Category: 1869-45-0

Liu, Bin published the artcileMechanistic Investigation on Oxidative Degradation of ROS-Responsive Thioacetal/Thioketal Moieties and Their Implications, Product Details of C4H6F3NOS, the publication is Cell Reports Physical Science (2020), 1(12), 100271, database is CAplus.

In this work, through a series of structure-property relationship studies such as Hammett correlation, a mechanism of the oxidative cleavage of thioacetals and thioketals, where the thiolate components were converted to the corresponding disulfide product along with the formation of the resp. aldehydes and ketones, is proposed. The mechanism involves thioether oxidation that leads to the formation of a thionium intermediate, hydrolysis of which leads to the aldehyde/ketone product. In addition, a preliminary demonstration of the utility of such an understanding, as it offers the sequential release of two distinct small mols. caged in a substrate using two contradictory stimuli, viz. oxidative and reductive conditions, is presented.

Cell Reports Physical Science published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Product Details of C4H6F3NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Huang, Guopu published the artcileA degradable, broad-spectrum and resistance-resistant antimicrobial oligoguanidine as a disinfecting and therapeutic agent in aquaculture, Formula: C4H6F3NOS, the publication is Polymer Chemistry (2022), 13(23), 3539-3551, database is CAplus.

The threat of antibiotic resistance to community healthcare and the global economy has raised extensive concern, and the over-use of antibiotics in animal husbandry plays a significant role in the occurrence and spread of resistance genes. An emerging solution for the above problem is the development of antimicrobial peptides (AMPs) and their mimics as alternative disinfectants in agriculture and aquaculture. These antibacterial agents usually exhibit excellent potency and a low drug resistance generation rate, but are highly cytotoxic to eukaryotes and thus post safety concerns. Here, we report our solution to this problem by introducing degradable linkers in oligoguanidine-based antimicrobial peptidomimetics with a dual-selective mechanism of action. With both bacterial membrane and DNA targeting capability, the hit peptidomimetic exhibited higher therapeutic indexes and synergistic effects with other antibiotics, while its fast antimicrobial kinetics and low resistance rate were maintained. In addition, the added degradable feature improved the biocompatibility and environmental sustainability of this material. The oligoguanidine-based hit peptidomimetic also showed good activity in vivo, as it did not cause observable toxicity in zebrafish, and it could significantly improve the survival rate of zebrafish in a scratch wound infection model.

Polymer Chemistry published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Formula: C4H6F3NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Patil, Prarthana published the artcileReactive oxygen species-degradable polythioketal urethane foam dressings to promote porcine skin wound repair, Safety of 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is Science Translational Medicine (2022), 14(641), eabm6586, database is CAplus and MEDLINE.

Porous, resorbable biomaterials can serve as temporary scaffolds that support cell infiltration, tissue formation, and remodeling of nonhealing skin wounds. Synthetic biomaterials are less expensive to manufacture than biol. dressings and can achieve a broader range of physiochem. properties, but opportunities remain to tailor these materials for ideal host immune and regenerative responses. Polyesters are a well-established class of synthetic biomaterials; however, acidic degradation products released by their hydrolysis can cause poorly controlled autocatalytic degradation Here, we systemically explored reactive oxygen species (ROS)-degradable polythioketal (PTK) urethane (UR) foams with varied hydrophilicity for skin wound healing. The most hydrophilic PTK-UR variant, with seven ethylene glycol (EG7) repeats flanking each side of a thioketal bond, exhibited the highest ROS reactivity and promoted optimal tissue infiltration, extracellular matrix (ECM) deposition, and reepithelialization in porcine skin wounds. EG7 induced lower foreign body response, greater recruitment of regenerative immune cell populations, and resolution of type 1 inflammation compared to more hydrophobic PTK-UR scaffolds. Porcine wounds treated with EG7 PTK-UR foams had greater ECM production, vascularization, and resolution of proinflammatory immune cells compared to polyester UR foam-based NovoSorb Biodegradable Temporizing Matrix (BTM)-treated wounds and greater early vascular perfusion and similar wound resurfacing relative to clin. gold standard Integra Bilayer Wound Matrix (BWM). In a porcine ischemic flap excisional wound model, EG7 PTK-UR treatment led to higher wound healing scores driven by lower inflammation and higher reepithelialization compared to NovoSorb BTM. PTK-UR foams warrant further investigation as synthetic biomaterials for wound healing applications.

Science Translational Medicine published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Safety of 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Liu, Zhi published the artcileROS-triggered degradable iron-chelating nanogels: Safely improving iron elimination in vivo, Related Products of amides-buliding-blocks, the publication is Journal of Controlled Release (2018), 84-93, database is CAplus and MEDLINE.

