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Key Documents

217034

Sigma-Aldrich

β-Methyl-DL-phenylalanine hydrochloride

99%, Mixture of ~67% threo, ~33% erythro

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About This Item

Linear Formula:
C6H5CH(CH3)CH(NH2)CO2H · HCl
CAS Number:
Molecular Weight:
215.68
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

99%

mp

210 °C (dec.) (lit.)

SMILES string

Cl.CC(C(N)C(O)=O)c1ccccc1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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H I Mosberg et al.
Journal of medicinal chemistry, 37(25), 4384-4391 (1994-12-09)
The in vitro pharmacological properties and conformational features of analogs of the delta opioid receptor selective tetrapeptide Tyr-c[D-Cys-Phe-D-Pen]OH (JOM-13) in which the Phe3 residue was replaced by each of the four stereoisomers of beta-methylphenylalanine (beta-MePhe) were investigated. Both analogs in
A Péter et al.
Journal of chromatography. A, 728(1-2), 455-465 (1996-03-29)
Erythro-D,L- and threo-D,L-beta-methylphenylalanine, -beta-methyltyrosine and -beta-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid were synthesized. High-performance liquid chromatographic methods were developed for the separation and identification of the enantiomers of the beta-methyl amino acids, with the application of 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide and 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate as derivatizing reagents.
Lisa M Nogle et al.
Journal of pharmaceutical and biomedical analysis, 40(4), 901-909 (2005-10-22)
A direct preparative purification of all four isomers of the unnatural amino acid beta-methylphenylalanine was achieved using supercritical fluid chromatography (SFC) with stacked-injection. Final purification of the Cbz-methyl ester derived isomers was performed on a Daicel Chiralpak AD-H column (20
Gy Kovács et al.
Acta physiologica Hungarica, 99(3), 353-363 (2012-09-18)
This study reports on the in vivo effects of four endomorphin-2 (EM-2) derivatives (EMD1-4) containing unnatural amino acids, i.e. 2-aminocyclohexanecarboxylic acid (Achc2), para-fluorophenylalanine (pFPhe4), β-methylphenylalanine (βMePhe4) and/or 2',6'-dimethyltyrosine (Dmt1). After induction of osteoarthritis by monosodium iodoacetate into the ankle joint
D M Birney et al.
Journal of medicinal chemistry, 38(13), 2478-2482 (1995-06-23)
The effects of substituting (2S,3S)-beta-methylphenylalanine (S-beta MeF) or (2S,3R)-beta-methylphenylalanine (R-beta MeF) for the Phe7 and/or Phe8 residues of the tachykinin substance P (SP, RPKPQQFFGLM-NH2) upon the ability of SP to stimulate contraction of the rabbit iris smooth muscle were investigated.

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