Month: October 2022

Hughes, Rachael A.; Thompson, Stewart P.; Alcaraz, Lilian; Moody, Christopher J. published the artcile< Total Synthesis of the Thiopeptide Antibiotic Amythiamicin D>, SDS of cas: 31825-95-3, the main research area is amythiamicin antibiotic thiopeptide total synthesis; pyridine trisubstituted preparation hetero Diels Alder reaction acetylenamine ethoxyazadiene.

The thiopeptide (or thiostrepton) antibiotics are a class of sulfur containing highly modified cyclic peptides with interesting biol. properties, including reported activity against MRSA and malaria. This work describes the total synthesis of the thiopeptide natural product amythiamicin D (I), and the key step is a biosynthesis-inspired hetero-Diels-Alder route to the pyridine core of the thiopeptide. Preliminary studies using a range of serine-derived 1-ethoxy-2-azadienes established that hetero-Diels-Alder reaction with N-acetylenamines proceeded efficiently under microwave irradiation to give 2,3,6-trisubstituted pyridines. The thiazole building blocks of the antibiotic were obtained by either classical Hantzsch reactions or by dirhodium(II)-catalyzed chemoselective carbene N-H insertion followed by thionation, and were combined to give the bis-thiazole that forms the left-hand fragment of the antibiotic. The key Diels-Alder reaction of a tris-thiazolylazadiene II with benzyl 2-(1-acetylaminoethenyl)thiazole-4-carboxylate gave the core tetrathiazolyl pyridine III, which was elaborated into the natural product by successive incorporation of glycine and bis-thiazole fragments followed by macrocyclization.

Journal of the American Chemical Society published new progress about Cyclic peptides Role: SPN (Synthetic Preparation), PREP (Preparation) (thiopeptides). 31825-95-3 belongs to class thiazole, and the molecular formula is C5H6N2OS, SDS of cas: 31825-95-3.

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

Kim, Jun Hyeok; Bell, Laura J.; Wang, Xiao; Wimalasekera, Rinuckshi; Bastos, Hugo P.; Kelly, Krystyna A.; Hannah, Matthew A.; Webb, Alex A. R. published the artcile< Arabidopsis sirtuins and poly(ADP-ribose) polymerases regulate gene expression in the day but do not affect circadian rhythms>, SDS of cas: 2591-17-5, the main research area is Arabidopsis sirtuin PARP gene expression circadian oscillaton; Arabidopsis thaliana; Nicotinamide-adenine dinucleotide; circadian clock; poly(ADP-ribose) glycohydrolase; poly(ADP-ribose) polymerases; sirtuins.

Nicotinamide-adenine dinucleotide (NAD) is involved in redox homeostasis and acts as a substrate for NADases, including poly(ADP-ribose) polymerases (PARPs) that add poly(ADP-ribose) polymers to proteins and DNA, and sirtuins that deacetylate proteins. Nicotinamide, a byproduct of NADases increases circadian period in both plants and animals. In mammals, the effect of nicotinamide on circadian period might be mediated by the PARPs and sirtuins because they directly bind to core circadian oscillator genes. We have investigated whether PARPs and sirtuins contribute to the regulation of the circadian oscillator in Arabidopsis. We found no evidence that PARPs and sirtuins regulate the circadian oscillator of Arabidopsis or are involved in the response to nicotinamide. RNA-seq anal. indicated that PARPs regulate the expression of only a few genes, including FLOWERING LOCUS C. However, we found profound effects of reduced sirtuin 1 expression on gene expression during the day but not at night, and an embryo lethal phenotype in knockouts. Our results demonstrate that PARPs and sirtuins are not associated with NAD regulation of the circadian oscillator and that sirtuin 1 is associated with daytime regulation of gene expression.

Plant, Cell & Environment published new progress about Arabidopsis. 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

Masuda, Naoyuki; Yamamoto, Osamu; Fujii, Masahiro; Ohgami, Tetsuro; Moritomo, Ayako; Kontani, Toru; Kageyama, Shunji; Ohta, Mitsuaki published the artcile< Regioselective Alkylation of Thiazolylsulfonamides: Direct and Efficient Synthesis of 3-Alkylthiazolidene Derivatives>, Recommanded Product: 5-Isopropylthiazol-2-amine, the main research area is thiazolylsulfonamide alkyl halide regioselective alkylation; thiazolidene sulfonamide preparation; alkylthiazolidene sulfonamide preparation; sulfonyliminothiazole preparation.

