate, molecular formula is C15H18N2O5

Synthesis of thermo- and pH-sensitive polyion complex micelles for fluorescent imaging

Two thermo- and pH-sensitive polypeptide-based copolymers, poly(N-isopropylacrylamide-co-N-hydroxymethylacrylamide)-b-poly(L-lysine) (P(NIPAAm-co-HMAAm)-b-PLL, P1) and poly(N-isopropylacrylamide-co-N- hydroxymethylacrylamide)-b-poly(glutamic acid) (P(NIPAAm-co-HMAAm)-b-PGA, P2), have been designed and synthesized by the ring-opening anionic polymerization of N-carboxyanhydrides (NCA) with amino-terminated P(NIPAAm-co-HMAAm). It was found that the block copolymers exhibit good biocompatibility and low toxicity. As a result of electrostatic interactions between the positively charged PLL and negatively charged PGA, P1 and P2 formed polyion complex (PIC) micelles consisting of polyelectrolyte complex cores and P(NIPAAm-co-HMAAm) shells in aqueous solution. The thermo- and pH-sensitivity of the PIC micelles were studied by UV/Vis spectrophotometry, dynamic light scattering (DLS), and transmission electron microscopy (TEM). Moreover, fluorescent PIC micelles were achieved by introducing two fluorescent molecules with different colors. Photographs and confocal laser scanning microscopy (CLSM) showed that the fluorescence-labeled PIC micelles exhibit thermo- and pH-dependent fluorescence, which may find wide applications in bioimaging in complicated microenvironments. Copyright

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Quality Control of (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1676-86-4, in my other articles.

Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2728NO – PubChem

 

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Reference of 1676-86-4, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1676-86-4, Name is (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate, molecular formula is C15H18N2O5. In a Article£¬once mentioned of 1676-86-4

Spontaneous formation of nanoparticle vesicles from homopolymer polyelectrolytes

Nanoparticle vesicles were spontaneously assembled from homopolymer polyamine polyelectrolytes and water-soluble, citrate-stabilized quantum dots. The further addition of silica nanoparticles to a solution of quantum dot vesicles generated stable micrometer-sized hollow spheres whose walls were formed of a thick, inner layer of close-packed quantum dots followed by an outer layer of silica. The method employed here to assemble both the nanoparticle vesicles and the hollow spheres is in direct contrast to previous syntheses that use either tailored block copolymers or oil-in-water emulsion templating. We propose that the formation of charge-stabilized hydrogen bonds between the positively charged amines of the homopolymer polyelectrolytes and the negatively charged citrate molecules stabilizing the quantum dots is responsible for the macroscopic phase separation in this completely aqueous system. The ease and processibility of the present approach gives promise for the production of a diverse array of materials ranging in applications from drug delivery to catalysis to micrometer-scale optical devices.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2703NO – PubChem

 

Some scientific research about (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate

The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 1676-86-4 is helpful to your research. Reference of 1676-86-4

Reference of 1676-86-4, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 1676-86-4, molcular formula is C15H18N2O5, introducing its new discovery.

Thermoplastic elastomers based on poly(l-Lysine)-Poly(epsilon-Caprolactone) multi-block copolymers

Novel thermoplastic elastomers based on multi-block copolymers of poly(l-lysine) (PLL), poly(N-epsilon-carbobenzyloxyl-l-lysine) (PZLL), poly(epsilon-caprolactone) (PCL), and poly(ethylene glycol) (PEG) were synthesized by combination of ring-opening polymerization (ROP) and chain extension via l-lysine diisocyanate (LDI). SEC and 1H NMR were used to characterize the multi-block copolymers, with number-average molecular weights between 38,900 and 73,400 g/mol. Multi-block copolymers were proved to be good thermoplastic elastomers with Young’s modulus between 5 and 60 MPa and tensile strain up to 1300%. The PLL-containing multi-block copolymers were electrospun into non-woven mats that exhibited high surface hydrophilicity and wettability. The polypeptide?polyester materials were biocompatible, bio-based and environment-friendly for promising wide applications.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2727NO – PubChem

 

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Amphiphilic amino acid copolymers as stabilizers for the preparation of nanocrystal dispersion

The recent advance of particle size engineering in nanometer ranges has widened the formulation opportunities of relatively water-insoluble drugs. However, the ‘nanoformulation’ suffers from a lack of systematic understanding about the requirements of polymeric stabilizers. Furthermore, the polymers that can be used for the preparation of nanocrystals are so limited that finding a proper stabilizer for a given formulation is often difficult. In this study, amino acid copolymers whose properties can systematically be tailored are developed, and their morphological and compositional effects are investigated. Copolymers containing lysine (K) as their hydrophilic segments, and phenylalanine (F) or leucine (L) as their hydrophobic segments successfully produce stable nanocrystals (200-300 nm) in water, while copolymers of K and alanine (A) could not generate nanosized particles. Not the morphology but the hydrophobicity of copolymers seems to be a critical parameter in the preparation of drug nanocrystals by wet comminution. The effective stabilization performance of copolymers requires the hydrophobic moiety content to be higher than 15 mol%. Comminution for only 5 min is long enough for nanocrystal preparation, and the crystallinity of drug is found intact after the processing.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2722NO – PubChem

 

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Molecular Strings Significantly Improved the Gene Transfection Efficiency of Polycations

High transfection efficiency and low cytotoxicity are the two key factors to be considered in the design of gene carriers. Herein, a novel and versatile gene carrier (PLL-RT) was prepared by introducing “molecular string” RT (i.e., p-toluylsulfonyl arginine) onto the polylysine backbone. The introduction of RT string contributed to the formation of multiple interactions between the polycationic gene carriers and cell membrane or DNA, as well as adopting alpha-helix conformation, all of which would be beneficial to enhance the gene transfection. In addition, RT string grafted onto other polycations such as hyperbranced PEI25k and dendrimer PAMAM could also acquire improved transfection efficiency and low cytotoxicity. Moreover, PLL-RT presented significant tumor inhibition effect in vivo. This work provided an effective strategy for constructing novel gene carriers with high transfection and low cytotoxicity.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2709NO – PubChem

 

Extended knowledge of (S)-Benzyl (4-(2,5-dioxooxazolidin-4-yl)butyl)carbamate

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Self-assembly of alpha-helices to form rare two-dimensional square P4mm symmetry via silica mineralization

Space oddity: The synthesis of a polypeptide-silica complex with a rare two-dimensional square P4mm structure is reported. The electrostatic “zipping” of the interacting amino and carboxylate groups along the alpha-helices and the diagonal formation of the silica wall between the alpha-helices were optimal for the identical azimuthal orientation of alpha-helices toward 2D square P4mm structure, which generated a new polypeptide liquid crystal phase diagram (see figure). Copyright

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2752NO – PubChem