| Identification | More | [Name]
N-Acetyl-L-phenylalanine | [CAS]
2018-61-3 | [Synonyms]
ACETYL-L-PHENYLALANINE
AC-PHENYLALANINE
AC-PHE-OH
L-2-(ACETYLAMINO)-3-PHENYLPROPANOIC ACID
N-ACETYL-L-PHENYLALANINE
N-ALPHA-ACETYL-L-PHENYLALANINE
Acetylphenylalanine
Alanine, N-acetyl-3-phenyl-, L-
L-N-Acetylphenylalanine
L-Phenylalanine, N-acetyl-
N-Acetyl-l-phenalanine
n-acetyl-l-phenylalanin
N-acetyl-3-phenyl-L-alanine
N-Acetyl-L-plhenylalanine
N-ACETYL-L-PHENYLALANINE SIGMA GRADE
N-Acetyl-L-phenylalanine, 99+%
(2S)-acetylamino-3-phenyl-propanoic acid
N-ACETYL-L-PHENYLALANINE:AC-PHE-OH
(2S)-N-ACETYL-L-PHENYLALANINE
Ac-L-Phe-OH | [EINECS(EC#)]
217-959-8 | [Molecular Formula]
C11H13NO3 | [MDL Number]
MFCD00063158 | [Molecular Weight]
207.23 | [MOL File]
2018-61-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white fine cryst. powder or needles | [Melting point ]
171-173 °C(lit.) | [alpha ]
40 º (c=1,methanol) | [Boiling point ]
346.25°C (rough estimate) | [density ]
1.1878 (rough estimate) | [refractive index ]
40 ° (C=5, MeOH) | [storage temp. ]
-20°C | [solubility ]
Solubility in methanol (almost transparency). Soluble in acetone and ethanol (20 mg/ ml). | [form ]
Fine Crystalline Powder or Needles | [pka]
3.56±0.10(Predicted) | [color ]
White to off-white | [Optical Rotation]
[α]22/D +40.0°, c = 1 in methanol | [Major Application]
peptide synthesis | [InChI]
1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1 | [InChIKey]
CBQJSKKFNMDLON-JTQLQIEISA-N | [SMILES]
CC(=O)N[C@@H](Cc1ccccc1)C(O)=O | [CAS DataBase Reference]
2018-61-3(CAS DataBase Reference) | [NIST Chemistry Reference]
L-phenylalanine, n-acetyl-(2018-61-3) | [EPA Substance Registry System]
2018-61-3(EPA Substance) |
| Questions And Answer | Back Directory | [Preparation]
The catalytic hydrogenation activity of N-acetyl-(S)-phenyl methyl esters was measured under controlled pressure and temperature conditions in a conventional low-pressure hydrogenator (Parr Inst. Co., Mod. 3911). Hydrogenation was carried out in methanol as a solvent with 20 mL of 0.80 M substrate solution and 0.034 g of cis-Δ-(R)-(S)-2.5H₂O (Scheme 1), yielding [subs]/[cat] = 0.016/0.000029 = 547 under all conditions, with an initial hydrogen pressure of 6.8 atm and a temperature of 50–70°C. Methanol (99%, Scharlau) and hydrogen (99.999% SEO) were added to the reaction mixture. Methyl acetoacetate and 1-hexene were added. The mixture was distilled under reduced pressure and at low temperature. Dimethyl itaconic acid and methyl 2-acetamidoacrylate, supplied by Aldrich, were added. The reaction mixture was refluxed with a boron trifluoride-methanol complex (Merck). The hydrogenation product was purified by a Konik-3000 gas chromatograph equipped with a Supelco (BETA DEX 120) β-cyclodextrin chiral column to give the product N-acetyl-L-phenylalanine. |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white fine cryst. powder or needles | [Uses]
It is an essential amino acid produced for medical, feed, and nutritional applications such as in the preparation of aspartame. It is applied as an antidepressant. | [Definition]
ChEBI: The N-acetyl derivative of L-phenylalanine. | [General Description]
N-Acetyl-L-phenylalanine is an acetyl analog of L-phenylalanine. It is widely used as a reactant to synthesize methyl or ethyl esters of N-acetyl-L-phenylalanine, which are employed as versatile building blocks in peptide synthesis. | [reaction suitability]
reaction type: solution phase peptide synthesis | [storage]
Store at -20°C | [Purification Methods]
N-Acetyl-L-phenylalanine is recrystallised from H2O, 20% MeOH/H2O, or CHCl3; dry and store it at 4o. The (DL)-isomer crystallises from H2O, Me2CO, EtOAc, or CHCl3 with m 152-154o and the solubilities in w% at 25o are 0.73 (H2O), 4.3 (Me2CO), 0.79 (EtOAc) and 0.34 (CHCl3) [Kerr & Niemann J Org Chem 23 893 1958, Overby & Ingersoll J Am Chem Soc 73 3363 1951, L: Fu et al. J Am Chem Soc 76 6057 1954, Bender & Glasson J Am Chem Soc 81 1591 1959]. [Beilstein 14 I 238, 4 IV 1575.] |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
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| Telephone: |
0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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