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544051

Sigma-Aldrich

L-Homophenylalanine hydrochloride

97%

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About This Item

Linear Formula:
C6H5CH2CH2CH(NH2)CO2H · HCl
CAS Number:
21176-60-3
Molecular Weight:
215.68
MDL number:
MFCD03427064
UNSPSC Code:
12352209
PubChem Substance ID:
24878289
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +38°, c = 1 in 3 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

262-265 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Cl.N[C@@H](CCc1ccccc1)C(O)=O

InChI

1S/C10H13NO2.ClH/c11-9(10(12)13)7-6-8-4-2-1-3-5-8;/h1-5,9H,6-7,11H2,(H,12,13);1H/t9-;/m0./s1

InChI key

CHBMONIBOQCTCF-FVGYRXGTSA-N

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
Sonja Nordhoff et al.
Bioorganic & medicinal chemistry letters, 19(16), 4818-4823 (2009-07-07)
A series of highly potent and selective inhibitors of DPP-4 was optimized for ADMET properties. The effort resulted in the discovery of inhibitor 1g, that exhibits excellent efficacy in an oral glucose tolerance test and an attractive pharmacokinetic profile.
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(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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