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• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 146803-44-3 tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 1738-68-7 Gly-OBz 
• 151145-21-0 (S)-N-α-(fluorenylmethyloxycarbonyl)-N-ε-(tert-butyloxycarbonyl)-lysine N-methoxy-N-methylamide 

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• 1350837-89-6 C₅₁H₇₈N₁₀O₆ 
• 1375415-70-5 C₃₇H₄₅N₃O₇ 

Relevant academic research and scientific papers

α/Sulfono-γ-AApeptide Hybrid Analogues of Glucagon with Enhanced Stability and Prolonged in Vivo Activity

Peptide drugs have the advantages of target specificity and good drugability and have become one of the most increasingly important hotspots in new drug research in biomedical sciences. However, peptide drugs generally have low bioavailability and metabol

Receptor-Specific Delivery of Peptide Nucleic Acids Conjugated to Three Sequentially Linked N-Acetyl Galactosamine Moieties into Hepatocytes

Peptide nucleic acids (PNAs) are DNA analogs that bind with high affinity to DNA and RNA in a sequence-specific manner but have poor cell permeability, limiting use as therapeutic agents. The work described here is motivated by recent reports of efficient gene silencing specifically in hepatocytes by small interfering RNAs conjugated to triantennary N-acetyl galactosamine (GalNAc), the ligand recognized by the asialoglycoprotein receptor (ASGPR). PNAs conjugated to either triantennary GalNAc at the N-terminus (the branched architecture) or monomeric GalNAc moieties anchored at Cγ of three consecutive PNA monomers of N-(2-aminoethyl)glycine (aeg) scaffolds (the sequential architecture) were synthesized on the solid phase. These formed duplexes with complementary DNA and RNA as shown by UV and circular dichroism spectroscopy. The fluorescently labeled analogs of GalNAc-conjugated PNAs were internalized by HepG2 cells that express the ASGPR but were not taken up by HEK-293 cells that lack this receptor. The sequential conjugate was internalized about 13-fold more efficiently than the branched conjugate into HepG2 cells, as demonstrated by confocal microscopy. The results presented here highlight the potential significance of the architecture of GalNAc conjugation for efficient uptake by target liver cells and indicate that GalNAc-conjugated PNAs have possible therapeutic applications.

Sulfono-γ-AA modified peptides that inhibit HIV-1 fusion

The utilization of bioactive peptides in the development of highly selective and potent pharmacological agents for the disruption of protein-protein interactions is appealing for drug discovery. It is known that HIV-1 entry into a host cell is through a f

GAMMA-AAPEPTIDES WITH POTENT AND BROAD-SPECTRUM ANTIMICROBIAL ACTIVITY

The present invention is directed to a novel class of antimicrobial agents called γ-AApeptides. The current invention provides various categories of γ-AApeptides, for example, linear γ-AApeptides, cyclic γ-AApeptides, and lipidated γ-AApeptides. γ-AApepti

Rapid access to multiple classes of peptidomimetics from common γ-AApeptide building blocks

Herein we report a highly efficient new method for preparing γ-AApeptides capable of theoretically containing any functionality; the method uses a few common N-alloc γ-AApeptide building blocks. More importantly, using the same approach, new classes of peptidomimetics bearing novel backbone scaffolds can also be readily generated. Our results not only demonstrate the versatility of this new synthetic method, but also highlight the possibility that the resulting novel peptidomimetics may find discrete biomedical/biomaterial applications in the future. Copyright

Rapid Access to Multiple Classes of Peptidomimetics from Common γ-AApeptide Building Blocks

Herein we report a highly efficient new method for preparing γ-AApeptides capable of theoretically containing any functionality; the method uses a few common N-alloc γ-AApeptide building blocks. More importantly, using the same approach, new classes of peptidomimetics bearing novel backbone scaffolds can also be readily generated. Our results not only demonstrate the versatility of this new synthetic method, but also highlight the possibility that the resulting novel peptidomimetics may find discrete biomedical/biomaterial applications in the future.

Lipo-γ-AApeptides as a new class of potent and broad-spectrum antimicrobial agents

There is increasing demand to develop antimicrobial peptides (AMPs) as next generation antibiotic agents, as they have the potential to circumvent emerging drug resistance against conventional antibiotic treatments. Non-natural antimicrobial peptidomimetics are an ideal example of this, as they have significant potency and in vivo stability. Here we report for the first time the design of lipidated γ-AApeptides as antimicrobial agents. These lipo-γ-AApeptides show potent broad-spectrum activities against fungi and a series of Gram-positive and Gram-negative bacteria, including clinically relevant pathogens that are resistant to most antibiotics. We have analyzed their structure-function relationship and antimicrobial mechanisms using membrane depolarization and fluorescent microscopy assays. Introduction of unsaturated lipid chain significantly decreases hemolytic activity and thereby increases the selectivity. Furthermore, a representative lipo-γ-AApeptide did not induce drug resistance in S. aureus, even after 17 rounds of passaging. These results suggest that the lipo-γ-AApeptides have bactericidal mechanisms analogous to those of AMPs and have strong potential as a new class of novel antibiotic therapeutics.

γ-AApeptides bind to RNA by mimicking RNA-binding proteins

The interactions between proteins and RNAs are of vital importance for many cellular processes, including transcription and processing of RNA, translation, and viral infections. Here we report an γ-AApeptide that can mimic HIV-1 Tat protein and bind to TA

Expanding the scope of PNA-encoded libraries: divergent synthesis of libraries targeting cysteine, serine and metallo-proteases as well as tyrosine phosphatases

Seven PNA-encoded combinatorial libraries targeting proteases and phosphatases with covalent reversible and irreversible mechanism-based inhibitors were prepared. The libraries were synthesized using modified PNA monomers, which dramatically increase the water solubility of the libraries in biologically relevant buffers. The libraries were shown to selectively inhibit targeted enzymes.