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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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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
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
Sonja Nordhoff et al.
Bioorganic & medicinal chemistry letters, 19(22), 6340-6345 (2009-10-17)
For a series of beta-homophenylalanine based inhibitors of dipeptidyl peptidase IV ADME properties were improved by the incorporation of amide replacements. These efforts led to a novel series of potent and selective inhibitors of DPP-4 that exhibit an attractive pharmacokinetic
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
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
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