Diphenylalanine
Jump to navigation
Jump to search
Names | |
---|---|
Preferred IUPAC name
2-Amino-3,3-diphenylpropanoic acid | |
Identifiers | |
| |
3D model (JSmol)
|
|
ChemSpider |
|
ECHA InfoCard | 100.153.616 |
PubChem CID
|
|
UNII |
|
CompTox Dashboard (EPA)
|
|
| |
| |
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).
|
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 ).
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.
Categories:
- Chemical articles with multiple compound IDs
- Chemicals using indexlabels
- Chemical articles with multiple CAS registry numbers
- Chemical articles with multiple PubChem CIDs
- Articles without InChI source
- Articles without EBI source
- Articles without KEGG source
- Articles with changed ChemSpider identifier
- ECHA InfoCard ID from Wikidata
- Articles containing unverified chemical infoboxes
- Chembox image size set
- Articles with short description
- Short description matches Wikidata
- Alpha-Amino acids
- All stub articles
- Amine stubs