Category: 57044-25-4

Ding, Shi published the artcileDesign, synthesis and structure-activity relationship evaluation of novel LpxC inhibitors as Gram-negative antibacterial agents, Related Products of alcohols-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(2), 94-102, database is CAplus and MEDLINE.

LpxC inhibitors are new-type antibacterial agents developed in the last twenty years, mainly against Gram-neg. bacteria infections. To develop novel LpxC inhibitors with good antibacterial activities and biol. metabolism, the authors summarized the basic skeleton of reported LpxC inhibitors, designed and synthesized several series of compounds and tested their antibacterial activities against Escherichia coli and Pseudomonas aeruginosa in vitro. Structure-activity relations are discussed. The metabolism stability of YDL-2, YDL-5, YDL-8, YDL-14, YDL-20-YDL-23 were evaluated in liver microsomes, which indicated that the 2-amino iso-Pr group may be a preferred structure than the 2-hydroxy Et group in the design of LpxC inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Powis, Ivan published the artcileA photoionization investigation of small, homochiral clusters of glycidol using circularly polarized radiation and velocity map electron-ion coincidence imaging, Recommanded Product: (R)-Oxiran-2-ylmethanol, the publication is Physical Chemistry Chemical Physics (2014), 16(2), 467-476, database is CAplus and MEDLINE.

A detailed study of the valence photoionization of small homochiral glycidol (C₃O₂H₆) clusters is carried out with the help of circularly-polarized VUV synchrotron radiation by recording photoionization-based spectroscopic data detected by velocity map electron imaging with coincidence ion selection. We show that information on the stability of cationic as well as neutral chiral clusters can be obtained with enhanced sensitivity by examining the chiral fingerprint encapsulated in Photoelectron CD (PECD) spectra. In particular, by varying the clustering conditions we demonstrate that the PECD signal effectively carries the signature of the neutral precursor species, prior to any fragmentation of the ion, as may be inferred from the below-threshold monomer measurements (including ion imaging). Here the monomer’s direct ionization channel is closed and the monomer ion hence must result exclusively as a fragment from dissociative ionization of the dimer (or higher) clusters. At higher photon energies, the mass-selection on the electron spectroscopy data, achieved through filtering the electron images in coincidence with selected ion masses, evidently succeeds in providing a degree of size-selection on the neutral clusters being ionized with, in particular, a clear differentiation of monomer and dimer PECD, showing the strong sensitivity of this chiroptical effect to the non-local long-range mol. potential.

Physical Chemistry Chemical Physics published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Recommanded Product: (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gaiser, Birgit I. published the artcileProbing the Existence of a Metastable Binding Site at the β₂-Adrenergic Receptor with Homobivalent Bitopic Ligands, Application In Synthesis of 57044-25-4, the publication is Journal of Medicinal Chemistry (2019), 62(17), 7806-7839, database is CAplus and MEDLINE.

Herein, we report the development of bitopic ligands aimed at targeting the orthosteric binding site (OBS) and a metastable binding site (MBS) within the same receptor unit. Previous mol. dynamics studies on ligand binding to the β₂-adrenergic receptor (β₂AR) suggested that ligands pause at transient, less-conserved MBSs. We envisioned that MBSs can be regarded as allosteric binding sites and targeted by homobivalent bitopic ligands linking two identical pharmacophores. Such ligands were designed based on docking of the antagonist (S)-alprenolol into the OBS and an MBS and synthesized. Pharmacol. characterization revealed ligands with similar potency and affinity, slightly increased β₂/β₁AR-selectivity, and/or substantially slower β₂AR off-rates compared to (S)-alprenolol. Truncated bitopic ligands suggested the major contribution of the metastable pharmacophore to be a hydrophobic interaction with the β₂AR, while the linkers alone decreased the potency of the orthosteric fragment. Altogether, the study underlines the potential of targeting MBSs for improving the pharmacol. profiles of ligands.

