Tag: M.W=250-300

Healy, Alan R.; Vizcaino, Maria I.; Crawford, Jason M.; Herzon, Seth B. published the artcile< Convergent and Modular Synthesis of Candidate Precolibactins. Structural Revision of Precolibactin A>, Application In Synthesis of 96929-05-4, the main research area is precolibactin convergent modular synthesis structure revision.

The colibactins are hybrid polyketide-nonribosomal peptide natural products produced by certain strains of commensal and extraintestinal pathogenic Escherichia coli. The metabolites are encoded by the clb gene cluster as prodrugs termed precolibactins. Clb+E. coli induce DNA double-strand breaks in mammalian cells in vitro and in vivo and are found in 55-67% of colorectal cancer patients, suggesting that mature colibactins could initiate tumorigenesis. However, elucidation of their structures has been an arduous task as the metabolites are obtained in vanishingly small quantities (μg/L) from bacterial cultures and are believed to be unstable. Herein we describe a flexible and convergent synthetic route to prepare advanced precolibactins and derivatives The synthesis proceeds by late-stage union of two complex precursors (e.g., 28 + 17 → 29a, 90%, represented in the graphic as I + II → III) followed by a base-induced double dehydrative cascade reaction to form two rings of the targets (e.g., 29a → 30a, 79%, III → IV). The sequence has provided quantities of advanced candidate precolibactins that exceed those obtained by fermentation, and is envisioned to be readily scaled. These studies have guided a structural revision of the predicted metabolite precolibactin A (to 7) and have confirmed the structures of the isolated metabolites precolibactins B (3) and C (6). Synthetic precolibactin C (6) was converted to N-myristoyl-D-asparagine and its corresponding colibactin by colibactin peptidase ClbP. The synthetic strategy outlined herein will facilitate mechanism of action and structure-function studies of these fascinating metabolites, and is envisioned to accommodate the synthesis of addnl. (pre)colibactins as they are isolated.

Journal of the American Chemical Society published new progress about Cyclocondensation reaction (base-induced double dehydrative cascade). 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Application In Synthesis of 96929-05-4.

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

Liu, Gui-Chun; Dong, Zhi-Wei; Hou, Qing-Bai; He, Jin-Wu; Zhao, Ruo-Ping; Wang, Wen; Li, Xue-Yan published the artcile< Second Rhagophthalmid Luciferase Cloned from Chinese Glow-worm Menghuoius giganteus (Rhagophthalmidae: Elateroidea)>, Product Details of C11H8N2O3S2, the main research area is sequence luciferase mol cloning Rhagophthalmus Menghuoius.

The pH-insensitive beetle luciferases cloned from Rhagophthalmidae, Phengodidae, and Elateridae exhibit great potential application as reporter assays for monitoring gene expression. At present, however, only one luciferase has been reported from the enigmatic and predominantly Asian distributed luminous family Rhagophthalmidae. Here, we cloned the second rhagophthalmid luciferase from the Chinese glow-worm Menghuoius giganteus (Rhagophthalmidae: Elateroidea) by combining reverse transcription polymerase chain reaction (RT-PCR) with rapid amplification of complementary DNA ends (RACE). The luciferase consisted of 546 amino acids and showed high identity to that of Rhagophthalmus ohbai (90.4%). The recombinant M. giganteus luciferase was produced in vitro and exhibited significant bioluminescent activity under neutral conditions (pH 7.8), with low KM for D-luciferin (2.2μM) and ATP (53μM). Activity was highest at 10°C and inactivation occurred at 45°C. This luciferase showed pH-insensitivity and maximum emission spectrum at 560 nm. Phylogenetic analyses based on the deduced amino acids indicated a close relationship between the M. giganteus luciferase and that of R. ohbai. These results increase our understanding of rhagophthalmid luciferases and provide a new resource for the application of luciferases.

Photochemistry and Photobiology 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

Wang, Chenchen; Du, Wei; Zhang, Tong; Liang, Gaolin published the artcile< A Bioluminescent Probe for Simultaneously Imaging Esterase and Histone Deacetylase Activity in a Tumor>, Reference of 2591-17-5, the main research area is histone deacetylase esterase tumor imaging bioluminescent probe.

The monitoring of esterase (CES) and histone deacetylase (HDAC) activity in living cells has great potential for rapid diagnosis of malignant tumors. At present, using one bioluminescence (BL) probe to simultaneously detect (or image) these two enzymes’ activity in tumors has not been reported. Herein, a bioluminescence “”turn-on”” probe AcAH-Luc (6-acetamidohexanoic acid-D-luciferin) was rationally designed for simultaneously imaging CES and HDAC activity with excellent sensitivity and selectivity. AcAH-Luc was successfully applied in vitro to selectively detect CES and HDAC6, a subtype of HDAC, at a linear concentration range of 0-100 and 0-120 nM with limits of detection (LODs) of 0.495 and 1.14 nM, resp. In vivo results indicated that about 1/2 and 1/3 of the “”turn-on”” BL signal of AcAH-Luc was contributed by CES and HDAC activity in the tumors, resp. We envision that AcAH-Luc might be applied to simultaneously measure (and image) CES and HDAC activity in the clinic for assisting with the precise diagnosis of malignant tumors in the near future.

Analytical Chemistry (Washington, DC, United States) published new progress about Bioluminescence (probe). 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

Viviani, Vadim R.; Bevilaqua, Vanessa R.; de Souza, Daniel R.; Pelentir, Gabriel F.; Kakiuchi, Michio; Hirano, Takashi published the artcile< A very bright far-red bioluminescence emitting combination based on engineered railroad worm luciferase and 6′-amino-analogs for bioimaging purposes>, COA of Formula: C11H8N2O3S2, the main research area is far red bioluminescence emitting luciferase amino analog bioimaging; Far-Red bioluminescence; NIR bioluminescence; bioimaging; biophotonics; luciferin amino-analogs.

Beetle luciferases produce bioluminescence (BL) colors ranging from green to red, having been extensively used for many bioanal. purposes, including bioimaging of pathogen infections and metastasis proliferation in living animal models and cell culture. For bioimaging purposes in mammalian tissues, red bioluminescence is preferred, due to the lower self-absorption of light at longer wavelengths by Hb, myoglobin and melanin. Red bioluminescence is naturally produced only by Phrixothrix hirtus railroad worm luciferase (PxRE), and by some engineered beetle luciferases. However, Far-Red (FR) and Near-IR (NIR) bioluminescence is best suited for bioimaging in mammalian tissues due to its higher penetrability. Although some FR and NIR emitting luciferin analogs have been already developed, they usually emit much lower bioluminescence activity when compared to the original luciferin-luciferases. Using site-directed mutagenesis of PxRE luciferase in combination with 6′-modified amino-luciferin analogs, we finally selected novel FR combinations displaying BL ranging from 636-655 nm. Among them, the combination of PxRE-R215K mutant with 6′-(1-pyrrolidinyl)luciferin proved to be the best combination, displaying the highest BL activity with a catalytic efficiency ~2.5 times higher than the combination with native firefly luciferin, producing the second most FR-shifted bioluminescence (650 nm), being several orders of magnitude brighter than com. AkaLumine with firefly luciferase. Such combination also showed higher thermostability, slower BL decay time and better penetrability across bacterial cell membranes, resulting in ~3 times higher in vivo BL activity in bacterial cells than with firefly luciferin. Overall, this is the brightest FR emitting combination ever reported, and is very promising for bioimaging purposes in mammalian tissues.

International Journal of Molecular Sciences published new progress about Biological imaging. 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

Kikelj, D.; Urleb, U. published the artcile< Product class 17: thiazoles>, Quality Control of 96929-05-4, the main research area is review thiazole preparation.

A review of synthetic methods to prepare thiazoles as well as reactive modifications of thiazole moieties.

Science of Synthesis published new progress about Cyclization. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Quality Control of 96929-05-4.

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

Endo, Mizuki; Ozawa, Takeaki published the artcile< Advanced bioluminescence system for in vivo imaging with brighter and red-shifted light emission>, SDS of cas: 2591-17-5, the main research area is review luciferase luciferin bioluminescence resonance energy transfer; bioluminescence; bioluminescence resonance energy transfer; luciferase; luciferin.

A review. In vivo bioluminescence imaging (BLI), which is based on luminescence emitted by the luciferase-luciferin reaction, has enabled continuous monitoring of various biochem. processes in living animals. Bright luminescence with a high signal-to-background ratio, ideally red or near-IR light as the emission maximum, is necessary for in vivo animal experiments Various attempts have been undertaken to achieve this goal, including genetic engineering of luciferase, chem. modulation of luciferin, and utilization of bioluminescence resonance energy transfer (BRET). In this review, we overview a recent advance in the development of a bioluminescence system for in vivo BLI. We also specifically examine the improvement in bioluminescence intensity by mutagenic or chem. modulation on several beetle and marine luciferase bioluminescence systems. We further describe that intramol. BRET enhances luminescence emission, with recent attempts for the development of red-shifted bioluminescence system, showing great potency in in vivo BLI. Perspectives for future improvement of bioluminescence systems are discussed.

International Journal of Molecular Sciences published new progress about Bioluminescence. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, SDS of cas: 2591-17-5.

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

Moody, Christopher J.; Bagley, Mark C. published the artcile< Total synthesis of (+)-nostocyclamide>, Recommanded Product: Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate, the main research area is nostocyclamide total synthesis.

A total synthesis of the naturally occurring macrocyclic bisthiazole-oxazole nostocyclamide is described.

Synlett published new progress about 96929-05-4. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Recommanded Product: Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate.

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

Martin-Burgos, Blanca; Wang, Wanqi; William, Ivana; Tir, Selma; Mohammad, Innus; Javed, Reja; Smith, Stormi; Cui, Yilin; Arzavala, Jessica; Mora, Dalilah; Smith, Ciearra B.; van der Vinne, Vincent; Molyneux, Penny C.; Miller, Stephen C.; Weaver, David R.; Leise, Tanya L.; Harrington, Mary E. published the artcile< Methods for detecting PER2:LUCIFERASE bioluminescence rhythms in freely moving mice>, Category: thiazole, the main research area is circadian rhythm bioluminescence gene expression photomultiplier tube; CycLuc1; PERIOD2; bioluminescence; circadian; in vivo; luciferase; peripheral oscillators; reporter gene.

Circadian rhythms are driven by daily oscillations of gene expression. An important tool for studying cellular and tissue circadian rhythms is the use of a gene reporter, such as bioluminescence from the reporter gene luciferase controlled by a rhythmically expressed gene of interest. Here we describe methods that allow measurement of circadian bioluminescence from a freely moving mouse housed in a standard cage. Using a LumiCycle In Vivo (Actimetrics), we determined conditions that allow detection of circadian rhythms of bioluminescence from the PER2 reporter, PER2::LUC, in freely behaving mice. The LumiCycle In Vivo applies a background subtraction that corrects for effects of room temperature on photomultiplier tube (PMT) output. We tested delivery of d-luciferin via a s.c. minipump and in the drinking water. We demonstrate spikes in bioluminescence associated with drinking bouts. Further, we demonstrate that a synthetic luciferase substrate, CycLuc1, can support circadian rhythms of bioluminescence, even when delivered at a lower concentration than d-luciferin, and can support longer-term studies. A small difference in phase of the PER2::LUC bioluminescence rhythms, with females phase leading males, can be detected with this technique. We share our anal. scripts and suggestions for further improvements in this method. This approach will be straightforward to apply to mice with tissue-specific reporters, allowing insights into responses of specific peripheral clocks to perturbations such as environmental or pharmacol. manipulations.

Journal of Biological Rhythms published new progress about Biological oscillations. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Category: thiazole.

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

Schramm, Stefan; Al-Handawi, Marieh B.; Karothu, Durga Prasad; Kurlevskaya, Anastasiya; Commins, Patrick; Mitani, Yasuo; Wu, Chun; Ohmiya, Yoshihiro; Naumov, Pance published the artcile< Mechanically Assisted Bioluminescence with Natural Luciferase>, Electric Literature of 2591-17-5, the main research area is mechanic bioluminescence luciferase; Cypridina; bioluminescence; luciferase; mechanochemistry; solvent-assisted reactions.

Mechanochem. analogs have recently been established for several enzymic reactions, but they require periodic interruption of the reaction for sampling, dissolution, and (bio)chem. anal. to monitor their progress. By applying a mechanochem. procedure to induce bioluminescence analogous to that used by the marine ostracod Cypridina (Vargula) hilgendorfii, the light emitted by a bioluminescent reaction can be used to directly monitor the progress of a mechanoenzymic reaction without sampling. Mech. treatment of Cypridina luciferase with luciferin generates bright blue light which can be readily detected and analyzed spectroscopically. This mech. assisted bioluminescence proceeds through a mechanism identical to that of bioluminescence in solution, but has higher activation energy due to being diffusion-controlled in the viscous matrix. The results suggest that luciferases could be used as light-emissive reporters of mechanoenzymic reactions.

Angewandte Chemie, International Edition published new progress about Bioluminescence. 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

Schmidt, Ulrich; Utz, Roland; Lieberknecht, Albrecht; Griesser, Helmut; Potzolli, Bernd; Bahr, Johanna; Wagner, Karin; Fischer, Peter published the artcile< Amino acids and peptides. 60. Synthesis of biologically active cyclopeptides. 10. Synthesis of 16 structural isomers of dolastatin 3. II. Synthesis of the linear educts and the cyclopeptides>, Category: thiazole, the main research area is dolastatin 3 isomer; structure dolastatin 3 NMR.

Sixteen isomers (I and II) of the cancerostatic cyclopeptide dolastatin 3 were synthesized. The proposed structure of dolastatin 3 is shown by 1H NMR spectrometry to be incorrect.

Synthesis published new progress about Isomers. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Category: thiazole.

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