Tag: M.W=400-450

Tachihara, Yoshihiro published the artcileMechanically interlocked molecular architectures of valinomycin as cancer targeted prodrugs, Category: catalysis-chemistry, the publication is Nano Select (2022), 3(8), 1242-1251, database is CAplus.

Macrocyclic drugs are promising agents for treating a variety of diseases. However, these compounds usually present delivery limitations, such as low tissue selectivity and poor cellular uptake, which may impair efficacy and clin. translation. Here, we propose a mol. machine approach for delivering macrocyclic drugs based on their assembly into bioactive rotaxanes. To prove this concept, we use the extremely toxic macrocycle valinomycin (Val) as the host mol., and identify dihydralazine (Dihyd) as a guest mol. after screening several guest compounds The Val-Dihyd complex is mech. interlocked by capping one hydrazide group in Dihyd with fluorescein isothiocyanate (FITC) and the other with a Y-shape branched poly(ethylene glycol) (PEG) via a pH-sensitive hydrazone bond. Thus, the Val-loaded rotaxanes (Vrot) are stable at physiol. pH, but release Val at mild acidic conditions mimicking intratumoral and endosomal environments. In vitro studies revealed Vrot is less cytotoxic than free Val in pancreatic cancer cells, while modifying Vrot with cyclic arginine-glycine-aspartic acid (cRGD) peptides promotes the cytotoxicity by enhancing cellular uptake. These results indicate the potential of rotaxanes of macrocyclic drugs for generating cancer targeted prodrugs.

Nano Select published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C4Br2N2O4S, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hiraku, Seiji published the artcileAbsorption and excretion of camostat (FOY-305) orally administered to male rabbit and healthy subject, Computed Properties of 71079-09-9, the publication is Iyakuhin Kenkyu (1982), 13(3), 756-65, database is CAplus.

After oral administration of FOY?305 (I) [59721-29-8], an antipancreatitis agent, to rabbits at 10 and 100 mg/kg, the maximum I level in the blood was observed at 1-2 h with the half-life of 70 min. FOY?251??[71079-09-9] Was found in blood as the metabolite. In humans, oral administration of I at 200 and 600 mg also produced FOY 251, and the maximum level in blood appeared at 40 min with the half-life of 70 min. The major metabolite in the urine was 4-guanidinobenzoic?acid-HCl??[16060-65-4].

Iyakuhin Kenkyu published new progress about 71079-09-9. 71079-09-9 belongs to catalysis-chemistry, auxiliary class Salt,Carboxylic acid,Carbamidine,Amine,Benzene,Ester,Protease,Ser/Thr Protease, name is 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt, and the molecular formula is C17H19N3O7S, Computed Properties of 71079-09-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhou, Qianghui published the artcileBioconjugation by Native Chemical Tagging of C-H Bonds, COA of Formula: C25H21N3O4, the publication is Journal of the American Chemical Society (2013), 135(35), 12994-12997, database is CAplus and MEDLINE.

A general C-H functionalization method for the tagging of natural products and pharmaceuticals is described. An azide-containing sulfinate reagent allows the appendage of azidoalkyl chains onto heteroaromatics, the product of which can then be attached to a monoclonal antibody by a “click” reaction. This strategy expands the breadth of bioactive small mols. that can be linked to macromols. in a manner that is beyond the scope of existing methods in bioconjugation to permit tagging of the “seemingly untaggable”.

Journal of the American Chemical Society published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C38H24F4O4P2, COA of Formula: C25H21N3O4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kelemen, Rachel E. published the artcileA Precise Chemical Strategy To Alter the Receptor Specificity of the Adeno-Associated Virus, Computed Properties of 1395786-30-7, the publication is Angewandte Chemie, International Edition (2016), 55(36), 10645-10649, database is CAplus and MEDLINE.

The ability to target the adeno-associated virus (AAV) to specific types of cells, by altering the cell-surface receptor it binds, is desirable to generate safe and efficient therapeutic vectors. Chem. attachment of receptor-targeting agents onto the AAV capsid holds potential to alter its tropism, but is limited by the lack of site specificity of available conjugation strategies. The development of an AAV production platform is reported that enables incorporation of unnatural amino acids (UAAs) into specific sites on the virus capsid. Incorporation of an azido-UAA enabled site-specific attachment of a cyclic-RGD peptide onto the capsid, retargeting the virus to the ¦Á_v¦Â₃ integrin receptors, which are overexpressed in tumor vasculature. Retargeting ability was site-dependent, underscoring the importance of achieving site-selective capsid modification. This work provides a general chem. approach to introduce various receptor binding agents onto the AAV capsid with site selectivity to generate optimized vectors with engineered infectivity.