Journal of Medicinal Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Punt, Philip M. published the artcileTailored Transition-Metal Coordination Environments in Imidazole-Modified DNA G-Quadruplexes, Computed Properties of 57044-25-4, the publication is Chemistry – A European Journal (2019), 25(61), 13987-13993, database is CAplus and MEDLINE.

Two types of imidazole ligands were introduced both at the end of tetramol. and into the loop region of unimol. DNA G-quadruplexes. The modified oligonucleotides were shown to complex a range of different transition-metal cations including Ni^II, Cu^II, Zn^II and Co^II, as indicated by UV/Vis absorption spectroscopy and ion mobility mass spectrometry. Mol. dynamics simulations were performed to obtain structural insight into the investigated systems. Variation of ligand number and position in the loop region of unimol. sequences derived from the human telomer region (htel) allows for a controlled design of distinct coordination environments with fine-tuned metal affinities. It is shown that Cu^II, which is typically square-planar coordinated, has a higher affinity for systems offering four ligands, whereas Ni^II prefers G-quadruplexes with six ligands. Likewise, the positioning of ligands in a square-planar vs. tetrahedral fashion affects binding affinities of Cu^II and Zn^II cations, resp. Gaining control over ligand arrangement patterns will spur the rational development of transition-metal-modified DNAzymes. Furthermore, this method is suited to combine different types of ligands, for example, those typically found in metalloenzymes, inside a single DNA architecture.

Chemistry – A European Journal published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Computed Properties of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, Yongchen published the artcileSynthesis of the C50 diastereomers of the C33-C51 fragment of stambomycin D, HPLC of Formula: 57044-25-4, the publication is Organic Chemistry Frontiers (2022), 9(2), 445-449, database is CAplus.

Herein, syntheses of the two C50 diastereomers of the C33-C51 region of the stambomycins I and II, which support the polyketide synthase-based configurational assignment were described, and established a strategy suitable for access to the extended stambomycin framework.

Organic Chemistry Frontiers published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C33H22N4, HPLC of Formula: 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yan, Yugang published the artcileSynthesis of chiral ND-322, ND-364 and ND-364 derivatives as selective inhibitors of human gelatinase, Application In Synthesis of 57044-25-4, the publication is Bioorganic & Medicinal Chemistry (2015), 23(20), 6632-6640, database is CAplus and MEDLINE.

Compounds I.HCl (ND-322) and II (ND-364) are potent selective inhibitors for gelatinases, matrix metalloproteinase 2 (MMP2) and matrix metalloproteinase 9 (MMP9). However, both of them are racemates. Herein the authors report facile synthesis of optically active (R)- and (S)-enantiomers of compounds I.HCl and II. And the sulfonyl of II was transformed to sulfinyl to obtain four epimeric mixtures All synthesized thiirane-based compounds were evaluated in MMP2 and MMP9 inhibitory assays. The results indicated that the configuration of thiirane moiety had little effects on gelatinase inhibition, but the substitution of sulfinyl for sulfonyl was detrimental to gelatinase inhibition. Besides, all target compounds exhibited no inhibition against other two Zn²⁺ dependent metalloproteases, aminopeptidase N (APN) and histone deacetylases (HDACs), which confirmed the unique Zn²⁺ chelation mechanism of thiirane moiety against gelatinases.

Bioorganic & Medicinal Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C18H24N6O6S4, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Jadhav, Sandip B. published the artcileDiastereoselective Desymmetrization of p-Quinamines through Regioselective Ring Opening of Epoxides and Aziridines, SDS of cas: 57044-25-4, the publication is Organic Letters (2019), 21(24), 10115-10119, database is CAplus and MEDLINE.

