Category: 71989-31-6

Hu, Kuan published the artcileWhole-body PET tracking of a D-dodecapeptide and its radiotheranostic potential for PD-L1 overexpressing tumors, SDS of cas: 71989-31-6, the publication is Acta Pharmaceutica Sinica B (2022), 12(3), 1363-1376, database is CAplus and MEDLINE.

Peptides that are composed of dextrorotary (D)-amino acids have gained increasing attention as a potential therapeutic class. However, our understanding of the in vivo fate of D-peptides is limited. This highlights the need for whole-body, quant. tracking of D-peptides to better understand how they interact with the living body. Here, we used mouse models to track the movement of a programmed death-ligand 1 (PD-L1)-targeting D-dodecapeptide antagonist (DPA) using positron emission tomog. (PET). More specifically, we profiled the metabolic routes of [⁶⁴Cu]DPA and investigated the tumor engagement of [⁶⁴Cu/⁶⁸Ga]DPA in mouse models. Our results revealed that intact [⁶⁴Cu/⁶⁸Ga]DPA was primarily eliminated by the kidneys and had a notable accumulation in tumors. Moreover, a single dose of [⁶⁴Cu]DPA effectively delayed tumor growth and improved the survival of mice. Collectively, these results not only deepen our knowledge of the in vivo fate of D-peptides, but also underscore the utility of D-peptides as radiopharmaceuticals.

Acta Pharmaceutica Sinica B published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, SDS of cas: 71989-31-6.

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

Liu, Mengjie published the artcileEngineering of a biologically active insulin dimer, Synthetic Route of 71989-31-6, the publication is Journal of Medicinal Chemistry (2021), 64(23), 17448-17454, database is CAplus and MEDLINE.

The growing epidemic of diabetes means that there is a need for therapies that are more efficacious, safe, and convenient. Here, we report the efficient synthesis of a novel disulfide dimer of human insulin tethered at the N-terminus of its B-chain through placement of a cysteine residue. The resulting peptide was shown to bind to both the insulin receptor isoform B and insulin-like growth factor-1 receptor with comparable affinity to native insulin. In in vivo insulin tolerance tests, the dimer was equipotent to Actrapid insulin and possessed a sustained duration of action greater than that of Actrapid and Glargine. While the secondary structure of our dimeric insulin was similar to that of insulin, it was more resistant to proteolysis. More importantly, our analog was produced in quant. yield from a monomeric thiol insulin scaffold. Our results suggest that this dimer has significant potential to address the clin. needs in the treatment of diabetes.

Journal of Medicinal Chemistry published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Synthetic Route of 71989-31-6.

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

Liu, Jiamei published the artcileEnabling chemical protein (semi)synthesis via reducible solubilizing tags (RSTs), Application In Synthesis of 71989-31-6, the publication is Chemical Science (2022), 13(5), 1367-1374, database is CAplus and MEDLINE.

Chem. synthesis of proteins with poor solubility presents a challenging task. The existing solubilizing tag strategies are not suitable for the expressed protein segment. To address this issue, we report herein that solubilizing tags could be introduced at the side chain of the peptide and C-terminal peptide salicylaldehyde esters via a disulfide linker. Such reducible solubilizing tags (RSTs) are compatible with peptide salicylaldehyde ester-mediated Ser/Thr ligation and Cys/Pen ligation for purifying and ligating peptides with poor solubility This strategy features operational simplicity and readily accessible materials. Both the protein 2B4 cytoplasmic tail and FCER1G protein have been successfully synthesized via this strategy. Of particular note, the RST strategy could be used for solubilizing the expressed protein segment for protein semi-synthesis of the HMGB1 protein.

Chemical Science published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Application In Synthesis of 71989-31-6.

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

Li, Mingming published the artcileAdaptable peptide-based therapeutics modulating tumor microenvironment for combinatorial radio-immunotherapy, Category: catalysis-chemistry, the publication is Journal of Controlled Release (2021), 35-47, database is CAplus and MEDLINE.

Radiotherapy is one of the conventional tumor treatments, while its abscopal therapeutic efficacy is severely hampered by the immunosuppressive tumor microenvironment. To address this challenge, we herein report on the morphol.-adaptable peptide-based therapeutics for efficiently reversing the immunosuppression in the combinatorial radio-immunotherapy through simultaneous checkpoint blocking and induction of immunogenic cell death. The peptide-based therapeutics were created via co-assembling a pentapeptide containing a 4-amino proline residue with its derivatives containing IDO-1 inhibitor NLG919. The resulting therapeutics underwent pH-adaptable morphol. transformation between nanofibrils and nanoparticles and released NLG919 upon GSH cleavage. In vivo studies confirmed that the pH-adaptable morphologies of the therapeutics facilitated their tumor accumulation and retention at tumor sites compared to morphol.-persistent counterparts, thus resulting in efficient delivery of IDO-1 inhibitors. Simultaneously treating the tumor-bearing mice with the therapeutics and external ¦Ã-ray radiation boosted the tumor immunogenicity via inducing ICD cascade of the tumor cells and reverse the immunosuppressive tumor microenvironment due to the inhibition of IDO-1 for depletion of tryptophan. Our findings strongly demonstrate that the morphol.-adaptable peptide-based therapeutics exhibit the capability to reverse the immunosuppressive tumor microenvironment during irradiation, thus providing a new strategy for the combinatorial radio-immunotherapy.

