Chemistry:Diphenylalanine
From HandWiki
| |
| Names | |
|---|---|
| Preferred IUPAC name
2-Amino-3,3-diphenylpropanoic acid | |
| Identifiers | |
| |
3D model (JSmol)
|
|
| ChemSpider |
|
PubChem CID
|
|
| UNII |
|
| |
| |
| Properties | |
| C15H15NO2 | |
| Molar mass | 241.11 g/mol |
| Appearance | Solid |
| Melting point | 235 °C (455 °F; 508 K) |
| Related compounds | |
Related amino acids
|
Alanine |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
| |
| Infobox references | |
Tracking categories (test):
Diphenylalanine is a term that has recently been used to describe the unnatural amino acid similar to the two amino acids alanine and phenylalanine. It has been used for the synthesis of pseudopeptide analogues which are capable of inhibiting certain enzymes.[1]
Individual enantiomers of this compound can be synthesized via electrophilic amination of a chiral oxazolidinone derivative of 3,3-diphenylpropanoic acid.[2]
A historical use of the term diphenylalanine refers to the dipeptide of phenylalanine (Phe-Phe ({{{2}}})).
References
- ↑ Leifeng Cheng; Christopher A. Goodwin; Michael F. Schully; Vijay V. Kakkar; 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. PMID 1527787.
- ↑ Huai G. Chen; V. G. Beylin; M. Marlatt; B. Leja; 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.
 |  |