A highly diastereoselective desymmetrization of p-quinamines via regioselective ring opening of epoxides and aziridines under mild conditions has been developed. A chairlike six-membered transition state with minimized 1,3-diaxial interactions explains the relative stereoselectivity of the cyclization reaction. This transition-metal free [3 + 3] annulation reaction provides rapid access to fused bicyclic morpholines and piperazines with a tetrasubstituted carbon center in high yields. In addition, it also allows the synthesis of enantioenriched products by using easily accessible chiral nonracemic epoxides and aziridines.

Organic Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, SDS of cas: 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mahapatra, Mausumi published the artcileFormation of Induced-Fit Chiral Templates by Amino Acid-Functionalized Pd(111) Surfaces, SDS of cas: 57044-25-4, the publication is Journal of Physical Chemistry C (2015), 119(7), 3556-3563, database is CAplus.

Chiral probe mols., propylene oxide, and glycidol are used to measure the enantioselectivity of a range of amino acid-functionalized Pd(111) surfaces. Only those surfaces that contain tetrameric amino acid assemblies are found to be enantioselective, indicating that they act as chiral templates in which several modifiers operate in concert to form a chiral reaction pocket. It has previously been shown that the tetramers assemble from antiparallel anionic-zwitterionic dimers where three of the amino acids then undergo a concerted translational motion to form a more stable tetramer. However, d. functional theory calculations reveal that the most stable tetramer has a pocket that is too small to accommodate the chiral probes, while the more open antiparallel anionic-zwitterionic dimer structure provides sufficient space for the epoxide to adsorb enantioselectively on the most stable atop palladium adsorption site. Amino acid destabilization is confirmed by its lower desorption temperature measured in temperature-programmed desorption.

Journal of Physical Chemistry C published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, SDS of cas: 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Furkert, Daniel P. published the artcileNonsymmetrical Azocarbonamide Carboxylates as Effective Mitsunobu Reagents, Related Products of alcohols-buliding-blocks, the publication is European Journal of Organic Chemistry (2014), 2014(35), 7806-7809, database is CAplus.

The nonsym. Mitsunobu reagents possessing both dialkyl amide and ester substituents was developed. These new reagents were readily prepared in a single pot from inexpensive, com. available materials by using a scalable and environmentally friendly procedure. They were shown to exhibit activity parallel to that of di-Et azodicarboxylate/diisopropyl azodicarboxylate in a wide variety of Mitsunobu reactions. Importantly, the acyl hydrazine reaction byproducts were readily separable from the crude mixture by standard aqueous workup. In addition, the discovery of effective nonsym. Mitsunobu reagents offers new directions for the ongoing development of this important reaction.

European Journal of Organic Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lewin, Anita H. published the artcileSynthesis and Characterization of the Selective, Reversible PKC_β Inhibitor (9S)-9-[(Dimethylamino)methyl]-6,7,10,11-tetrahydro-9H,18H-5,21:12,17-dimethenodibenzo[e,k]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione, Ruboxistaurin (LY333531), SDS of cas: 57044-25-4, the publication is ACS Chemical Neuroscience (2019), 10(1), 246-251, database is CAplus and MEDLINE.

The demonstrated role of PKC_β in mediating amphetamine-stimulated dopamine efflux, which regulates amphetamine-induced dopamine transporter trafficking and activity, has promoted the research use of the selective, reversible PKC_β inhibitor (9S)-9-[(dimethylamino)methyl]-6,7,10,11-tetrahydro-9H,18H-5,21:12,17-dimethenodibenzo[e,k]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione, ruboxistaurin. Despite the interest in development of ruboxistaurin as the mesylate monohydrate (Arxxant) for the treatment of diabetic retinopathy, macular edema, and nephropathy, several crucial details in physicochem. characterization were erroneous or missing. This report describes the synthesis and full characterization of ruboxistaurin free base (as a monohydrate), including X-ray crystallog. to confirm the absolute configuration, and of the mesylate salt, isolated as a hydrate containing 1.5 mol of water per mol.

ACS Chemical Neuroscience published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, SDS of cas: 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts