Tag: M.W=250-300

Pena, Stella; Scarone, Laura; Manta, Eduardo; Stewart, Lindsay; Yardley, Vanessa; Croft, Simon; Serra, Gloria published the artcile< Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity>, Category: thiazole, the main research area is peptidomimetic synthesis Microcystis aeruginosa metabolite antimalarial agent; peptide coupling oxazole thiazole macrocyclization.

The synthesis of a Microcystis aeruginosa predicted metabolite analog of aerucyclamide B was performed. This hexacyclopeptide was obtained from three heterocyclic building blocks by a convergent macrocycle-assembly methodol. The compound exhibited good in vitro antiplasmodial activity (IC50: 0.18μM, K1, chloroquine-resistant strain).

Bioorganic & Medicinal Chemistry Letters published new progress about Antimalarials. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Category: thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Zhou, Yibo; Yin, Keyi; Dong, Hao; Yang, Sheng; Li, JunBin; Luo, Jinqiu; Li, Yi; Yang, Ronghua published the artcile< Long-Lasting Bioluminescence Imaging of the Fibroblast Activation Protein by an Amphiphilic Block Copolymer-Based Probe>, Electric Literature of 2591-17-5, the main research area is bioluminescence imaging fibroblast activation protein amphiphilic block copolymer probe.

Long-term specific tracing of the fibroblast activation protein (FAP) has been of great importance because it is heavily expressed by stromal fibroblasts of multiple diseases, and several disorders associated with FAP are chronical. Bioluminescence (BL) imaging has its advantages to detect FAP in vivo since no external excitation is required, but the current FAP-responsive BL probe was constructed by covalently masking the firefly luciferase substrate and easily secreted out from the animal, resulting in transient BL imaging of FAP. To circumvent this problem, a peptide-linked amphiphilic block copolymer-based probe (PABC) was developed and applied to the long-lasting BL image of FAP in vivo. For this purpose, an amphiphilic block copolymer containing an FAP-responsive peptide was fabricated to self-assemble into micelles, which act as a depot to load amounts of D-luciferin for constructing the BL probe. Upon reaction with FAP, the micelle would be destroyed to release the internal D-luciferin for BL emission by a luciferase-catalyzed reaction. By virtue of the high loading capability of micelles, the FAP was determined from 0.5 to 10 ng/mL with a detection limit of 0.105 ng/mL, and the high sensitivity makes the PABC capable of distinguishing cancer cells from normal ones. Importantly, compared with free D-luciferin, PABC can be used to persistently image the FAP in living cells and in vivo. This characteristic of long-lasting specific tracing of the FAP makes us envision that this BL probe could be used for screening of FAP inhibitors and diagnosing various FAP-related diseases in future.

Analytical Chemistry (Washington, DC, United States) published new progress about Amphiphiles. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Electric Literature of 2591-17-5.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Shin, Chung-gi; Okumura, Kazuo; Ito, Akio; Nakamura, Yutaka published the artcile< Synthesis of a common main skeleton of thiostrepton peptide antibiotics, A 10255G and J>, Safety of Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate, the main research area is thiostrepton peptide antibiotic A 10255G; peptide thiostrepton antibiotic A 10255J.

The synthesis of protected, common main skeleton I (boc = Me3CO2C) of thiostrepton peptides, A10255G and J, containing a few kinds of unusual amino acids is described.

Chemistry Letters published new progress about 96929-05-4. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Safety of Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Pietkiewicz, Adrian L.; Zhang, Yuqi; Rahimi, Marwa N.; Stramandinoli, Michael; Teusner, Matthew; McAlpine, Shelli R. published the artcile< RITA Mimics: Synthesis and Mechanistic Evaluation of Asymmetric Linked Trithiazoles>, Related Products of 96929-05-4, the main research area is RITA mimic trithiazole preparation antitumor colorectal p53 cMyc Mcl1; Heterocycle; Mcl-1; RITA; antitumor; c-Myc; p53; thiazole.

The established cytotoxic agent RITA contains a thiophene-furan-thiophene backbone and two terminal alc. groups. Herein the authors investigate the effect of using thiazoles as the backbone in RITA-like mols. and modifying the terminal groups of these trithiazoles, thereby generating 41 unique structures. Incorporating side chains with varied steric bulk allowed the authors to investigate how size and a stereocenter impacted biol. activity. Subjecting compounds to growth inhibition assays on HCT-116 cells showed that the most potent compounds 7d (BocHN-D-Val-Thiazole-Thiazole-Thiazole-OEt), 7e (BocHN-L-Val-Thiazole-Thiazole-Thiazole-OEt), and 7h (BocHN-CHA-thiazole-thiazole-thiazole-OEt) had GIC50 values of 4.4, 4.4, and 3.4 μM, resp., vs. RITA (GIC50 of 800 nM). Anal. of these compounds in apoptosis assays proved that 7d, 7e, and 7h were as effective as RITA at inducing apoptosis. Evaluating the impact of 7h on proteins targeted by RITA (p53, c-Myc, and Mcl-1) indicated that it acts via a different mechanism of action to that of RITA. RITA suppressed Mcl-1 protein via p53, whereas compound 7h suppressed Mcl-1 expression via an alternative mechanism independent of p53.

ACS Medicinal Chemistry Letters published new progress about Antiproliferative agents. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Related Products of 96929-05-4.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Moreira, A. C.; Amaral, D. T.; Gabriel, G. V. M.; Viviani, V. R. published the artcile< Cloning and molecular properties of a novel luciferase from the Brazilian Bicellonycha lividipennis (Lampyridae: Photurinae) firefly: comparison with other firefly luciferases>, Product Details of C11H8N2O3S2, the main research area is Bicellonycha Photuris Luciola cloning mol properties luciferase cDNA; Bicellonycha lividipennis; Firefly luciferase; Luciferase; Metal sensitive luciferase; pH-sensitive luciferase.

Several firefly luciferases eliciting light emission in the yellow-green range of the spectrum and with distinct kinetic properties have been already cloned, sequenced, and characterized. Some of them are currently being applied as anal. reagents and reporter genes for bioimaging and biosensors, and more recently as potential color tuning indicators of intracellular pH and toxic metals. They were cloned from the subfamilies Lampyrinae (Photinini: Photinus pyralis, Macrolampissp2; Cratomorphini: Cratomorphus distinctus), Photurinae (Photuris pennsylvanica), Luciolinae (Luciola cruciata, L. lateralis, L. mingrelica, L. italica, Hotaria parvula), and Amydetinae (Amydetes vivianii) occurring in different parts of the world. The largest number has been cloned from fireflies occurring in Brazilian biomes. Taking advantage of the large biodiversity of fireflies occurring in the Brazilian Atlantic rainforest, here we report the cloning and characterization of a novel luciferase cDNA from the Photurinae subfamily, Bicellonycha lividipennis, which is a very common firefly in marshlands in Brazil. As expected, multialignements and phylogenetic anal. show that this luciferase clusters with Photuris pennsylvanica adult isoenzyme, and with other adult lantern firefly luciferases, in reasonable agreement with traditional phylogenetic anal. The luciferase elicits light emission in the yellow-green region, has kinetics properties similar to other adult lantern firefly luciferases, including pH- and metal sensitivities, but displays a lower sensitivity to nickel, which is suggested to be caused by the natural substitution of H310Y. Graphical abstract: [graphic not available: see fulltext].

Photochemical & Photobiological Sciences published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Product Details of C11H8N2O3S2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Lapajne, Luka; Lakk, Monika; Yarishkin, Oleg; Gubeljak, Lara; Hawlina, Marko; Krizaj, David published the artcile< Polymodal sensory transduction in mouse corneal epithelial cells>, Reference of 2591-17-5, the main research area is mouse corneal epithelial cell polymodal sensory transduction.

