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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/REAXYS Number:
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
220701P2126C121908
vibrant-m

P2126

L-Phenylalanine

Essential Grade
assay

98%

assay

99%

assay

≥98%

assay

98%

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 −7.9°, c = 1 in 1 M HCl

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

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

123-125 °C (lit.)

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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Shotaro Tsuchiyama et al.
Biotechnology progress, 23(4), 820-823 (2007-05-08)
The PST-01 protease is a metalloprotease that has zinc ion at the active center and is very stable in the presence of water-soluble organic solvents. The reaction rates and the equilibrium yields of the aspartame precursor N-carbobenzoxy-L-aspartyl-L-phenylalanine methyl ester (Cbz-Asp-Phe-OMe)
Ikuo Kira et al.
Journal of bioscience and bioengineering, 108(3), 190-193 (2009-08-12)
Screening was carried out for microorganisms able to produce N-(l-alpha-l-aspartyl)-l-phenylalanine methyl ester [APM] from l-isoasparagine and l-phenylalanine methyl ester hydrochloride. Of the 422 strains examined, 44 strains belonging to the family Enterobacteriaceae were found to produce APM. The enzyme catalyzing
P S Moore et al.
FEBS letters, 412(1), 245-248 (1997-07-21)
This study reports for the first time that binding of aromatic methyl ester analogs to Dopa decarboxylase in the native and inactive nicked forms causes the appearance of a dead-end quinonoidal species absorbing at 500 nm, in addition to an
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.
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

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