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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/REAXYS Number:
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%

Quality Level

100

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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Related Categories

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1251
0000360286
MKCW7935
0000360286
MKCS6534

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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
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
Hua Fu et al.
Chemical communications (Cambridge, England), (1)(1), 134-135 (2003-03-04)
Reaction of ADP with amino acid methyl esters mediated by trimethylsilyl chloride in pyridine produced adenosine 5'-phosphoramidates in good yields under mild conditions, it is interesting that nucleophilic attack of amino acid methyl esters only occurred on alpha-phosphorus of ADP.
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
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