Iron-mediated generation of highly toxic Reactive Oxygen Species (ROS) plays a major role in the process leading to iron overload-related diseases. The long-term s.c. administration of Deferoxamine (DFO) is currently clin.-approved to improve patient symptoms and survival. However, non-specific toxicity and short circulation times of the drug in humans often leads to poor patient compliance. Herein, thioketal-based ROS-responsive polymeric nanogels containing DFO moieties (rNG-DFO) were designed to chelate iron and to degrade under oxidative stimuli into fragments <10 nm to enhance excretion of iron-bound chelates. Serum ferritin levels and iron concentrations in major organs of IO mice decreased following treatment with rNG-DFO, and fecal elimination of iron-bound chelates increased compared to free DFO. Furthermore, rNG-DFO decreased iron mediated oxidative stress levels in vitro and reduced iron-mediated inflammation in the liver of IO mice. The study confirms that ROS-responsive nanogels may serve as a promising alternative to DFO for safer and more efficient iron chelation therapy.

Journal of Controlled Release published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Related Products of amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Robins, Morris J. published the artcileImproved Syntheses of 5′-S-(2-Aminoethyl)-6-N-(4-nitrobenzyl)-5′-thioadenosine (SAENTA), Analogues, and Fluorescent Probe Conjugates: Analysis of Cell-Surface Human Equilibrative Nucleoside Transporter 1 (hENT1) Levels for Prediction of the Antitumor Efficacy of Gemcitabine, Quality Control of 1869-45-0, the publication is Journal of Medicinal Chemistry (2010), 53(16), 6040-6053, database is CAplus and MEDLINE.

5′-S-(2-Aminoethyl)-6-N-(4-nitrobenzyl)-5′-thioadenosine (SAENTA), 5′-S-(2-acetamidoethyl)-6-N-[(4-substituted)benzyl]-5′-thioadenosine analogs, 5′-S-[2-(6-aminohexanamido)]ethyl-6-N-(4-nitrobenzyl)-5′-thioadenosine (SAHENTA), and related compounds were synthesized by S_NAr displacement of fluoride from 6-fluoropurine intermediates with 4-(substituted)-benzylamines. Conjugation of the pendant amino groups of SAENTA and SAHENTA with fluorescein-5-yl isothiocyanate (FITC) gave fluorescent probes that bound at nanomolar concentrations specifically to human equilibrative nucleoside transporter 1 (hENT1) produced in recombinant form in model expression systems and in native form in cancer cell lines. Transporter binding effects were studied and the ability of the probes to predict the potential antitumor efficacy of 2′-deoxy-2′,2′-difluorocytidine (gemcitabine) was demonstrated.

Journal of Medicinal Chemistry published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Quality Control of 1869-45-0.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Sabeti Azad, Mahnaz published the artcileFluorescent Aminoglycoside Antibiotics and Methods for Accurately Monitoring Uptake by Bacteria, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is ACS Infectious Diseases (2020), 6(5), 1008-1017, database is CAplus and MEDLINE.

Characterizing how multidrug-resistant bacteria circumvent the action of clin. used or novel antibiotics requires a detailed understanding of how the antibiotics interact with and cross bacterial membranes to accumulate in the cells and exert their action. When monitoring the interactions of drugs with bacteria, it remains challenging to differentiate functionally relevant internalized drug levels from nonspecific binding. Fluorescence is a method of choice for observing dynamics of biomols. In order to facilitate studies involving aminoglycoside antibiotics, we have generated fluorescently labeled aminoglycoside derivatives with uptake and bactericidal activities similar, albeit with a moderate loss, to those of the parent drug. The method combines fluorescence microscopy with fluorescence-activated cell sorting (FACS) using neomycin coupled to nonpermeable cyanine dyes. Fluorescence imaging allowed membrane-bound antibiotic to be distinguished from mols. in the cytoplasm. Patterns of uptake were assigned to different populations in the FACS anal. Our study illustrates how fluorescent derivatives of an aminoglycoside enable a robust characterization of the three components of uptake: membrane binding, EDPI, and EDPII. Because EDPI levels are weak compared to the two other types of accumulation and critical for the action of these drugs, the three components of uptake must be taken into account sep. when drawing conclusions about aminoglycoside function.

ACS Infectious Diseases published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Martin, John r. published the artcileOxidation-Responsive, Tunable Growth Factor Delivery from Polyelectrolyte-Coated Implants, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is Advanced Healthcare Materials (2021), 10(9), 2001941, database is CAplus and MEDLINE.

