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The asymmetric epoxidation of chalcone and other electron-poor olefins in a triphase system (water-organic solvent-polyaminoacid) affords optically active oxiranes.The influence of the molecular structure of catalysts and of their secondary conformation on the enantioselectivity of the reaction has also been examined.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1497NO – PubChem

 

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The synthesis of amino acid and dipeptide derivatives of daunorubicin (DNR) is described. The binding-affinity parameters for DNA of those derivatives were determined by a spectral titration method. The affinity constants of the amino acid and dipeptide derivatives are, respectively, three and ten times lower than that of DNR. The susceptibility of those derivatives toward lysosomal peptidases was studied. It was found that the Leu and the Ala-Leu derivatives are the most rapidly hydrolyzed into DNR. It is concluded that Leu-DNR and Ala-Leu-DNR could act as prodrugs of DNR, which could be activated inside or in the close vicinity of tumor cells which display a high aminopeptidase activity.

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3190-70-3, Name is (S)-4-Isobutyloxazolidine-2,5-dione, belongs to oxazolidine compound, is a common compound. name: (S)-4-Isobutyloxazolidine-2,5-dioneIn an article, once mentioned the new application about 3190-70-3.

Amphiphilic block copolymers of poly(L-leucine-co-ethylene glycol) (PLeum-PEGn) having three different compositions, m:n = 80:23, 57:46, and 66:114, were prepared and spread at an air-water interface to form a stable monolayer. The alpha-helical conformation of PLeu segment in the monolayers was confirmed by FT-IR and circular dichroism measurements. The molecular orientation of PLeu helix rods in the monolayer was estimated by surface pressure-area isotherm and FT-IR reflection absorption spectroscopy measurements. As a result, we confirmed that alpha-helix rod of PLeu segment oriented slightly normal to the membrane plane. Furthermore, it was indicated that each alpha-helical rod in the PLeu57-PEG46 monolayer is effectively oriented normal to the interface compared to that in the PLeu80-PEG23 and PLeu66-PEG114 monolayers.

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Oxazolidine – Wikipedia,
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A Friedel-Crafts-type alpha-aminoacylation of alkylbenzene with N-carboxy anhydrides of five L-alpha-amino acids was developed.Five new alpha-aminoalkyl p-methylphenyl ketones and other alpha-aminoalkyl aryl ketones were obtained and isolated as free bases or hydrochloride salts.The chiralities of the original L-alpha-amino acids were retained during this acylation.

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We report unique phenomena where the transition from a homochiral helix to a heterochiral helix occurs by increasing the chain length of the l-sequence. Peptides composed of the l-Leu sequences with different lengths and the achiral nona-sequence at the C-terminal side were used here. Conformation of their peptides in solution was investigated mainly by using CD analysis in various solvents, or additionally by IR and NMR. When the l-sequence has a sufficient length, a left-handed helicity was induced in the achiral sequence. Notably, the polymeric l-sequence produced a heterochiral helix that switches the helix sense around the boundary of the chiral/achiral sequence. Energy calculation demonstrated that a stable heterochiral helix favors a bending form, while a homochiral helix takes a relatively straight form. Such a bending form was suggested to be advantageous to solvent effects. The “Schellman motif” has been recognized as a local heterochiral structure in protein helices. We propose a nucleation model of a heterochiral helix through the covalent chiral domino effect derived from the Schellman motif. The present findings not only offer us novel design of a heterochiral helix but also support an elementary model for the origins of homochiral-heterochiral structures from primitive chiral/achiral sequences. Copyright

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Oxazolidine – Wikipedia,
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Enantioselective One-Pot Synthesis of alpha,beta-Epoxy Ketones via Aerobic Oxidation of Cyclopropanols

An efficient, mild, and environmentally benign method was developed for the asymmetric synthesis of 2-oxyranyl ketones from easily available tertiary cyclopropanols. The one-pot protocol includes the aerobic oxidation of cyclopropanol derivatives catalyzed by Mn(III) complexes followed by the poly-l-leucine-assisted stereoselective elimination of water from the intermediate peroxides with DBU to afford the corresponding epoxy ketones in high yields and good-to-excellent enantioselectivities (up to 97%).

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Oxazolidine – Wikipedia,
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Oligopeptides and copeptides of homochiral sequence, via beta-sheets, from mixtures of racemic alpha-amino acids, in a one-pot reaction in water; relevance to biochirogenesis

As part of our studies on the biochirogenesis of peptides of homochiral sequence during early evolution, the formation of oligopeptides composed of 14-24 residues of the same handedness in the polymerization of DL-leucine (Leu), DL-phenylalanine (Phe), and DL-valine (Val) in aqueous solutions, by activation with N,N?-carbonyldiimidazole and then initiation with a primary amine, in a one-pot reaction, was demonstrated by MALDI-TOF MS using deuterium enantio-labeled alpha-amino acids. The formation of long isotactic peptides is rationalized by the following steps occurring in tandem: (i) creation of a library of short diasteroisomeric oligopeptides containing isotactic peptides in excess in comparison to a binomial kinetics, as a result of an asymmetric induction exerted by the N-terminal residue of a given handedness; (ii) precipitation of the less soluble racemic isotactic penta- and hexapeptides in the form of beta-sheets that are delineated by homochiral rims; (iii) regio-enantiospecific chain elongation occurring heterogeneously at the beta-sheets/solution interface. Polymerization of L-Leu with L-isoleucine (Ile) or L-Phe with L-1N-Me-histidine yielded mixtures of copeptides containing both residues. In contrast, in the polymerization of the corresponding mixtures of L- + D-alpha-amino acids, the long oligopeptides were composed mainly from oligo-L-Leu and oligo-D-Ile in the first system and oligo-D-Phe in the second. Furthermore, in the polymerization of mixtures of hydrophobic racemic alpha-amino acids DL-Leu, DL-Val, and DL-Phe and with added racemic DL-alanine and DL-tyrosine, copeptides of homochiral sequences are most dominantly represented. Possible routes for a spontaneous “mirror-symmetry breaking” process of the racemic mixtures of homochiral peptides are presented.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1508NO – PubChem

 

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HYBRID BLOCK COPOLYMER MICELLES WITH MIXED STEREOCHEMISTRY FOR ENCAPSULATION OF HYDROPHOBIC AGENTS

The present invention relates to the field of polymer chemistry and more particularly to multiblock copolymers and micelles comprising the same.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1490NO – PubChem

 

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Cooperative hierarchical self-assembly of peptide dendrimers and linear polypeptides into nanoarchitectures mimicking viral capsids

Peptidesomes are nanoparticles that are built by a two-step self-assembly of globular peptide dendrimers with lysine endgroups (red spheres in picture) and poly(L-leucine) carrying one glutamic acid residue (blue lines with red dot). These viral-capsid-mimicking nanoarchitectures exhibit high gene transfection efficacy and thus are promising nonviral vectors for biomedical applications. Copyright

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Oxazolidine – Wikipedia,
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Novel conditions for the Julia-Colonna epoxidation reaction providing efficient access to chiral, nonracemic epoxides

The addition of a phase-transfer catalyst significantly accelerates the Julia-Colonna epoxidation reaction yielding chiral, nonracemic epoxy ketones. Furthermore, a reliable procedure for the preparation of highly active poly-L-leucine catalyst is reported.

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Oxazolidine – Wikipedia,
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