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Diphenylalanine
| Diphenylalanine |
|
| IUPAC name |
2-amino-3,3-diphenyl-propionic acid |
| Identifiers |
| CAS number |
L-isomer:[149597-92-2]
D-isomer:[149597-91-1] |
| Properties |
| Molecular formula |
C15H15NO2 |
| Molar mass |
241.11 g/mol |
| Appearance |
Solid |
| Melting point |
235 °C
|
| Related Compounds |
| Related amino acids |
Alanine |
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references |
Diphenylalanine is an unnatural amino acid. It is similar to the two amino acids alanine and phenylalanine. It has been used for the synthesis of pseudopeptide analogues which are capable to inhibit certain enzymes.[1]
A possible synthesis starts from 3,3-diphenyl-propionic acid which is stereoselective aminated to the diphenylalanine.[2]
References
- ^ Leifeng Cheng, Christopher A. Goodwin, Michael F. Schully, Vijay V. Kakkar, and Goran Claeson (1992). "Synthesis and biological activity of ketomethylene pseudopeptide analogs as thrombin inhibitors". Journal of Medicinal Chemistry 35 (18): 3364 - 3369. doi:10.1021/jm00096a010.
- ^ Huai G. Chen, V. G. Beylin, M. Marlatt, B. Leja and O. P. Goel, (1992). "Chiral cynthesis of D- and L-3,3-diphenylalanine (DIP), unusual α-amino acids for peptides of biological interest". Tetrahedron Letters 33 (23): 3293-3296. doi:10.1016/S0040-4039(00)92070-7.
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Diphenylalanine". A list of authors is available in Wikipedia.
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