294357
DL-Homophenylalanine
98%
Synonym(s):
(±)-2-Amino-4-phenylbutyric acid
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About This Item
Linear Formula:
C6H5(CH2CH2)CH(NH2)CO2H
CAS Number:
Molecular Weight:
179.22
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
reaction suitability
reaction type: solution phase peptide synthesis
mp
282 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
NC(CCc1ccccc1)C(O)=O
InChI
1S/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)
InChI key
JTTHKOPSMAVJFE-UHFFFAOYSA-N
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Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A L Ahmad et al.
Biotechnology advances, 27(3), 286-296 (2009-06-09)
Over the past decade, L-homophenylalanine is extensively used in the pharmaceutical industry as a precursor for production of angiotensin-converting enzyme (ACE) inhibitor, which possesses significant clinical application in the management of hypertension and congestive heart failure (CHF). A number of
Daniele Balducci et al.
Amino acids, 38(3), 829-837 (2009-04-14)
A new and convenient stereocontrolled synthesis of the optically pure (S)-alpha-methyl,alpha-amino acids 6(a-d) that exploits the chiral synthon 1,4-N,N-[(S)-1-phenylethyl]-piperazine-2,5-dione (1) is described. The (S)-1-phenylethyl group, bonded to each of the N-atoms of the 2,5-diketopiperazine, acts as a chiral inductor in
Shih-Kuang Hsu et al.
Biotechnology progress, 22(6), 1578-1584 (2006-12-02)
L-Homophenylalanine (l-HPA) is a chiral unnatural amino acid used in the synthesis of angiotensin converting enzyme inhibitors and many pharmaceuticals. To develop a bioconversion process with dynamic resolution of N-acylamino acids for the l-HPA production, N-acylamino acid racemase (NAAAR) and
Chao-Hung Kao et al.
Journal of biotechnology, 134(3-4), 231-239 (2008-03-18)
A dihydropyrimidinase gene (pydB) was cloned from the moderate thermophilic Brevibacillus agri NCHU1002 and expressed in Escherichia coli. The purified dihydropyrimidinase exhibited strict d-enantioselectivity for D,L-p-hydroxyphenylhydantoin and D,L-5-[2-(methylthio)ethyl]hydantoin, and non-enantiospecificity for D,L-homophenylalanylhydantoin (D,L-HPAH). The hydrolytic activity of PydB was enhanced
Adeyemi O Aremu et al.
Journal of plant physiology, 169(15), 1530-1541 (2012-08-14)
The effect of five topolins (meta-Topolin=mT; meta-Topolin riboside=mTR; meta-Methoxy topolin=MemT; meta-Methoxy topolin riboside=MemTR and 6-(meta-methoxy)-9-(tetrahydropyran-2-yl)-topolin=MemTTHP) on the photosynthetic pigments and leaf structures of micropropagated 'Williams' bananas was compared with the commonly used benzyladenine (BA). Surface-decontaminated explants were cultured for 70
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