Basic information Description References Safety Supplier Related
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DL-Phenylalanine

Basic information Description References Safety Supplier Related

DL-Phenylalanine Basic information

Product Name:
DL-Phenylalanine
Synonyms:
  • PHENYLALANINE, DL-
  • PHENYALANINE, DL-
  • RARECHEM AK HC T302
  • H-DL-PHE-OH
  • FEMA 3726
  • LABOTEST-BB LTBB000477
  • DL-ALPHA-AMINO-BETA-PHENYLPROPIONIC ACID
  • D,L-PHE
CAS:
150-30-1
MF:
C9H11NO2
MW:
165.19
EINECS:
205-756-7
Product Categories:
  • phenlalnine
  • amino acid
  • chiral
  • Organic acids
  • Amino Acids
  • food additive
  • Food & Feed ADDITIVES
  • Amino ACIDS SERIES
  • Amino Acids
  • Phenylalanine [Phe, F]
  • alpha-Amino Acids
  • Biochemistry
  • food additives
  • pharmaceutical intermediate
  • VX:15689727968
Mol File:
150-30-1.mol
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DL-Phenylalanine Chemical Properties

Melting point:
266-267 °C (dec.) (lit.)
Boiling point:
293.03°C (rough estimate)
Density 
1.1603 (rough estimate)
FEMA 
3726 | D,L-PHENYLALANINE
refractive index 
1.5200 (estimate)
storage temp. 
Store at RT.
pka
pK1 2.58; pK2 9.24(at 25℃)
form 
Powder
color 
White
Water Solubility 
14.11 g/L (25 ºC)
JECFA Number
1432
Merck 
14,7271
BRN 
1910407
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
150-30-1(CAS DataBase Reference)
NIST Chemistry Reference
L-Phenylalanine(150-30-1)
EPA Substance Registry System
Phenylalanine (150-30-1)
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Safety Information

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-34
Safety Statements 
37/39-24/25-45-36/37/39-27-26
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29224995

MSDS

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DL-Phenylalanine Usage And Synthesis

Description

As an essential amino acid, phenylalanine is necessary for the production of tyrosine in human body, which cannot be synthesized from more basic substances in humans and other animals, meaning that it is obtained only by ingestion of phenylalanine or phenylalanine- containing proteins, which is particularly rich in eggs, chicken, liver, beef, breast milk of mammals, and soybeans, etc. There are three forms of phenylalanine: L-phenylalanine, the natural form found in protein-rich foods, D-phenylalanine, the synthetic mirror image and DL-Phenylalanine (DLPA), the mixture of both forms made in the laboratory that can maximize benefits. DLPA is manufactured for medical, feed, and nutritional applications, which can be used to produce food and drink products. It is marketed as a nutritional supplement due to its reputed analgesic and antidepressant effects. Besides, it can be applied for depression, attention deficit-hyperactivity disorder (ADHD), Parkinson's disease, chronic pain, osteoarthritis, rheumatoid arthritis, alcohol withdrawal symptoms, and a skin disease called vitiligo.

References

https://en.wikipedia.org/wiki/Phenylalanine
http://www.livestrong.com/article/501701-what-are-the-benefits-of- dl-phenylalanine/
http://www.webmd.com/vitamins-supplements/ingredientmono-653- phenylalanine.aspx? activeingredientid=653&activeingredientname=phenylalanine

Chemical Properties

White crystalline powder

Chemical Properties

DL-Phenylalanine has a sweet taste. It is an essential amino acid that plays a key role in the biosynthesis of other amino acids and some neurotransmitters.

Occurrence

Phenylalanine is the most commonly found aromatic amino acid in proteins and enzymes with a molar ratio of 3.5% compared to the other amino acids, about double the amount of any other aromatic amino acid. 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

DL-Phenylalanine is used to?relieve cases of minor depression?and other mood issues as well as and physical discomforts and pain. It is also used in acupuncture?anesthesia, alcohol withdrawal.

Uses

Component of the artificial sweetner aspartame, q.v.; nutrient.

Definition

ChEBI: An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.

Preparation

By microbial bioengineered process.

Purification Methods

dl-Phenylalanine crystallises from H2O or H2O/EtOH in large plates and is dried under vacuum over P2O5. S-Phenylalanine ethyl ester hydrochloride has m 156-158o and [ ] D -7.8o (c 2, H2O) after crystallisation from EtOH/Et2O [Billimoria & Cook J Chem Soc 2328 1949, Beilstein 14 IV 1556]. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2156-2175 1961, Beilstein 14 III 1229, 14 IV 1553.]

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