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P17202

Sigma-Aldrich

L-Phenylalanine methyl ester hydrochloride

98%

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Synonym(s):
(2S)-2-Amino-3-phenylpropionic acid methyl ester hydrochloride, Methyl L-phenylalaninate hydrochloride
Linear Formula:
C6H5CH2CH(NH2)COOCH3 · HCl
CAS Number:
Molecular Weight:
215.68
Beilstein:
3597948
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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This Item
220701P212678019
L-Phenylalanine reagent grade, ≥98%

Sigma-Aldrich

P2126

L-Phenylalanine

Essential Grade
L-Phenylalanine BioUltra, ≥99.0% (NT)

Sigma-Aldrich

78019

L-Phenylalanine

Premium Grade
form

powder or crystals

form

-

form

powder or crystals

form

powder or crystals

optical activity

[α]20/D +32.4°, c = 2 in ethanol

optical activity

[α]20/D −7.8°, c = 2 in H2O

optical activity

-

optical activity

[α]20/D −34±0.5°, c = 2% in H2O

color

white

color

-

color

white to off-white

color

white

mp

158-162 °C (lit.)

mp

155-156 °C (lit.)

mp

270-275 °C (dec.) (lit.)

mp

270-275 °C (dec.) (lit.)

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

reaction suitability

-

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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Robert Rennert et al.
Biochimica et biophysica acta, 1758(3), 347-354 (2005-12-29)
Many promising therapeutics are currently awaiting their clinical application. Due to their low capability of cell membrane crossing, these compounds do not reach their site of action. One way to overcome this problem might be the fusion of these agents
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
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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