AAC – Amino Acids Chemistry

Luigi Longobardo

Room 2N19; Lab 2N18ab; phone +39-081-674115; Email: luilongo@unina.it



Group web site: 



Asymmetric synthesis: Novel reagents for the enantioselective acylation of silylenolethers. Synthetic manipulation of a-amino acids. Homologation of a-amino acids. N-Protected b-Amino alcohols. N-Protected b-Iodo Amines. Reaction of b-Iodo Amines with cyanide ion: N-Protected
b3-Amino nitriles. Hydrolysis and Alcoholises of N-protected b3-Amino nitriles: b3-aminoacids. Alkylation of N-(Boc) Protected b3-Amino nitriles: access to b2,3-aminoacids. b3-aminoacids containing bioactive peptides, b-Casomorphine case study. Thioalkylation of b-Iodo Amines with cysteine and selenocystine. Sulfur and Selenium containing unnatural amino acids. CyX and Sex amino acids. Cystationine and Homocysteine families. Proline based unnatural amino acids, thioalkylation of 4-iodo and/or 4-tosyloxyproline with cysteine and selenocystine. Reactions of
b-Iodo Amines with other nucleophiles. Solid-phase applications.  Urotensin-II analogues with monosulfide bridges. Celiac disease: Peptidomics approach to identify transglutaminase‐susceptible Q residues within a pepsin–trypsin gliadin digest. Antibody production against a
16‐residue peptide with common sequence to the α‐, β‐, γ‐, and ω‐gliadins.  Determination in food by flow cytometry of gliadin at picogram levels. Chemical functionalization of graphene materials. Novel methodologies for coupling of bioactive peptides to glycosaminoglicans.



Selected publications:

  • Mariano Palomba, Angela Longo, Gianfranco Carotenuto, Ubaldo Coscia, Giuseppina Ambrosone, Giulia Rusciano, Giuseppe Nenna, Gianni Barucca, Luigi Longobardo "Optical and electrical characterizations of graphene nanoplatelet coatings on low density polyethylene" Journal of Vacuum Science & Technology B, Nanotechnology and Microelectronics: Materials, Processing, Measurement, and Phenomena (2018), 36, 01A104
  • Luigi Longobardo, Marina Della Greca, Ivan de Paola " A practical route to β2,3-amino acids with alkyl side chains", SpringerPlus (2015), 4, 553.
  • Luigi Longobardo, Nunzia Cecere, Marina Della Greca, Ivan de Paola "Novel thiol-and thioether-containing amino acids: cystathionine and homocysteine families" Amino Acids (2013), 44 (2), 443-448
  • Romualdo Caputo, Marina DellaGreca, Ivan De Paola, Domenico Mastroianni, Luigi Longobardo "Novel sulfur and selenium containing bis-α-amino acids from 4-hydroxyproline" "Amino Acids" (2010), 38 (1), 305-310.
  • Romualdo Caputo, Luigi Longobardo "Enantiopure β3-amino acids-2, 2-d2 via homologation of proteinogenic α-amino acids" (2007), Amino Acids 32 (3), 401-404
  • Romualdo Caputo, Marina Della Greca, Gabriella Pinto, Luigi Longobardo "Novel selenium-containing non-natural diamino acids". Tetrahedron letters (2007) 48 (8), 1425-1427.
  • Adele Bolognese, Olga Fierro, Daniele Guarino, Luigi Longobardo, Romualdo Caputo "One‐Pot Synthesis of Orthogonally Protected Enantiopure S‐(Aminoalkyl) cysteine Derivatives" European journal of organic chemistry (2006) (1), 169-173.
  • Rosanna Capparelli, Ilaria Ventimiglia, Luigi Longobardo, Domenico Iannelli "Quantification of gliadin levels to the picogram level by flow cytometry" Cytometry Part A (2005), 63, 108-113.
  • Pietro Campiglia, Isabel Gomez-Monterrey, Luigi Longobardo, Teresa Lama, Ettore Novellino, "An efficient approach for monosulfide bridge formation in solid-phase peptide synthesis" Tetrahedron letters (2004) 45 (7),1453-1456.
  • Gianfranco Mamone, Pasquale Ferranti, Dominique Melck, Filomena Tafuro, Luigi Longobardo, Lina Chianese, Francesco Addeo "Susceptibility to transglutaminase of gliadin peptides predicted by a mass spectrometry‐based assay" FEBS letters (2004), 562, 177-182.
  • Maria grazia Amoroso, Luigi Longobardo, Rosanna Capparelli "Real time RT-PCR and flow cytometry to investigate wheat kernel hardness: role of puroindoline genes and proteins" Biotechnology Letters (2004), 26, 1731-1737.
  • Luigi Longobardo, Dominique Melck, Rosa Siciliano, Antonello Santini, Vincenzo Di Marzo, Giancarlo Cammarota "β-Casomorphins: substitution of phenylalanine with β-homo phenylalanine increases the μ-type opioid receptor affinity" Bioorganic & medicinal chemistry Letters (2000), 10 (11), 1185-1188
  • Romualdo Caputo, Ersilia Cassano, Luigi Longobardo, Giovanni Palumbo "Amino Acid and Peptide Chemistry. Part 3. Synthesis of Enantiopure N and C‐Protected homo‐β‐Amino Acids by Direct Homologation of α‐Amino Acids". Tetrahedron (1995) 51 (45), 12337-12350.
  • Romualdo Caputo, Ersilia Cassano, Luigi Longobardo, Giovanni Palumbo "Chiral N-protected β-iodoamines from α-aminoacids: a general synthesis" Tetrahedron letters (1995) 36 (1), 167-168
  • Romualdo Caputo, Ersilia Cassano, Luigi Longobardo, Domenico Mastroianni, Giovanni Palumbo "Polymer-bound triarylphosphine-iodine complexes, convenient coupling reagent systems in peptide synthesis" Synthesis (1995), 141-143.
  • Luigi Longobardo, Giovanna Mobbili, Emilio Tagliavini, Claudio Trombini, Achille Umani-Ronchi "Chiral orthoesters in organic synthesis: Novel reagents for the enantioselective acylation of silylenolethers" Tetrahedron (1992) 48 (7), 1299-1316.