Contact lenses, osmotic stressors, and chem. burns may trigger severe discomfort and vision loss by damaging the cornea, but the signaling mechanisms used by corneal epithelial cells (CECs) to sense extrinsic stressors are not well understood. We therefore investigated the mechanisms of swelling, temperature, strain, and chem. transduction in mouse CECs. Intracellular calcium imaging in conjunction with electrophysiol., pharmacol., transcript anal., immunohistochem., and bioluminescence assays of ATP (ATP) release were used to track mechanotransduction in dissociated CECs and epithelial sheets isolated from the mouse cornea. The transient receptor potential vanilloid (TRPV) transcriptome in the mouse corneal epithelium is dominated by Trpv4, followed by Trpv2, Trpv3, and low levels of Trpv1 mRNAs. TRPV4 protein was localized to basal and intermediate epithelial strata, keratocytes, and the endothelium in contrast to the cognate TRPV1, which was confined to intraepithelial afferents and a sparse subset of CECs. The TRPV4 agonist GSK1016790A induced cation influx and calcium elevations, which were abolished by the selective blocker HC067047. Hypotonic solutions, membrane strain, and moderate heat elevated [Ca2+]CEC with swelling- and temperature-, but not strain-evoked signals, sensitive to HC067047. GSK1016790A and swelling evoked calcium-dependent ATP release, which was suppressed by HC067027 and the hemichannel blocker probenecid. These results demonstrate that cation influx via TRPV4 transduces osmotic and thermal but not strain inputs to CECs and promotes hemichannel-dependent ATP release. The TRPV4-hemichannel-ATP signaling axis might modulate corneal pain induced by excessive mech., osmotic, and chem. stimulation.

Investigative Ophthalmology & Visual Science published new progress about Blindness. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Reference of 2591-17-5.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Li, Xianlin; Tu, Zhenchao; Li, Hua; Liu, Chunping; Li, Zheng; Sun, Qiao; Yao, Yiwu; Liu, Jinsong; Jiang, Sheng published the artcile< Biological evaluation of new largazole analogues: Alteration of macrocyclic scaffold with Click chemistry>, Product Details of C12H18N2O4S, the main research area is cyclic peptide design synthesis largazole HDAC inhibitor structure activity; mol docking largazole HDAC enzyme active site crystal structure; thiazole ester Corey Fuchs reaction cycloaddition Click chem macrocyclization; HDAC inhibitor; click chemistry; largazole; macrocycles; peptides.

We report the design, synthesis, and biol. evaluation of a new series of largazole analogs in which a 4-methylthiazoline moiety was replaced with a triazole and tetrazole ring, resp. Compound (I) bearing a tetrazole ring was identified to show much better selectivity for HDAC1 over HDAC9 than largazole (10-fold). This work could serve as a foundation for further exploration of selective HDAC inhibitors using a largazole mol. scaffold.

ACS Medicinal Chemistry Letters published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Product Details of C12H18N2O4S.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Kitada, Nobuo; Saito, Ryohei; Obata, Rika; Iwano, Satoshi; Karube, Kazuma; Miyawaki, Atsushi; Hirano, Takashi; Maki, Shojiro A. published the artcile< Development of near-infrared firefly luciferin analogue reacted with wild-type and mutant luciferases>, COA of Formula: C11H8N2O3S2, the main research area is firefly luciferin luciferase near IR spectroscopy chemiluminescence; Akaluc; Photinus pyralis luciferase; TokeOni; luciferin analogues; luciferin-luciferase reaction; mutant luciferase; near-infrared bioluminescence.

Interestingly, only the D-form of firefly luciferin produces light by luciferin-luciferase (L-L) reaction. Certain firefly luciferin analogs with modified structures maintain bioluminescence (BL) activity; however, all L-form luciferin analogs show no BL activity. To this date, our group has developed luciferin analogs with moderate BL activity that produce light of various wavelengths. For in vivo bioluminescence imaging, one of the important factors for detection sensitivity is tissue permeability of the number of photons emitted by L-L reaction, and the wavelengths of light in the near-IR (NIR) range (700-900 nm) are most appropriate for the purpose. Some NIR luciferin analogs by us had performance for in vivo experiments to make it possible to detect photons from deep target tissues in mice with high sensitivity, whereas only a few of them can produce NIR light by the L-L reactions with wild-type luciferase and/or mutant luciferase. Based on the structure-activity relationships, we designed and synthesized here a luciferin analog with the 5-allyl-6-dimethylamino-2-naphthylethenyl moiety. This analog exhibited NIR BL emissions with wild-type luciferase (max = 705 nm) and mutant luciferase AlaLuc (max = 655 nm).

