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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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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
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
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
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
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.
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