Angewandte Chemie, International Edition published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C25H21N3O4, Computed Properties of 1395786-30-7.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Okuno, Masataka published the artcileProtease inhibitors suppress TGF-¦Â generation by hepatic stellate cells, Product Details of C17H19N3O7S, the publication is Journal of Hepatology (1998), 29(6), 1031-1032, database is CAplus and MEDLINE.

Transforming growth factor-¦Â is the major cytokine implicated in the pathogenesis of liver fibrosis and cirrhosis. The authors decided to examine which protease inhibitors would be effective in suppressing TGF-¦Â generation. The data suggest that these compounds might be beneficial for the therapy of the liver fibrosis. Tranexamic acid has been used episodically as a cytoprotective agent against liver damage.

Journal of Hepatology published new progress about 71079-09-9. 71079-09-9 belongs to catalysis-chemistry, auxiliary class Salt,Carboxylic acid,Carbamidine,Amine,Benzene,Ester,Protease,Ser/Thr Protease, name is 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt, and the molecular formula is C17H19N3O7S, Product Details of C17H19N3O7S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Won Kang, Hye published the artcileESR and NMR probes of counter-ion effects in perfluorosulfonate ionomer membranes, COA of Formula: C19H42F6NP, the publication is Journal of Membrane Science (1998), 148(2), 173-184, database is CAplus.

The properties of Nafion membranes, modified by exchange with tetraalkylammonium cations and equilibrated in methanol, were investigated using ESR spin probe techniques and ¹⁴N NMR spectroscopy. TEMPO and TEMPOL nitroxide radicals are shown to act as probes of the methanol solvent phase of the membranes. The mobility of the probe radicals is restricted, the correlation times for rotational diffusion being reduced by an order of magnitude within the ionomer environment compared to free methanol solution The larger tetraalkylammonium cations result in higher levels of swelling in methanol and a greater degree of nitroxide mobility. The temperature dependent ESR spectra show a gradual transition from freely diffusing to rigidly immobilized radicals as the temperature is lowered. The motion is completely frozen out at about 190 K, before the f.p. of methanol is reached. ¹⁴N NMR spectroscopy of the tetraalkylammonium counter-ions is also reported. The NMR signals for all cations remain quite sharp and well resolved in methanol-equilibrated Nafion. The corresponding ¹⁴N spin lattice relaxation times, T₁, were reduced by one order of magnitude compared to methanol solution The long-chain surfactant cations showed the least reduction in T₁ on incorporation into the membrane, consistent with retention of significant rotational mobility. These results are interpreted in terms of a much weaker ion clustering in the organically modified membranes than is found in strongly hydrated Nafion membranes.

Journal of Membrane Science published new progress about 101079-29-2. 101079-29-2 belongs to catalysis-chemistry, auxiliary class Surfactants, name is N-hexadecyltrimethylammoniumhexafluorophosphate, and the molecular formula is C23H43NP2, COA of Formula: C19H42F6NP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Chen, Jiexiu published the artcileEnhanced stability of oral insulin in targeted peptide ligand trimethyl chitosan nanoparticles against trypsin, Application In Synthesis of 71079-09-9, the publication is Journal of Microencapsulation (2015), 32(7), 632-641, database is CAplus and MEDLINE.

Oral insulin delivery is often limited by protease degradation 2-(Dimethylamino)-2-oxoethyl 4-(4-guanidinobenzoyloxy)phenylacetate methanesulfonate (Camostat mesylate) is reported to have the ability to inhibit trypsin activity, which is the main protease responsible for protein degradation This study attempted to form a novel nanoparticle by covalently conjugating 4-(2-(2-aminoethylamino)-2-oxoethyl)phenyl 4-guanidinobenzoyloxy (FOY-251), an active derivative of camostat mesylate, to the backbone of poly (¦Ã-glutamic acid) (¦Ã-PGA), in order to improve insulin stability against protease. Goblet cell targeting CSKSSDYQC (CSK) peptide was demonstrated to effectively improve the epithelial absorption of insulin. Therefore, the novel nanoparticle was prepared by mixing cationic peptide modified tri-Me chitosan (TMC-CSK) with anionic ¦ÃPGA-FOY conjugate using multi-ion crosslinked method. Results showed that not only the ¦ÃPGA-FOY conjugate but also the prepared novel nanoparticle could inhibit trypsin activity both in vitro environment and on the intestinal mucosal surface. This study would be beneficial for peptide modified nanoparticles in oral insulin delivery.

Journal of Microencapsulation published new progress about 71079-09-9. 71079-09-9 belongs to catalysis-chemistry, auxiliary class Salt,Carboxylic acid,Carbamidine,Amine,Benzene,Ester,Protease,Ser/Thr Protease, name is 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt, and the molecular formula is C17H19N3O7S, Application In Synthesis of 71079-09-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Marculescu, Cristina published the artcileProbing the limits of Q-tag bioconjugation of antibodies, Application of Dbco-maleimide, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(76), 11342-11345, database is CAplus and MEDLINE.

