Simple Preparation of N-Protected Chiral β-Amino Alkyl Thiols from Corresponding Iodides Employing Sodium Trithiocarbonate

A simple protocol for the preparation of N-protected amino alkyl thiols is reported that employs a reaction of sodium trithiocarbonate (Na2CS3) with N-protected amino alkyl iodides. Na2CS3 is easy to prepare and the protocol circumvents the use of strong bases and multiple steps. All the thiol compounds made were obtained as enantiopure samples and were characterized employing NMR and mass spectrometry

An Efficient and Epimerization Free Synthesis of C-Terminal Arylamides Derived from α-Amino Acids and Peptide Acids via T3p Activation

A high yield and rapid synthesis of enantiomerically pure N α -protected amino/peptide acid arylamides using n-propylphosphonic anhydride (T3P) in presence of N-methylmorpholine is described. The generality of the reaction has been studied for various N α -protected amino acids with diverse range of aromatic amines and coumarin derivatives

Synthesis of Nα-​Z protected amino alkyl triazole acids and their application to neo-​glycopeptides synthesis

The synthesis of triazole linked glycopeptides employing 2-​chloro-​4,​6-​dimethoxy-​1,​3,​5-​triazine (CDMT) mediated coupling of Z-​protected triazole acids (Z = benzyloxycarbonyl) with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temp. and the products are obtained in good yields. Z-​protected triazole acids have been synthesized via Click chem. protocol through the cycloaddn. of Z-​protected alkyl azides with propiolic acid

Synthesis of <i style="mso-bidi-font-style:normal">N^α</i>-Z protected amino alkyl triazole acids and their application to neo-glycopeptides synthesis

858-864The synthesis of triazole linked glycopeptides employing 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) mediated coupling of Z-protected triazole acids with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temperature and the products are obtained in good yields. Z-Protected triazole acids have been synthesized via click chemistry protocol through the cycloaddition of Z-protected alkyl azides with propiolic acid

Natural Tripeptide-Based Inhibitor of Multifaceted Amyloid β Toxicity

Accumulation of amyloid beta (Aβ) peptide and its aggregates in the human brain is considered as one of the hallmarks of Alzheimer’s disease (AD). The polymorphic oligomers and fully grown fibrillar aggregates of Aβ exhibit different levels of neuronal toxicity. Moreover, aggregation of Aβ in the presence of redox-active metal ions like Cu²⁺ is responsible for the additional trait of cellular toxicity induced by the generation of reactive oxygen species (ROS). Herein, a multifunctional peptidomimetic inhibitor (P6) has been presented, based on a naturally occurring metal chelating tripeptide (GHK) and the inhibitor of Aβ aggregation. It was shown by employing various biophysical studies that P6 interact with Aβ and prevent the formation of toxic Aβ forms like oligomeric species and fibrillar aggregates. Further, P6 successfully sequestered Cu²⁺ from the Aβ-Cu²⁺ complex and maintained it in a redox-dormant state to prevent the generation of ROS. P6 inhibited membrane disruption by Aβ oligomers and efficiently prevented DNA damage caused by the Aβ-Cu²⁺ complex. PC12 cells were rescued from multifaceted Aβ toxicity when treated with P6, and the amount of ROS generated in cells was reduced. These attributes make P6 a potential therapeutic candidate to ameliorate the multifaceted Aβ toxicity in AD

Synthesis of Optically Active 2-Amino-1,3,4-oxadiazoles and their Hybrid Peptides

Synthesis of 2-amino-1,3,4-oxadiazole derivatives of N-Cbz(benzyloxycarbonyl)/Boc-protected amino/peptide acids under sonication is described. The conditions involved in the present protocol are simple, mild, and racemization free. The utility of 2-amino group in the substituted oxadiazoles for the incorporation of peptide and ureido bonds to obtain hybrid peptidomimetics is also delineated. The 2-amino-1,3,4-oxadiazole 3b was obtained as a single crystal, and its molecular structure has been confirmed through X-ray crystallographic study