| Identification | More | [Name]
L-Homophenylalanine | [CAS]
943-73-7 | [Synonyms]
(+)-2-AMINO-4-PHENYLBUTYRIC ACID
2-(S)-AMINO-4-PHENYLBUTANOIC ACID
H-HFE-OH
H-HOMOPHE-OH
H-HOPHE-OH
H-HPH-OH
HOMO-L-PHENYLALANINE
HOMOPHENYLALANINE
HOMOPHENYLALANINE, L-
HPHE
L-2-AMINO-4-PHENYLBUTYRIC ACID
L-ALPHA-AMINO-4-PHENYLBUTYRIC ACID
L-HOMOPHE
L-(+)-HOMOPHENYLALANINE
L-HOMOPHENYLALANINE
LHPA
RARECHEM BK PT 0049
(S)-2-AMINO-4-PHENYLBUTANOIC ACID
(S)-(+)-2-AMINO-4-PHENYLBUTYRIC ACID
(S)-2-AMINO-4-PHENYLBUTYRIC ACID | [EINECS(EC#)]
213-403-3 | [Molecular Formula]
C10H13NO2 | [MDL Number]
MFCD00002619 | [Molecular Weight]
179.22 | [MOL File]
943-73-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
>300 °C(lit.)
| [alpha ]
45 º (C=1, 3N HCl 19 ºC) | [Boiling point ]
311.75°C (rough estimate) | [density ]
1.1248 (rough estimate) | [refractive index ]
44 ° (C=1, 3mol/L HCl) | [storage temp. ]
Store at RT. | [solubility ]
Soluble in dilute aqueous acid. | [form ]
Solid | [pka]
2.32±0.10(Predicted) | [color ]
White to Off-White | [Usage]
Antitumor agent. | [InChI]
InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/s3 | [InChIKey]
JTTHKOPSMAVJFE-VIFPVBQESA-N | [SMILES]
C(O)(=O)[C@H](CCC1=CC=CC=C1)N |&1:3,r| | [CAS DataBase Reference]
943-73-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29224900 |
| Questions And Answer | Back Directory | [Description]
L-Homophenylalanine is an amino acid derivative. It has been extensively used in the pharmaceutical industry as a precursor for production of angiotensin-converting enzyme (ACE) inhibitor: enalapril, delapril, quinapril and ramipril, which possesses significant clinical application in the management of hypertension and congestive heart failure (CHF). It acts as an anti-tumor reagent.
| [References]
Hwang, J. Y., et al. "Simultaneous synthesis of 2-phenylethanol and L-homophenylalanine using aromatic transaminase with yeast Ehrlich pathway." Biotechnology & Bioengineering 102.5(2009):1323-9.
Ahmad, A. L., P. C. Oh, and S. R. Abd Shukor. "Sustainable biocatalytic synthesis of L-homophenylalanine as pharmaceutical drug precursor."Biotechnology Advances 27.3(2009):286-296.
https://www.alfa.com/en/catalog/H27295/
|
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Antitumor agent. | [Definition]
ChEBI: A non-proteinogenic L-alpha-amino acid that is an analogue of L-phenylalanine having a 2-phenylethyl rather than a benzyl side-chain. |
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