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L-Phenylalanine

Description References
L-Phenylalanine
L-Phenylalanine structure
CAS No.
63-91-2
Chemical Name:
L-Phenylalanine
Synonyms
F;PHE;L-PHE;H-PHE-OH;NSC 79477;FEMA 3585;H-L-PHE-OH;Phenylalanin;PHENYLALANINE;Phenylalamine
CBNumber:
CB2488691
Molecular Formula:
C9H11NO2
Formula Weight:
165.19
MOL File:
63-91-2.mol

L-Phenylalanine Properties

Melting point:
270-275 °C (dec.)(lit.)
alpha 
-34.1 º (c=2, water, dry basis)
Boiling point:
293.03°C (rough estimate)
Density 
1.29
vapor pressure 
<1 Pa (25 °C)
refractive index 
-34 ° (C=2, H2O)
FEMA 
3585 | L-PHENYLALANINE
storage temp. 
Store at RT.
solubility 
H2O: 0.1 M at 20 °C, clear, colorless
pka
2.2(at 25℃)
form 
powder
color 
White to off-white
PH
5.0-7.0 (25℃, 0.1M in H2O)
optical activity
[α]25/D -34.2°, c = 2 in H2O (dried basis)
Water Solubility 
1-5 g/100 mL at 25 ºC
JECFA Number
1428
Merck 
14,7271
BRN 
1910408
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
COLNVLDHVKWLRT-QMMMGPOBSA-N
FDA 21 CFR
172.320; 310.545
CAS DataBase Reference
63-91-2(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
L-PHENYLALANINE
EWG's Food Scores
1
FDA UNII
47E5O17Y3R
NIST Chemistry Reference
L-Phenylalanine(63-91-2)
EPA Substance Registry System
L-Phenylalanine (63-91-2)
SAFETY
  • Risk and Safety Statements
Hazard Codes  C
Risk Statements  36/37/38-34
Safety Statements  22-24/25-37/39-45-36/37/39-27-26
WGK Germany  3
RTECS  AY7535000
10
TSCA  Yes
HS Code  29224995
NFPA 704
0
1 0

L-Phenylalanine price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 40541 L-Phenylalanine certified reference material, TraceCERT 63-91-2 100mg $97.2 2019-12-02 Buy
Sigma-Aldrich 1530503 L-Phenylalanine United States Pharmacopeia (USP) Reference Standard 63-91-2 200mg $414.05 2019-12-02 Buy
TCI Chemical P0134 L-Phenylalanine >98.0%(HPLC)(T) 63-91-2 25g $19 2020-06-24 Buy
TCI Chemical P0134 L-Phenylalanine >98.0%(HPLC)(T) 63-91-2 250g $120 2020-06-24 Buy
Alfa Aesar A13238 L-Phenylalanine, 99% 63-91-2 50g $39.1 2020-06-24 Buy

L-Phenylalanine Chemical Properties,Uses,Production

Description

Phenylalanie is an essential amino acid and it is the precursor of the amino acid tyrosine. The body cannot make phenylalanie but it needs phenylalanie to produce proteins. Thus, human needs to obtain phenylalanie from food. 3 forms of phenylalanie are found in the nature: D-phenylalanine, L-phenylalanine, and DL-phenylalanine. Among these three forms, L-phenylalanine is the natural form found in most foods that containing proteins, including beef, poultry, pork, fish, milk, yogurt, eggs, cheeses, soy products, and certain nuts and seeds. The form of phenylalanine determines its application. It is suggested that L-phenylalanine can strengthen the effect of UVA radiation for people with vitiligo, in which L-phenylalanine may lead to darkening or repigmentation of the white patches, particularly on the face. The neurotransmitters L-phenylalanine affects help reduce hunger, improve memory, lessen the symptoms of ADHD and Parkinson's disease, and ease chronic pain, according to the UMMC research. Thus, L-phenylalanine is used in the manufacture of food and drink products and sold as a nutritional supplement for its reputed analgesic and antidepressant effects. L-phenylalanine is also suggested as an intermediate for anti-cancer drugs. A few small studies showed promise using L-Phenylalanine to manage alcohol withdrawal and ease PMS symptoms. It is also used in artificial sweeteners such as aspartame.

