Unusually strong lipophilicity of 'fat' or 'super' amino-acids, including a new reference value for glycine.
作者： J. L. Fauchère , Kim Quang Do , P. Y. C. Jow , C. Hansch
DOI: 10.1007/BF01976129
关键词:
摘要: Lipophilic, steric, electronic, and enzyme resistance characteristics of carboranylalanine, adamantylalanine, neopentylglycine tert-butylglycine are described. The first 2 amino-acids display lipophilicities orders magnitude higher than tryptophan.
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sci-hub.se 参考文章(12)
Nobuo Izumiya, Shou-Cheng J. Fu, Sanford M. Birnbaum, Jesse P. Greenstein, Optical enantiomorphs of tertiary leucine. Journal of Biological Chemistry. ,vol. 205, pp. 221- 230 ,(1953) , 10.1016/S0021-9258(19)77247-0
Corwin Herman Hansch, Albert Leo, Substituent constants for correlation analysis in chemistry and biology Published in <b>1979</b> in New York NY) by Wiley. ,(1979)
Othmar Leukart, Emanuel Escher, Domenico Regoli, Robert Schwyzer, Synthesis of angiotensins, bradykinins and substance P octapeptides in which the residues Phe and Tyr have been replaced with car and of [Car1, Leu5]‐enkephalin Helvetica Chimica Acta. ,vol. 62, pp. 546- 552 ,(1979) , 10.1002/HLCA.19790620223
R.A Klein, M.J Moore, M.W Smith, Selective diffusion of neutral amino acids across lipid bilayers Biochimica et Biophysica Acta (BBA) - Biomembranes. ,vol. 233, pp. 420- 433 ,(1971) , 10.1016/0005-2736(71)90339-7
Jean-Lue Fauchère, Claudia Petermann, Synthesis, Enzymic Degradation, Lipophilic Properties, and Biological Activity of [D-Alanine2, t-butylglycine5]enkephalin Amide† Helvetica Chimica Acta. ,vol. 63, pp. 824- 831 ,(1980) , 10.1002/HLCA.19800630410
Jean-Luc Fauchère, Othmar Leukart, Alex Eberle, Robert Schwyzer, The Synthesis of [4‐Carboranylalanine, 5‐Leucine]‐Enkephalin (Including an Improved Preparation of t‐Butoxycarbonyl‐L‐o‐carboranylalnine, New Derivatives of L‐Propargylglycine, and a Note on Melanotropic and Opiate Receptor Binding Characteristics) Helvetica Chimica Acta. ,vol. 62, pp. 1385- 1395 ,(1979) , 10.1002/HLCA.19790620502
Corwin Hansch, Sharon D. Rockwell, Priscilla Y. C. Jow, Albert Leo, Edward E. Steller, Substituent constants for correlation analysis. Journal of Medicinal Chemistry. ,vol. 20, pp. 304- 306 ,(1977) , 10.1021/JM00212A024
Kim Quang Do, Peter Thanei, Mario Caviezel, Robert Schwyzer, The Synthesis of (S)-(+)-2-Amino-3-(1-adamantyl)-propionic Acid (L-(+)-Adamantylalanine, Ada) as a ‘Fat’ or ‘Super’ Analogue of Leucine and Phenylalanine† Helvetica Chimica Acta. ,vol. 62, pp. 956- 964 ,(1979) , 10.1002/HLCA.19790620405
Alex Eberle, Othmar Leukart, Peter Schiller, Jean-Luc Fauchère, Robert Schwyzer, Hormone-receptor interactions: [4-Carboranylalanine, 5-leucine] - enkephalin as a structural probe for the opiate receptor FEBS Letters. ,vol. 82, pp. 325- 328 ,(1977) , 10.1016/0014-5793(77)80612-1
Othmar Leukart, Mario Caviezel, Alex Eberle, Emanuel Escher, Aung Tun-Kyi, Robert Schwyzer, L‐o‐Carboranylalanine, a Boron Analogue of Phenylalanine Helvetica Chimica Acta. ,vol. 59, pp. 2184- 2187 ,(1976) , 10.1002/HLCA.19760590630