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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

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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Lot/Batch Number
07628BO

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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
Patrycja Drygała et al.
European journal of medicinal chemistry, 44(9), 3731-3738 (2009-06-03)
Immune response suppressors are used in the medical praxis to prevent graft rejection after organ transplantation and in the therapy of some autoimmune diseases. Cyclolinopeptide A, naturally existing immunomodulatory peptide, was modified with homophenylalanine in positions 3 (4), 4 (5)
Daniele Balducci et al.
Amino acids, 38(3), 829-837 (2009-04-14)
A new and convenient stereocontrolled synthesis of the optically pure (S)-alpha-methyl,alpha-amino acids 6(a-d) that exploits the chiral synthon 1,4-N,N-[(S)-1-phenylethyl]-piperazine-2,5-dione (1) is described. The (S)-1-phenylethyl group, bonded to each of the N-atoms of the 2,5-diketopiperazine, acts as a chiral inductor in
Hsueh-Hsia Lo et al.
Biotechnology progress, 25(6), 1637-1642 (2009-09-22)
L-Homophenylalanine (L-HPA) and N(6)-protected-2-oxo-6-amino-hexanoic acid (N(6)-protected-OAHA) can be used as building blocks for the manufacture of angiotensin-converting enzyme inhibitors. To synthesize L-HPA and N(6)-protected-OAHA simultaneously from 2-oxo-4-phenylbutanoic acid (OPBA) and N(6)-protected-L-lysine, several variants of Escherichia coli aspartate aminotransferase (AAT) were
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
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