Journal of Controlled Release published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Category: catalysis-chemistry.

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

Reja, Rahi M. published the artcileLysine-Targeting Reversible Covalent Inhibitors with Long Residence Time, Related Products of catalysis-chemistry, the publication is Journal of the American Chemical Society (2022), 144(3), 1152-1157, database is CAplus and MEDLINE.

We report a new reversible lysine conjugation that features a novel diazaborine product and much slowed dissociation kinetics in comparison to the previously known iminoboronate chem. Incorporating the diazaborine-forming warhead RMR1 to a peptide ligand gives potent and long-acting reversible covalent inhibitors of the staphylococcal sortase. The efficacy of sortase inhibition is demonstrated via biochem. and cell-based assays. A comparative study of RMR1 and an iminoboronate-forming warhead highlights the significance and potential of modulating bond dissociation kinetics in achieving long-acting reversible covalent inhibitors.

Journal of the American Chemical Society published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Related Products of catalysis-chemistry.

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

Yuan, Gankun published the artcileA novel hierarchical targeting and controllable smart nanoparticles for enhanced in situ nuclear photodynamic therapy, Name: Fmoc-Pro-OH, the publication is Nano Research (2022), 15(5), 4212-4223, database is CAplus.

Photodynamic therapy (PDT) is a promising and non-invasive treatment for various cancers. Although nuclear PDT has considerable therapeutic prospects, it is still hindered by the non-specific recognition of tumor tissues or the degradation of nuclear targeting cationic groups by enzymes in the blood. Herein, a hierarchical targeted and controlled release strategy is proposed by using folate-modified poly-¦Â-cyclodextrin (poly-¦Â-CD) as a nano-carrier for loading nuclear localization signals (NLSs)-conjugated photosensitizer PAP (PAP = pyropheophorbide a-PAAKRVKLD). Excitingly, the obtained FA-CD@PAP (FA = folic acid) and nanoparticles (NPs) can specifically recognize tumor cells overexpressing folate receptors (FR) to remarkedly enhance the intracellular accumulation. Furthermore, the encapsulated PAP can be released under acidic conditions to realize precise nuclear localization. The reactive oxygen species (ROS) generated by the intranuclear-accumulated PAP upon irradiation can oxidize and destroy DNA chains or DNA repair enzymes instantaneously, which can directly induce cell death. As a result, FA-CD@PAP NPs exhibit excellent tumor regression and negligible side effects. This work provides an intelligent nuclear-targeted delivery strategy for in situ nuclear PDT with extremely prominent efficacy and high biol. safety.

Nano Research published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C10H18BNO4, Name: Fmoc-Pro-OH.

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

Sayer, James R. published the artcileDesign, synthesis, and evaluation of peptide-imidazo[1,2-a]pyrazine bioconjugates as potential bivalent inhibitors of the VirB11 ATPase HP0525, Safety of Fmoc-Pro-OH, the publication is Journal of Peptide Science (2021), 27(10), e3353, database is CAplus and MEDLINE.

Helicobacter pylori (H. pylori) infections were implicated in the development of gastric ulcers and various cancers: however, the success of current therapies is compromised by rising antibiotic resistance. The virulence and pathogenicity of H. pylori is mediated by the type IV secretion system (T4SS), a multiprotein macromol. nanomachine that transfers toxic bacterial factors and plasmid DNA between bacterial cells, thus contributing to the spread of antibiotic resistance. A key component of the T4SS is the VirB11 ATPase HP0525, which is a hexameric protein assembly. The authors have previously reported the design and synthesis of a series of novel 8-amino imidazo[1,2-a]pyrazine derivatives as inhibitors of HP0525. In order to improve their selectivity, and potentially develop these compounds as tools for probing the assembly of the HP0525 hexamer, the authors have explored the design and synthesis of potential bivalent inhibitors. The authors used the structural details of the subunit-subunit interactions within the HP0525 hexamer to design peptide recognition moieties of the subunit interface. Different methods (cross metathesis, click chem., and cysteine-malemide) for bioconjugation to selected 8-amino imidazo[1,2-a]pyrazines were explored, as well as peptides spanning larger or smaller regions of the interface. The IC₅₀ values of the resulting linker-8-amino imidazo[1,2-a]pyrazine derivatives, and the bivalent inhibitors, were related to docking studies with the HP0525 crystal structure and to mol. dynamics simulations of the peptide recognition moieties.

Journal of Peptide Science published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Safety of Fmoc-Pro-OH.

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

Dewangan, Rikeshwer Prasad published the artcileSpermine-conjugated short proline-rich lipopeptides as broad-spectrum intracellular targeting antibacterial agents, Synthetic Route of 71989-31-6, the publication is Journal of Medicinal Chemistry (2022), 65(7), 5433-5448, database is CAplus and MEDLINE.

