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Pure Appl. Chem., 1992, Vol. 64, No. 8, pp. 1171-1175

http://dx.doi.org/10.1351/pac199264081171

Chemo-enzymatic synthesis of amino acids and derivatives

H. E. Schoemaker, W. H. J. Boesten, B. Kaptein, H. F. M. Hermes, T. Sonke, O. B. Broxterman, W. J. J. van den Tweel and J. Kamphuis

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  • Marques Carolina S., Burke Anthony J.: Ethyl 2,2-bis(4-methylphenylsulfonamido)acetate to aromatic α-amino acids: stable substrates for catalytic arylation reactions. Tetrahedron 2013, 69, 10091. <http://dx.doi.org/10.1016/j.tet.2013.09.053>
  • SCHOEMAKER H. E., BOESTEN W. H. J., KAPTEIN B., HERMES H. F. M., SONKE T., BROXTERMAN Q. B., VAN DEN TWEEL W. J. J., KAMPHUIS J.: ChemInform Abstract: Chemo-Enzymatic Synthesis of Amino Acids and Derivatives. ChemInform 2010, 23, no. <http://dx.doi.org/10.1002/chin.199243298>
  • DOI MITSUNOBU, ISHIDA TOSHIMASA, POLESE ALESSANDRA, FORMAGGIO FERNANDO, CRISMA MARCO, TONIOLO CLAUDIO, BROXTERMAN QUIRINUS B., KAMPHUIS JOHAN: Structural versatility of peptides from Cα,α-disubstituted glycines: crystal-state conformational analysis of peptides from Cα-methylhomophenylalanine, (αMe)Hph. Int J Peptide Protein Res 2009, 47, 491. <http://dx.doi.org/10.1111/j.1399-3011.1996.tb01100.x>
  • Dalla Bona Andrea, Formaggio Fernando, Peggion Cristina, Kaptein Bernard, Broxterman Quirinus B., Galdiero Stefania, Galdiero Massimiliano, Vitiello Mariateresa, Benedetti Ettore, Toniolo Claudio: Synthesis, conformation, and bioactivity of novel analogues of the antiviral lipopeptide halovir A. J Peptide Sci 2006, 12, 748. <http://dx.doi.org/10.1002/psc.808>
  • Burger K., Hennig L., Tsouker P., Spengler J., Albericio F., Koksch B.: Domino reactions with fluorinated five-membered heterocycles. α-Trifluoromethyl α-amino acids with unsaturated side-chains. Amino Acids 2006, 31, 427. <http://dx.doi.org/10.1007/s00726-006-0321-2>
  • Crisma Marco, Moretto Alessandro, De Zotti Marta, Formaggio Fernando, Kaptein Bernard, Broxterman Quirinus B., Toniolo Claudio: Turn stabilization in short peptides by Cα-methylated α-amino acids. Biopolymers (Biospectroscopy) 2005, 80, 279. <http://dx.doi.org/10.1002/bip.20181>
  • Crisma Marco, Moretto Alessandro, Rainaldi Mario, Formaggio Fernando, Broxterman Quirinus B., Kaptein Bernard, Toniolo Claudio: Crystal-state 3D-structural characterization of novel 310-helical peptides. J Peptide Sci 2003, 9, 620. <http://dx.doi.org/10.1002/psc.482>
  • Kaptein Bernard, Broxterman Quirinus B, Schoemaker Hans E, Rutjes Floris P.J.T, Veerman Johan J.N, Kamphuis Johan, Peggion Cristina, Formaggio Fernando, Toniolo Claudio: Enantiopure Cα-tetrasubstituted α-amino acids. Chemo-enzymatic synthesis and application to turn-forming peptides. Tetrahedron 2001, 57, 6567. <http://dx.doi.org/10.1016/S0040-4020(01)00548-8>
  • Peggion Cristina, Flammengo Roberto, Mossel Eric, Broxterman Quirinus B., Kaptein Bernard, Kamphuis Johan, Formaggio Fernando, Crisma Marco, Toniolo Claudio: Mag: a Cα-Methylated, Side-chain Unsaturated α-Amino Acid. Introduction into Model Peptides and Conformational Preference. Tetrahedron 2000, 56, 3589. <http://dx.doi.org/10.1016/S0040-4020(00)00274-X>
  • Pogorevc Mateja, Faber Kurt: Biocatalytic resolution of sterically hindered alcohols, carboxylic acids and esters containing fully substituted chiral centers by hydrolytic enzymes. Mol Catal B Enzym 2000, 10, 357. <http://dx.doi.org/10.1016/S1381-1177(99)00121-6>
  • Rutjes Floris P. J. T., Veerman Johan J. N., Meester Wim J. N., Hiemstra Henk, Schoemaker Hans E.: Synthesis of Enantiopure Functionalized Pipecolic Acids via Amino Acid DerivedN-Acyliminium Ions. Eur J Org Chem 1999, 1999, 1127. <http://dx.doi.org/10.1002/(SICI)1099-0690(199905)1999:5<1127::AID-EJOC1127>3.0.CO;2-A>
  • Locardi Elsa, Mammi Stefano, Peggion Evaristo, Monaco Vania, Formaggio Fernando, Crisma Marco, Toniolo Claudio, Bodo Bernard, Rebuffat Sylvie, Kamphuis Johan: Conformation and membrane activity of an analogue of the peptaibol antibiotic trichogin GA IV with a lipophilic amino acid at the N-terminus. J Peptide Sci 1998, 4, 389. <http://dx.doi.org/10.1002/(SICI)1099-1387(199809)4:6<389::AID-PSC158>3.0.CO;2-4>
  • Mossel Eric, Formaggio Fernando, Crisma Marco, Toniolo Claudio, Broxterman Quirinus B., Boesten Wilhelmus H.J., Kamphuis Johan, Quaedflieg Peter J.L.M., Temussi Piero: Aspartame dipeptide analogues: effect of number of side-chain methylene group spacers and Cα-methylation in the second position. Tet Asymm 1997, 8, 1305. <http://dx.doi.org/10.1016/S0957-4166(97)00127-4>
  • Bruce M. A., St. Laurent D. R., Poindexter G. S., Monkovic I., Huang S., Balasubramanian N.: Kinetic Resolution of Piperazine-2-Carboxamide by Leucine Aminopeptidase. An Application in the Synthesis of the Nucleoside Transport Blocker (-) Draflazine. Synth Common 1995, 25, 2673. <http://dx.doi.org/10.1080/00397919508011814>
  • Duthaler Rudolf O.: Recent developments in the stereoselective synthesis of α-aminoacids. Tetrahedron 1994, 50, 1539. <http://dx.doi.org/10.1016/S0040-4020(01)80840-1>