p-benzoyl-L-phenylalanine

HCID 7020128CAS 104504-45-2

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Grundinformationen

Standard-SMILES: N[C@@H](Cc1ccc(C(=O)c2ccccc2)cc1)C(=O)O
InChIKey: TVIDEEHSOPHZBR-AWEZNQCLSA-N
Summenformel: C16H15NO3
Durchschnittliche Molmasse: 269,29 g/mol
Monoisotopische Masse: 269,10519334

Überblick

4-benzoyl-L-phenylalanine is a L-phenylalanine derivative that is L-phenylalanine substituted by a benzoyl group at position 4 of the phenyl ring. It is a photoreactive unnatural amino acid that acts as a photo cross-linking probe when incorporated into proteins. It is a member of benzenes, an aromatic ketone and a L-phenylalanine derivative.

Namen und Bezeichner

Bevorzugter Name: p-benzoyl-L-phenylalanine
IUPAC: (2S)-2-amino-3-(4-benzoylphenyl)propanoic acid
Englischer Name: L-4-Benzoylphenylalanine
Summenformel: C16H15NO3
Molmasse: 269.3

Namen und Synonyme

104504-45-24-benzoyl-l-phenylalaninePara-(Benzoyl)-Phenylalaninep-benzoyl-l-phenylalanineL-Phenylalanine, 4-benzoyl-(2S)-2-amino-3-(4-benzoylphenyl)propanoic acid9RU6KQ9WYDRefChem:169287L-4-Benzoylphenylalanine(S)-2-Amino-3-(4-benzoylphenyl)propanoic acid4-benzoylphenylalanineH-Bpa-OH

Weitere Namen anzeigen

H-PHE(4-BZ)-OHAl660-1H-4-Bz-Phe-Oh

H-p-Bz-Phe-OHMFCD00238102H-Bpa-OH H-Phe(4-Bz)-OHL-p-Benzoylphenylalanine4-(phenylcarbonyl)-L-phenylalanineH-L-Bpa-OH(2S)-2-Azaniumyl-3-(4-benzoylphenyl)propanoateL-Bpa-OH

Datenbank-Bezeichner

CAS: 104504-45-2
PubChem CID: 7020128
DTXSID: DTXSID20909021
ChEBI: CHEBI:44718
UNII: 9RU6KQ9WYD
EC Number: 811-535-1
Nikkaji: J632.372C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,2
Polarare Oberfläche (TPSA): 80,4 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 5
Schwere Atome: 20
Formalladung: 0
Komplexität: 342

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Physikochemische Eigenschaften

Siedepunkt: 467.6 · 467.6±40.0 °C(Predicted)
Dichte: 1.249 · 1.249±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit: DMF: insol; DMSO: insol; Ethanol: insol; PBS (pH 7.2): insol
Aggregatzustand: A solid
pka: 2.16 · 2.16±0.10(Predicted)
Farbe: White to light yellow
InChI: InChI=1S/C16H15NO3/c17-14(16(19)20)10-11-6-8-13(9-7-11)15(18)12-4-2-1-3-5-12/h1-9,14H,10,17H2,(H,19,20)/t14-/m0/s1
InChIKey: TVIDEEHSOPHZBR-AWEZNQCLSA-N
SMILES: C(O)(=O)[C@H](CC1=CC=C(C(=O)C2=CC=CC=C2)C=C1)N

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS ClassificationNot Classified

Gefahrenhinweise

Hazard Classes and CategoriesNot Classified

Sicherheitsdaten

hs_code: 29225090
safety_code: 24/25

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden4-Benzoyl-L-phenylalanine is a photoreactive amino acid which can easily be incorporated into a peptide by solid-phase synthesis and finds application as phtolabel. It is an important raw material as well as an intermediate in organic synthesis.