Chirality published new progress about Bioluminescence. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, COA of Formula: C11H8N2O3S2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Houssin, Raymond; Lohez, Michele; Bernier, Jean Luc; Henichart, Jean Pierre published the artcile< A convenient method for the preparation of 2-(1-aminoalkyl)thiazole-4-carboxylic acids, key intermediates in the total synthesis of naturally occurring antitumor cyclopeptides>, Safety of Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate, the main research area is thiazolecarboxylic acid aminoalkyl; thiazolyl amino acid; thioamide amino cyclocondensation bromopyruvate.

A convenient synthesis of 2-(1-aminoalkyl)thiazole-4-carboxylic acids I (Boc = Me3CO2C; R = H, Me, Me2CH, Me2CHCH2, EtCHMe, PhCH2) involving a Hantzsch condensation of BocNHCHRC(S)NH2 (II) with Et bromopyruvate is reported. The intermediate thioamides II are obtained from the corresponding amides by action of a Lawesson’s type reagent. This procedure constitutes a new access to key intermediates useful in the total synthesis of antitumor cyclopeptides extracted from marine animals.

Journal of Organic Chemistry published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Safety of Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Dammann, Allison N.; Chamby, Anna B.; Catomeris, Andrew J.; Davidson, Kyle M.; Tettelin, Herve; van Pijkeren, Jan-Peter; Gopalakrishna, Kathyayini P.; Keith, Mary F.; Elder, Jordan L.; Ratner, Adam J.; Hooven, Thomas A. published the artcile< Genome-Wide fitness analysis of group B Streptococcus in human amniotic fluid reveals a transcription factor that controls multiple virulence traits>, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid, the main research area is genome fitness analysis Streptococcus human amniotic fluid transcription factor; virulence trait.

Streptococcus agalactiae (group B Streptococcus; GBS) remains a dominant cause of serious neonatal infections. One aspect of GBS that renders it particularly virulent during the perinatal period is its ability to invade the chorioamniotic membranes and persist in amniotic fluid, which is nutritionally deplete and rich in fetal immunol. factors such as antimicrobial peptides. We used next-generation sequencing of transposon-genome junctions (Tn-seq) to identify five GBS genes that promote survival in the presence of human amniotic fluid. We confirmed our Tn-seq findings using a novel CRISPR inhibition (CRISPRi) gene expression knockdown system. This anal. showed that one gene, which encodes a GntR-class transcription factor that we named MrvR, conferred a significant fitness benefit to GBS in amniotic fluid. We generated an isogenic targeted deletion of the mrvR gene, which had a growth defect in amniotic fluid relative to the wild type parent strain. The mrvR deletion strain also showed a significant biofilm defect in vitro. Subsequent in vivo studies showed that while the mutant was able to cause persistent murine vaginal colonization, pregnant mice colonized with the mrvR deletion strain did not develop preterm labor despite consistent GBS invasion of the uterus and the fetoplacental units. In contrast, pregnant mice colonized with wild type GBS consistently deliver prematurely. In a sepsis model the mrvR deletion strain showed significantly decreased lethality. In order to better understand the mechanism by which this newly identified transcription factor controls GBS virulence, we performed RNA-seq on wild type and mrvR deletion GBS strains, which revealed that the transcription factor affects expression of a wide range of genes across the GBS chromosome. Nucleotide biosynthesis and salvage pathways were highly represented among the set of differentially expressed genes, suggesting that MrvR may be involved in regulating nucleotide availability.

PLoS Pathogens published new progress about Amniotic fluid. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Recommanded Product: (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica