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544051

Sigma-Aldrich

L-Homophenylalanine hydrochloride

97%

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

Quality Level

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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.
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
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
Adeyemi O Aremu et al.
Journal of plant physiology, 169(15), 1530-1541 (2012-08-14)
The effect of five topolins (meta-Topolin=mT; meta-Topolin riboside=mTR; meta-Methoxy topolin=MemT; meta-Methoxy topolin riboside=MemTR and 6-(meta-methoxy)-9-(tetrahydropyran-2-yl)-topolin=MemTTHP) on the photosynthetic pigments and leaf structures of micropropagated 'Williams' bananas was compared with the commonly used benzyladenine (BA). Surface-decontaminated explants were cultured for 70
Tasir S Haque et al.
Peptides, 31(5), 950-955 (2010-02-09)
We report the identification of potent agonists of the Glucagon-Like Peptide-1 Receptor (GLP-1R). These compounds are short, 11 amino acid peptides containing several unnatural amino acids, including (in particular) analogs of homohomophenylalanine (hhPhe) at the C-terminal position. Typically the functional

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