Various N(3)-alkylated thiazolidene sulfonamide derivatives were efficiently prepared by the direct endo-selective alkylation of thiazolyl sulfonamides. The effects of different bases and solvents were investigated, and the NaH-THF combination was found to be the most effective at conferring high yields and endo-selectivity.

Synthetic Communications published new progress about Alkylation, regioselective. 101080-15-3 belongs to class thiazole, and the molecular formula is C6H10N2S, Recommanded Product: 5-Isopropylthiazol-2-amine.

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

Liang, Xiao-Ping; Luo, Min; Kang, Li; Tang, Long-Xing; Liang, Qing; Liu, Yuan-Lin; Yang, Zi; Zhang, Chun-Tao; Peng, Cai-Yun; Fu, Rong-Geng published the artcile< Facile one-pot three-component strategy for the synthesis of 2-amino-4-arylthiazoles via elemental sulfur source>, Application of C9H7N3O2S, the main research area is amino arylthiazole preparation green chem; aryl methyl ketone sulfur cyanamide three component cascade.

A novel and facile metal-free method for the green synthesis of 2-amino-4-arylthiazole derivatives I (Ar = 3-nitrophenyl, 2-naphthyl, pyridin-4-yl, etc.) through the three-component cascade reaction of aromatic Me ketones ArC(O)Me, elemental sulfur and cyanamide is reported. One C-N bond and two C-S bonds were formed in one-pot protocol without using catalysts.

Tetrahedron Letters published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Application of C9H7N3O2S.

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

Wang, Anni; Li, Xuewei; Ju, Yong; Chen, Dongying; Lu, Jianzhong published the artcile< Bioluminescence imaging of carbon monoxide in living cells based on a selective deiodination reaction>, Application In Synthesis of 2591-17-5, the main research area is bioluminescence imaging carbon monoxide deiodination.

D-Luciferin is a popular bioluminescent substrate of luciferase in the presence of ATP. It was used in luciferase-based bioluminescence imaging and cell-based high-throughput screening applications. Herein, the iodination of D-luciferin was undertaken and explored as a bioluminescence probe without the need for light excitation to sensitively trace and image carbon monoxide (CO) in liver cancer cells. The bioluminescent probe (7′-iodo-luciferin) exhibited excellent selectivity for CO detection in vitro. This new probe could image exogenous and endogenous CO in the luciferase-transfected cancer cells. This new probe might be used for evaluating the roles of CO in various biol. processes.

Analyst (Cambridge, United Kingdom) published new progress about Bioluminescent imaging. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Application In Synthesis of 2591-17-5.

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

Zhong, Zhao-Jin; Zhang, Da-Jun; Peng, Zong-Gen; Li, Yu-Huan; Shan, Guang-Zhi; Zuo, Li-Min; Wu, Lin-Tao; Li, Si-Yang; Gao, Rong-Mei; Li, Zhuo-Rong published the artcile< Synthesis and antiviral activity of a novel class of (5-oxazolyl)phenyl amines>, Name: Thiazole-5-carboxyaldehyde, the main research area is preparation oxazole antiviral human treatment viral infection HCV; (5-Oxazolyl)phenyl amine; Antiviral activity; Structure–activity relationships; Synthesis.

A series of novel (5-oxazolyl)phenyl amine derivatives were synthesized and their antiviral activities against the hepatitis C virus (HCV) and the coxsackie virus B3 (CVB3) and B6 (CVB6) were evaluated in vitro. Bioassays showed that the synthesized compounds 17a1, 17a4, 17a6, 17b1, 17d1, 17e2 and 17g3 exhibited potent antiviral activity against HCV (IC50 = 0.28-0.92 μM) and most synthesized compounds exhibited low cytotoxicity in Huh7.5 cells, compared to telaprevir. The compounds 17a1, 17a4, 17a5, 17a6, 17b1, 17b2, 17g1 and 17g3 showed strong activity against the CVB3 and/or CVB6 at low concentrations (IC50 < 2.0 μM). The (5-oxazolyl)phenyl amines 17a1, 17a4, 17a8, 17b1, 17d1, 17e2, 17f3 and 17g3 were identified as the most active on the biol. assays, and will be studied further. European Journal of Medicinal Chemistry published new progress about Antiviral agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Name: Thiazole-5-carboxyaldehyde.