References

[1] http://www.umm.edu/health/medical/altmed/supplement/phenylalanine
[2] Xueqin Song , Philip L. Lorenzi , Christopher P. Landowski , Balvinder S. Vig , John M. Hilfinger , Gordon L. Amidon (2005) Amino Acid Ester Prodrugs of the Anticancer Agent Gemcitabine:? Synthesis, Bioconversion, Metabolic Bioevasion, and hPEPT1-Mediated Transport, 2, 157-167.

Chemical Properties

L-Phenylalanine has no odor and a slight bitter taste. It melts with decomposition at about 283°C. The pH of a 1 in 100 solution is between 5.4 and 6.0. FEMA notes this chemical is used in cocoa substitute only.

Chemical Properties

White crystalline powder

Occurrence

Reported found in white bread, macaroni, egg noodles, corn flakes, corn grits, oatmeal, wheat bran, wheat flakes, shredded wheat, barley, brown rice, rye flour, whole grain wheat flour, buttermilk, blue cheese, cheddar cheese, cottage cheese, cream cheese, parmesan cheese, bacon, cured ham, frankfurters, pork sausage, canned red kidney beans, canned sweet corn, canned peas, canned lima beans, canned potatoes, canned asparagus, canned snap beans, canned beets, beef, lamb, fresh ham, veal round, beef liver, chicken, chicken liver, turkey and other natural sources.

Uses

phenylalanine is a conditioning agent with greater application in hair care than in skin care preparations. It is also used in suntan products.

Uses

L-Phenylalanine is an essential amino acid. L-Phenylalanine is biologically converted into L-tyrosine, another one of the DNA-encoded amino acids, which in turn is converted to L-DOPA and further conv erted into dopamine, norepinephrine, and epinephrine. L-Phenylalanine is produced for medical, feed, and nutritional applications such as in the preparation of Aspartame.

Uses

L-phenylalanine is an amino acid used as a skin-conditioning agent. It has greater use in hair care than in skin care products.

Definition

ChEBI: The L-enantiomer of phenylalanine.

Preparation

From PTS-negative Escherichia coli bioengineered strains.

General Description

Odorless white crystalline powder. Slightly bitter taste. pH (1% aqueous solution) 5.4 to 6.

Air & Water Reactions

Water soluble. Aqueous solutions are weak acids.

Reactivity Profile

L-Phenylalanine may be light sensitive. Act as weak acids in solution.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition L-Phenylalanine emits toxic fumes of nitrogen oxides.

Fire Hazard

Flash point data for L-Phenylalanine are not available; however, L-Phenylalanine is probably combustible.

Safety Profile

Mildly toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Likely impurities are leucine, valine, methionine and tyrosine. Crystallise L-phenylalanine from water by adding 4volumes of EtOH. Dry it in vacuo over P2O5. Also crystallise it from saturated refluxing aqueous solutions at neutral pH, or 1:1 (v/v) EtOH/water solution, or conc HCl. It sublimes at 176-184o/0.3mm with 98.7% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2156-2175 1961, Beilstein 14 IV 1552.]

L-Phenylalanine Preparation Products And Raw materials

Raw materials

Preparation Products


L-Phenylalanine Suppliers

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View Lastest Price from L-Phenylalanine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-06-29 Phenylalanine
63-91-2
US $50.00 / T 1KG 99% 20tons Hebei Mojin Biotechnology Co., Ltd
2020-05-21 L-Phenylalanine
63-91-2
US $0.00 / mg 100mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
2019-07-17 L-Phenylalanine 63-91-2
63-91-2
US $5.00 / mg 20mg ≥98% 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.

L-Phenylalanine Spectrum


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