N-alpha-t-Butyloxycarbonyl-beta,beta-dimethyl-phenylalanine (rac.)

beta,beta-Dimethylation of amino acids stabilizes appropriate peptides towards digestion by proteases. References: Synthesis and Biological Activity of Analogues of the Antimicrotubule Agent N,beta,beta-Trimethyl-L-phenylalanyl-N1-[(1S,2E)-3-carboxy-1-isopropylbut-2-enyl]-N1,3-dimethyl-L-valinamide (HTI-286); A. Zask, G. Birnberg, K. Cheung, J. Kaplan, C. Niu, E. Norton, R. Suayan, A. Yamashita, D. Cole, Z. Tang, G. Krishnamurthy, R. Williamson, G. Khafizova, S. Musto, R. Hernandez, T. Annable, X. Yang, C. Discafani, C. Beyer, L.M. Greenberger, F. Loganzo, S. Ayral-Kaloustian; J. Med. Chem. 2004; 47: 4774-4786. Synthesis and Antimitotic/Cytotoxic Activity of Hemiasterlin Analogues; James A. Nieman, John E. Coleman, Debra J. Wallace, Edward Piers, Lynette Y. Lim, Michel Roberge, and Raymond J. Andersen; J. Nat. Prod. 2003; 66: 183-199. DOI: 10.1021/np020375t.