Polyelectrolyte multilayer (PEM) coatings, constructed on the surfaces of tissue engineering scaffolds using layer-by-layer assembly (LbL), promote sustained release of therapeutic mols. and have enabled regeneration of large-scale, pre-clin. bone defects. However, these systems primarily rely on non-specific hydrolysis of PEM components to foster drug release, and their pre-determined drug delivery schedules potentially limit future translation into innately heterogeneous patient populations. To trigger therapeutic delivery directly in response to local environmental stimuli, an LbL-compatible polycation solely degraded by cell-generated reactive oxygen species (ROS) was synthesized. These thioketal-based polymers were selectively cleaved by physiol. doses of ROS, stably incorporated into PEM films alongside growth factors, and facilitated tunable release of therapeutic bone morphogenetic protein-2 (BMP-2) upon oxidation These coatings′ sensitivity to oxidation was also dependent on the polyanions used in film construction, providing a simple method for enhancing ROS-mediated protein delivery in vitro. Correspondingly, when implanted in critically-sized rat calvarial defects, the most sensitive ROS-responsive coatings generated a 50% increase in bone regeneration compared with less sensitive formulations and demonstrated a nearly threefold extension in BMP-2 delivery half-life over conventional hydrolytically-sensitive coatings. These combined results highlight the potential of environmentally-responsive PEM coatings as tunable drug delivery systems for regenerative medicine.

Advanced Healthcare Materials published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wang, Jinhui published the artcileFar-red light-mediated programmable anti-cancer gene delivery in cooperation with photodynamic therapy, Synthetic Route of 1869-45-0, the publication is Biomaterials (2018), 72-82, database is CAplus and MEDLINE.

Effective anti-cancer therapy is hurdled by the complicated extracellular and intracellular barriers, and thus a smart gene vector that can enable programmable gene delivery is highly demanded. Photo-manipulation of gene delivery processes features spatial and temporal precision, while majority of current strategies utilizes short-wavelength UV/visible light with poor tissue penetration or high-power-d. near-IR (NIR) light that would cause undesired heat damage. Herein, an ROS-degradable polycation was designed and co-delivered with a photosensitizer (PS), thus realizing photo-programmable gene delivery using far-red light (661 nm) at low optical power d. (down to 5 mW cm^-2). Thioketal-crosslinked polyethylenimine (TK-PEI) was synthesized to condense p53 gene to form nanocomplexes (NCs), and hyaluronic acid (HA) modified with pheophytin a (Pha) was coated onto NCs to enhance their colloidal stability and enable cancer cell targeting. Short-time (8-min) light irradiation produced non-lethal amount of ROS to disrupt the endosomal membranes and facilitate p53 gene release via degradation of TK-PEI, which collectively enhanced p53 expression levels toward anti-cancer gene therapy. Long-time (30-min) light irradiation at the post-transfection state generated lethal amount of ROS, which cooperatively killed cancer cells to strengthen p53 gene therapy. To the best of our knowledge, this study represents the first example of an “one stone, three birds” approach to realize cooperative anti-cancer gene therapy using low-power-d., long-wavelength visible light as a single stimulus.

Biomaterials published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H4N2O2, Synthetic Route of 1869-45-0.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Jagt, Richard B. C. published the artcilePattern-based recognition of heparin contaminants by an array of self-assembling fluorescent receptors, Quality Control of 1869-45-0, the publication is Angewandte Chemie, International Edition (2009), 48(11), 1995-1997, database is CAplus and MEDLINE.

Tracking down potential killers: Strong host-guest interactions enable the facile combination of polycationic cyclodextrin binding motifs (blue) with fluorescent reporters (orange) tethered to a hydrophobic guest mol. (dark green). An array of supramol. fluorescent receptors prepared by this modular approach was used for the pattern-based recognition of neg. charged contaminants in the anticoagulant drug heparin.

Angewandte Chemie, International Edition published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Quality Control of 1869-45-0.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Delehanty, James B. published the artcileSynthesis of a reactive oxygen species-responsive doxorubicin derivative, COA of Formula: C4H6F3NOS, the publication is Molecules (2018), 23(7), 1809/1-1809/5, database is CAplus and MEDLINE.

A heterobifunctional reactive oxygen species (ROS)-responsive linker for directed drug assembly onto and delivery from a quantum dot (QD) nanoparticle carrier was synthesized and coupled to doxorubicin using N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC)/sulfo-NHS coupling. The doxorubicin conjugate was characterized using 1H NMR and LC-MS and subsequently reacted under conditions of ROS formation (Cu2+/H2O2) resulting in successful and rapid thioacetal oxidative cleavage, which was monitored using 1H NMR.

Molecules published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, COA of Formula: C4H6F3NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics