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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

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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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
Rafael Notario et al.
The journal of physical chemistry. B, 115(30), 9401-9409 (2011-06-18)
Calorimetric measurements are expected to provide useful data regarding the relative stability of α- versus β-amino acid isomers, which, in turn, may help us to understand why nature chose α- instead of β-amino acids for the formation of the biomolecules
Anne Stürzebecher et al.
ChemMedChem, 2(7), 1043-1053 (2007-06-02)
A series of highly potent substrate-analogue factor Xa inhibitors containing D-homophenylalanine analogues as the P3 residue has been identified by systematic optimization of a previously described inhibitor structure. An initial lead, benzylsulfonyl-D-hPhe-Gly-4-amidinobenzylamide (3), inhibits fXa with an inhibition constant of
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
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