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294357

Sigma-Aldrich

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:
1012-05-1
Molecular Weight:
179.22
MDL number:
MFCD00063092
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24857709
NACRES:
NA.22

Quality Level

100

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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Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
0000254835
0000254835
MKCQ0896
MKCF6018
MKBP6544V

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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
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
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
Candela Cuesta et al.
Journal of plant physiology, 166(11), 1162-1171 (2009-02-24)
Adventitious bud formation in stone pine cotyledons cultured in the presence of benzyladenine (BA) has been proposed as a model for the study of in vitro shoot organogenesis in conifers. This is because of its advantageous characteristics including the requirement
Sonja Nordhoff et al.
Bioorganic & medicinal chemistry letters, 19(15), 4201-4203 (2009-06-12)
Modifications of DPP-4 inhibitor 5, that was discovered by structure based design, are described and structure-activity relationships discussed. With analogue 7k one of the most potent non-covalent inhibitors of DPP-4 reported to date (IC(50)=0.38nM) was discovered. X-ray structure of inhibitor
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