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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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Kento Koketsu et al.
Applied and environmental microbiology, 79(7), 2201-2208 (2013-01-29)
L-Homophenylalanine (L-Hph) is a useful chiral building block for synthesis of several drugs, including angiotensin-converting enzyme inhibitors and the novel proteasome inhibitor carfilzomib. While the chemoenzymatic route of synthesis is fully developed, we investigated microbial production of L-Hph to explore
D Sobolewski et al.
The journal of peptide research : official journal of the American Peptide Society, 65(4), 465-471 (2005-04-09)
In continuation of our efforts to elucidate the role of positions 2 and 3 in arginine vasopressin (AVP) and its analogues, we designed and synthesized peptides modified in these positions with l-beta-homophenylalanine (beta-Hph). Two of them had just this single
Millán Cortizo et al.
Journal of plant physiology, 166(10), 1069-1076 (2009-02-17)
Germination negatively affects adventitious shoot formation induced by cytokinins in pine cotyledons. To investigate the causes of this decrease in the organogenic response, uptake and metabolism of benzyladenine (BA) were studied in stone pine cotyledons (Pinus pinea) isolated from in
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
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
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