Site-selective labeling of antibodies (Abs) can circumvent problems from heterogeneity of conventional conjugation. Here, the authors evaluate the industrially-applied chemoenzymic ‘Q-tag’ strategy based on transglutaminase-mediated (TGase) amide-bond formation in the generation of ⁸⁹Zr-radiolabeled antibody conjugates. Despite previously suggested high regioselectivity of TGases, in the anti-Her2 Ab Herceptin more precise native MS indicates only 70-80% functionalization at the target site (Q298_H), in competition with modification at other sites, such as Q3_H critically close to the CDR1 region.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C25H21N3O4, Application of Dbco-maleimide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hirasawa, Shigeo published the artcileFacile and Efficient Chemoenzymatic Semisynthesis of Fc-Fusion Compounds for Half-Life Extension of Pharmaceutical Components, HPLC of Formula: 1395786-30-7, the publication is Bioconjugate Chemistry (2019), 30(9), 2323-2331, database is CAplus and MEDLINE.

The formation of Fc-fusions, in which biol. active mols. and the Fc fragment of antibodies are linked to each other, is one of the most efficient and successful half-life extension technologies to be developed and applied to peptide and protein pharmaceuticals thus far. Fc-fusion compounds are generally produced by recombinant methods. However, these cannot be applied to artificial middle mols., such as peptides with non-natural amino acids, unnatural cyclic peptides, or pharmaceutical oligonucleotides. Here, we developed a simple, efficient, semisynthetic method for Fc-fusion production involving our previously developed enzymic N-terminal extension reaction (i.e., NEXT-A reaction) and strain-promoted azide-alkyne cycloaddition, achieving quant. conversion and high selectivity for the N-terminus of the Fc protein. An Fc-fusion compound prepared by this method showed comparable biol. activity to that of the original peptide and a long-circulating plasma half-life. Thus, the proposed method is potentially applicable for the conjugation of a wide range of pharmaceutical components.

Bioconjugate Chemistry published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C25H21N3O4, HPLC of Formula: 1395786-30-7.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Shrimp, Jonathan H. published the artcileAn Enzymatic TMPRSS2 Assay for Assessment of Clinical Candidates and Discovery of Inhibitors as Potential Treatment of COVID-19, Product Details of C17H19N3O7S, the publication is ACS Pharmacology & Translational Science (2020), 3(5), 997-1007, database is CAplus and MEDLINE.

SARS-CoV-2 is the viral pathogen causing the COVID-19 global pandemic. Consequently, much research has gone into the development of pre-clin. assays for the discovery of new or repurposing of FDA-approved therapies. Preventing viral entry into a host cell would be an effective antiviral strategy. One mechanism for SARS-CoV-2 entry occurs when the spike protein on the surface of SARS-CoV-2 binds to an ACE2 receptor followed by cleavage at 2 cut sites (priming) that causes a conformational change allowing for viral and host membrane fusion. TMPRSS2 has an extracellular protease domain capable of cleaving the spike protein to initiate membrane fusion. A validated inhibitor of TMPRSS2 protease activity would be a valuable tool for studying the impact TMPRSS2 has in viral entry and potentially be an effective antiviral therapeutic. To enable inhibitor discovery and profiling of FDA-approved therapeutics, we describe an assay for the biochem. screening of recombinant TMPRSS2 suitable for high throughput application. We demonstrate effectiveness to quantify inhibition down to subnanomolar concentrations by assessing the inhibition of camostat, nafamostat, and gabexate, clin. approved agents in Japan. Also, we profiled a camostat metabolite, FOY-251, and bromhexine hydrochloride, an FDA-approved mucolytic cough suppressant. The rank order potency for the compounds tested are: nafamostat (IC₅₀ = 0.27 nM), camostat (IC₅₀ = 6.2 nM), FOY-251 (IC₅₀ = 33.3 nM) and gabexate (IC₅₀ = 130 nM). Bromhexine hydrochloride showed no inhibition of TMPRSS2. Further profiling of camostat, nafamostat, and gabexate against a panel of recombinant proteases provides insight into selectivity and potency.

ACS Pharmacology & Translational Science published new progress about 71079-09-9. 71079-09-9 belongs to catalysis-chemistry, auxiliary class Salt,Carboxylic acid,Carbamidine,Amine,Benzene,Ester,Protease,Ser/Thr Protease, name is 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt, and the molecular formula is C6H5BBrClO2, Product Details of C17H19N3O7S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia