BITS Faculty Publications

Permanent URI for this communityhttp://localhost:4000/handle/123456789/1867

Browse

Filters

2009 - 200912020 - 20232

Settings

Author: search.filters.author.Sakhuja, RajeevSubject: search.filters.subject.Peptides and proteins

Search Results

Now showing 1 - 3 of 3
  • No Thumbnail Available
    Item
    Rhodium-catalyzed regioselective C3ar functionalization of tyrosines with maleimides and its late-stage peptide exemplification
    (ACS, 2023-10) Sakhuja, Rajeev
    Pyridyloxy-directed Rh(III)-catalyzed regioselective C3Ar–H alkenylation of protected tyrosines was achieved with N-aryl and N-alkyl maleimides, furnishing a series of maleimide-appended tyrosine-based unnatural amino acids in good yields. Further, the late-stage exemplification of the strategy was successfully accomplished on tyrosine-containing dipeptides, tripeptides, and tetrapeptides in moderate reactivity. Also, the chemical applications of the strategy were successfully executed toward nailing tyrosine with other amino acids via a maleimide linker and intramolecular hydroarylation to produce tyrosine-centered stapled products and succinimide-glued macrocyclized products, respectively.
  • No Thumbnail Available
    Item
    Rhodium-Catalyzed Annulation of Vinylated Tyrosines with Internal Alkynes to Access Oxepine-Mounted Unnatural Tyrosines and Its Peptide Late Stage Functionalization
    (ACS, 2022-09) Sakhuja, Rajeev
    A Rh(III)-catalyzed [5+2] annulation of vinyl tyrosines with symmetrical and unsymmetrical internal alkynes was achieved, furnishing a series of oxepine-mounted tyrosine-based unnatural amino acids. In addition, the chemical applicability of the developed strategy was exemplified by stapling amino acid/peptide-appended alkynes with vinyl tyrosines and late stage functionalization of tyrosine-containing dipeptides and tripeptide with internal alkynes.
  • No Thumbnail Available
    Item
    Gelation Behavior of 2H-Chromene N-Acylamino Acid Conjugates
    (ACS, 2009-03-18) Sakhuja, Rajeev
    2H-Chromene-based conjugates of N-acyl-1,ω-amino acids (5, 9a−f, 14a−f) of natural amino acids (10a,b) and of dipeptide (10c) are prepared (60−97%) by N-acylbenzotriazole methodology in aqueous media at 20 °C. Gelation properties of the corresponding sodium salts in DMF and DMSO are generalized with respect to an increase or decrease in the chain length of the spacer.