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Diphenylalanine
Sign in to saveDiphenylalanine is the unnatural amino acid with the formula . The compound is structurally related to the amino acids alanine and phenylalanine. It has been used for the synthesis of pseudopeptide analogues that are capable of inhibiting certain enzymes.
Chemical data
- Formula
- C15H27NO2
- Molecular weight
- 253.38 g/mol
- IUPAC name
- (2S)-2-amino-3,3-dicyclohexylpropanoic acid
- SMILES
- C1CCC(CC1)C(C2CCCCC2)[C@@H](C(=O)O)N
- InChIKey
- FXYGZLPVPNAWMW-AWEZNQCLSA-N
- XLogP
- 2.4
- Polar surface area
- 63.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 253.204179104
Show 3 more facts
- canonical SMILES
- OC(C(N)C(C2=CC=CC=C2)C1=CC=CC=C1)=O
- chemical formula
- C₁₅H₁₅NO₂
- isomeric SMILES
- N[C@H](C(=O)O)C(C1CCCCC1)C1CCCCC1
Sources (1)
via Wikidata · CC0
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Encyclopedic overview
1 sectionsContents
- References
Diphenylalanine is the unnatural amino acid with the formula . The compound is structurally related to the amino acids alanine and phenylalanine. It has been used for the synthesis of pseudopeptide analogues that are capable of inhibiting certain enzymes.
Individual enantiomers of this compound can be synthesized via electrophilic amination of a chiral oxazolidinone derivative of 3,3-diphenylpropanoic acid.
Excerpted from Wikipedia’s “Diphenylalanine” article, available under the CC BY-SA 4.0 licence.