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P17202

Sigma-Aldrich

L-Phenylalanine methyl ester hydrochloride

98%, for peptide synthesis

Synonym(s):

(2S)-2-Amino-3-phenylpropionic acid methyl ester hydrochloride, Methyl L-phenylalaninate hydrochloride

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About This Item

Linear Formula:
C6H5CH2CH(NH2)COOCH3 · HCl
CAS Number:
7524-50-7
Molecular Weight:
215.68
Beilstein:
3597948
EC Number:
231-383-4
MDL number:
MFCD00012489
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24898239
NACRES:
NA.22

product name

L-Phenylalanine methyl ester hydrochloride, 98%

Assay

98%

form

powder or crystals

optical activity

[α]20/D +32.4°, c = 2 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

158-162 °C (lit.)

SMILES string

Cl.COC(=O)[C@@H](N)Cc1ccccc1

InChI

1S/C10H13NO2.ClH/c1-13-10(12)9(11)7-8-5-3-2-4-6-8;/h2-6,9H,7,11H2,1H3;1H/t9-;/m0./s1

InChI key

SWVMLNPDTIFDDY-FVGYRXGTSA-N

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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

Certificates of Analysis (COA)

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P L Triozzi et al.
Immunopharmacology, 28(1), 39-45 (1994-07-01)
Monocytes macrophages have negative regulatory effects on many immunologic responses. Depletion of monocytes from peripheral blood using the lysosomotropic agent, L-phenylalanine methyl ester (PME), has been shown to improve lymphokine activated killer (LAK) cell expansion in vitro. A pilot study
G D Castro et al.
Research communications in molecular pathology and pharmacology, 98(1), 85-90 (1998-01-22)
Reaction mixtures containing phenylalanine methyl ester and thymine in pure carbon tetrachloride in the presence of benzoyl peroxide produced trichloromethyl and trichloromethylperoxyl free radicals which via hydrogen abstraction reactions sparked the formation of phenylalanine-thymine adducts, whose structures were elucidated by
S Reissmann et al.
Journal of medicinal chemistry, 39(4), 929-936 (1996-02-16)
For further studies on the structural and conformational requirements of positions 2,3, and 7 in the bradykinin sequence, we replaced the proline residues by the more hydrophobic and conformationally restricted N-methyl-L- and D-phenylalanine (NMF). The biological activities of the new
Andrew J Quinn et al.
Biotechnology progress, 27(6), 1554-1560 (2012-01-12)
The direct one-step synthesis of L-phenylalanine methyl ester in an organic-aqueous biphasic system using phenylalanine ammonia lyase (E.C.4.3.1.5, PAL) containing Rhodotorula glutinis yeast whole cells was reported earlier. We report here further optimization of this biotransformation using isolated PAL, when
Stephen G Davies et al.
Organic & biomolecular chemistry, 3(8), 1435-1447 (2005-04-14)
The highly diastereoselective samarium diiodide and D(2)O-promoted conjugate reduction of homochiral (E)- and (Z)-benzylidene and isobutylidene diketopiperazines (E)-5,7 and (Z)-6,8 has been demonstrated. This methodology allows the asymmetric synthesis of methyl (2S,3R)-dideuteriophenylalanine 27 in > or = 95% de and
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