Toward the design of new proline-rich peptidomimetics, a short peptide segment, present in several proline-rich antimicrobial peptides (AMPs), was selected. Fatty acids of varying lengths and spermine were conjugated at the N- and C-terminals of the peptide, resp. Spermine-conjugated lipopeptides, C₁₀-PR-Spn and C₁₂-PR-Spn, exhibited min. inhibitory concentrations within 1.5-6.2¦ÌM against the tested pathogens including resistant bacteria and insignificant hemolytic activity against human red blood cells up to 100¦ÌM concentrations and demonstrated resistance against trypsin digestion. C₁₀-PR-Spn and C₁₂-PR-Spn showed synergistic antimicrobial activity against multidrug-resistant methicillin-resistant Staphylococcus aureus with several tested antibiotics. These lipopeptides did not permeabilize bacterial membrane-mimetic lipid vesicles or damage the Escherichia coli membrane like the nonmembrane-lytic AMP, buforin-II. The results suggested that C₁₀-PR-Spn and C₁₂-PR-Spn could interact with the 70S ribosome of E. coli and inhibit its protein synthesis. C₁₀-PR-Spn and C₁₂-PR-Spn demonstrated superior clearance of bacteria from the spleen, liver, and kidneys of mice, infected with S. aureus ATCC 25923 compared to levofloxacin.

Journal of Medicinal Chemistry published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Synthetic Route of 71989-31-6.

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

Nwajiobi, Ogonna published the artcileRapid arene triazene chemistry for macrocyclization, Product Details of C20H19NO4, the publication is Journal of the American Chemical Society (2022), 144(10), 4633-4641, database is CAplus and MEDLINE.

Here, we report a novel rapid arene triazene strategy for the macrocyclization of peptides that generates an inbuilt chromophoric triazene moiety at the site of cyclization within a minute. The rapid arene triazene chem. is chemoselective for secondary amines and p-amino phenylalanine. Importantly, the resulting triazene cyclic peptide is highly stable at neutral pH and under harsh conditions but rapidly responds to various external stimuli such as UV radiations and acidic conditions, resulting in the ring opening to generate the linear peptides in an unchanged form, which further cyclizes under neutral pH conditions. This method works with completely unprotected peptides and has been applied for the synthesis of 18- to 66-membered monocycles and bicycles with various amino acid compositions in one pot under neutral pH conditions. Due to the high stability of triazene cyclic peptides, the postcyclization modification was carried out with various functional groups. This rapid, macrocyclization strategy featuring a triazene scaffold, amenable to late-stage diversification and responsive to external stimuli, should find application in various fields of chem. biol., selective drug delivery, and identification of cyclic peptide hits after library screening.

Journal of the American Chemical Society published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Product Details of C20H19NO4.

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

Yakati, Venu published the artcileEnhancing the anticancer effect of paclitaxel by using polymeric nanoparticles decorated with colorectal cancer targeting CPKSNNGVC-peptide, Safety of Fmoc-Pro-OH, the publication is Journal of Drug Delivery Science and Technology (2022), 103125, database is CAplus.

The major disadvantage of cancer chemotherapy is its lack of specificity. In recent years, selective delivery of chemotherapeutic agents to tumor sites has evolved rapidly in the form of both diagnostic and therapeutic tools in combating cancer. Herein, we develop a new polymeric nanoparticle delivery system that targets both monocarboxylate transporter 1 (MCT1) receptor-pos. cancer cells and angiogenic endothelial cells using a tumor homing peptide (CPKSNNGVC, CPK in short) as a nanoparticle surface-bound targeting ligand. By using an emulsion-solvent evaporation method, multipotent drug paclitaxel (PTX)-encapsulated poly (DL-lactide-co-glycolide) (PLGA) nanoparticles (diameter of 215 ¡À 4 nm; zeta potential of -12 ¡À 3 mV; 16-17.5% weight/weight PTX) were synthesized. CPK peptide was thereafter conjugated to the surface of nanoparticles via maleimide-thiol chem. (CPK-PTX-NPs). Importantly, the highly stable CPK-PTX-NPs exhibited MCT1 receptor-mediated cellular uptake and apoptosis-mediated cell death in MCT1 receptor-overexpressing colorectal cancer (CRC) cells, while the other nontargeting nanoparticles failed to show MCT1 receptor-mediated cellular uptake. Remarkably, the targeted CPK-PTX-NPs selectively inhibited the formation of new blood vessels from pre-existing blood vessels (angiogenesis) in a chick embryo angiogenesis assay. In conclusion, our findings show that MCT1 receptor-selective, PTX-encapsulated and CPK peptide-decorated polymeric nanoparticles act as effective carriers for CRC-specific delivery of antineoplastic drugs to ensure significantly enhanced therapeutic efficacy.

Journal of Drug Delivery Science and Technology published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C3H12Cl2N2, Safety of Fmoc-Pro-OH.

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