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

Pels, Kevin; Dickson, Paige; An, Hongchan; Kodadek, Thomas published the artcile< DNA-Compatible Solid-Phase Combinatorial Synthesis of β-Cyanoacrylamides and Related Electrophiles>, Application of C10H7NOS, the main research area is DNA solid phase combinatorial beta cyanoacrylamide electrophile; DNA; DNA-encoded library; Knoevenagel condensation; combinatorial chemistry; covalent; cyanoacrylamide; one bead one compound library; reversible.

The Knoevenagel condensation can be exploited in combinatorial synthesis on the solid phase. Condensation products from such reactions were structurally characterized, and their Michael reactivity with thiol and phosphine nucleophiles is described. Cyanoacrylamides were previously reported to react reversibly with thiols, and notably, dilution into low pH buffer can trap covalent adducts, which are isolable via chromatog. Finally, the authors synthesized both traditional and DNA-encoded one-bead, one-compound libraries containing cyanoacrylamides as a source of cysteine-reactive reversibly covalent protein ligands.

ACS Combinatorial Science published new progress about Combinatorial library (DNA-encoded). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Application of C10H7NOS.

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

Morales-Nava, Rosmarbel; Fernandez-Zertuche, Mario; Ordonez, Mario published the artcile< Microwave-assisted improved synthesis of oxazolidin-2-ones, oxazolidine-2-thiones and thiazolidine-2-thione chiral auxiliaries>, Product Details of C10H11NS2, the main research area is amino alc carbonate cyclization carbonylation microwave; carbon sulfide amino alc cyclization carbonylation microwave; oxazolidinone chiral auxiliary preparation; oxazolidinethione chiral auxiliary preparation; thiazolidinethione chiral auxiliary preparation.

The synthesis of the target compounds was achieved by a microwave-assisted method and typical 4-substituted oxazolidinone chiral auxiliaries were obtained. Under these conditions, treatment of (S)-phenylalaninol, (S)-phenylglycinol, (S)-valinol, and (1S,2R)-norephedrine with (EtO)2CO or CS2 under the appropriate and specific microwave reaction conditions, led to an efficient synthesis of oxazolidin-2-ones, oxazolidine-2-thiones, and thiazolidine-2-thiones. The methodol. provides these chiral auxiliaries with improved yields and a remarkable reduction in reaction times, particularly in the case of 2-thiazolidinethione derivatives, as compared with the conventional methods.

Molecules published new progress about Amino alcohols, chiral Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

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

Kikelj, D.; Urleb, U. published the artcile< Product class 17: thiazoles>, Formula: C7H9NO2S, 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. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Formula: C7H9NO2S.

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

Lohans, Christopher T.; van Belkum, Marco J.; Cochrane, Stephen A.; Huang, Zedu; Sit, Clarissa S.; McMullen, Lynn M.; Vederas, John C. published the artcile< Biochemical, Structural, and Genetic Characterization of Tridecaptin A1, an Antagonist of Campylobacter jejuni>, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is sequence tridecaptin A1 paenicidin B Paenibacillus gene cluster; antimicrobial agents; bacteriocins; lipopeptides; peptides; structure elucidation.

Bacillus circulans NRRL B-30644 (now Paenibacillus terrae) was previously reported to produce SRCAM 1580, a bacteriocin active against the food pathogen Campylobacter jejuni. We have been unable to isolate SRCAM 1580, and did not find any genetic determinants in the genome of this strain. We now report the reassignment of this activity to the lipopeptide tridecaptin A1. Structural characterization of tridecaptin A1 was achieved through NMR, MS/MS and GC-MS studies. The structure was confirmed through the first chem. synthesis of tridecaptin A1, which also revealed the stereochem. of the lipid chain. The impact of this stereochem. on antimicrobial activity was examined The biosynthetic machinery responsible for tridecaptin production was identified through bioinformatic analyses. P. terrae NRRL B-30644 also produces paenicidin B, a novel lantibiotic active against Gram-pos. bacteria. MS/MS analyses indicate that this lantibiotic is structurally similar to paenicidin A.

ChemBioChem published new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), PRP (Properties), BIOL (Biological Study). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

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