Description In vitro In vivo Biological Activity Benefits Side Effects
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D-Phenylalanine

Description In vitro In vivo Biological Activity Benefits Side Effects
Product Name
D-Phenylalanine
CAS No.
673-06-3
Chemical Name
D-Phenylalanine
Synonyms
d-phe;673-06-3;D-Phe-OH;NSC 25005;H-D-PHE-OH;nci-c60195;Endorphenyl;PHENYLALANINE;D-Phenylalanin;D-PHENYLALANINE
CBNumber
CB9773699
Molecular Formula
C9H11NO2
Formula Weight
165.19
MOL File
673-06-3.mol
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D-Phenylalanine Property

Melting point:
273-276 °C(lit.)
alpha 
33.5 º (c=2, H2O)
Boiling point:
293.03°C (rough estimate)
Density 
1.1603 (rough estimate)
refractive index 
34 ° (C=2, H2O)
storage temp. 
Store at RT.
pka
2.2(at 25℃)
form 
Powder
color 
White to off-white
Water Solubility 
27 g/L (20 ºC)
Merck 
14,7271
BRN 
2804068
Stability:
Stable. Incompatible with strong oxidizing agents, acids, bases.
InChIKey
COLNVLDHVKWLRT-MRVPVSSYSA-N
CAS DataBase Reference
673-06-3(CAS DataBase Reference)
EPA Substance Registry System
D-Phenylalanine (673-06-3)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
34
Safety Statements 
24/25-45-36/37/39-27-26
WGK Germany 
3
RTECS 
AY7533000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29224995
Toxicity
TDLo orl-hmn: 500 mg/kg/5W-I:GIT JACTDZ 1(3),124,82
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P1751
Product name
D-Phenylalanine
Purity
≥98% (HPLC)
Packaging
5g
Price
$29.7
Updated
2021/12/16
Sigma-Aldrich
Product number
P1751
Product name
D-Phenylalanine
Purity
≥98% (HPLC)
Packaging
25g
Price
$95.6
Updated
2021/12/16
Sigma-Aldrich
Product number
P1751
Product name
D-Phenylalanine
Purity
≥98% (HPLC)
Packaging
100g
Price
$291
Updated
2021/03/22
TCI Chemical
Product number
P0135
Product name
D-Phenylalanine
Purity
>98.0%(T)
Packaging
5g
Price
$18
Updated
2021/12/16
TCI Chemical
Product number
P0135
Product name
D-Phenylalanine
Purity
>98.0%(T)
Packaging
25g
Price
$50
Updated
2021/12/16
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D-Phenylalanine Chemical Properties,Usage,Production

Description

D-Phenylalanine, also known as D-alpha-Amino-beta-phenylpropionic acid, is a kind of non-proteinogenic amino acid. The biological function of D-phenylalanine remains unclear. However, it has certain anti-depressant, analgesic activities and pharmacological activity at niacin receptor II. The mechanism action of its analgesic activity seems to originate from its inhibition of enkephalin degradation by the carboxypeptidase A. It can also be used as pharmaceutical intermediates that are mainly used to treat, prevent osteoporosis, cardiovascular, diabetes and arterioscleros.

In vitro

The binding of D-Phenylalanine to carboxypeptidase A confers anion sensitivity upon the function of the enzyme by breaking the hydrogen bond between the active site base, Glu-270, and the zinc-bound water molecule.

In vivo

D-Phenylalanine (500 mg/kg p.o.) produces a small increase in aversive threshold which is not statistically significant and not naloxone reversible. Acetylsalicylic acid (200 mg/kg p.o.) but not zomepirac sodium (200 mg/kg p.o.) in combination with D-phenylalanine (500 mg/kg) produces a small statistically significant increase in aversive threshold.

Biological Activity

DL-Phenylalanine (DLPA) is marketed as a nutritional supplement for its purported analgesic and antidepressant activities. DL-Phenylalanine is a mixture of D-phenylalanine and L-phenylalanine. The reputed analgesic activity of DL-phenylalanine may be explained by the possible blockage by D-phenylalanine of enkephalin degradation by the enzyme carboxypeptidase A. The mechanism of DL-phenylalanine's supposed antidepressant activity may be accounted for by the precursor role of L-phenylalanine in the synthesis of the neurotransmitters norepinephrine and dopamine. Elevated brain levels of norepinephrine and dopamine are thought to have an antidepressant effect. D-Phenylalanine is absorbed from the small intestine and transported to the liver via the portal circulation. A small amount of D-phenylalanine appears to be converted to L-phenylalanine. D-Phenylalanine is distributed to the various tissues of the body via the systemic circulation. It appears to cross the blood–brain barrier less efficiently than L-phenylalanine, and so a small amount of an ingested dose of D-phenylalanine is excreted in the urine without penetrating the central nervous system.

Benefits

Phenylalanine can be used to produce the molecule dopamine. Dopamine malfunction in the brain is associated with some forms of depression.
In addition to vitiligo and depression, phenylalanine has been studied for potential effects on:
Pain: The D-form of phenylalanine may contribute to pain relief in some instances, though study results are mixed.
Alcohol withdrawal: A small amount of research indicates that this amino acid, along with other amino acids, may help alleviate symptoms of alcohol withdrawal.
Parkinson’s disease: Very limited evidence suggests that phenylalanine may be beneficial in treating Parkinson’s disease, but more studies are needed.
ADHD: Currently, research does not indicate benefits of this amino acid for the treatment of attention deficit hyperactivity disorder (ADHD).

Side Effects

Phenylalanine is found in many protein-containing foods and is “generally recognized as safe” by the Food and Drug Administration (FDA). The amount of this amino acid found in foods should not pose a risk for otherwise healthy individuals. What’s more, few or no side effects are generally observed at supplement doses of 23–45 mg per pound (50–100 mg per kg) of body weight. However, it may be best for pregnant women to avoid taking phenylalanine supplements.

Description

D-Phenylalanine, also known as D-alpha-Amino-beta-phenylpropionic acid, is a kind of non-proteinogenic amino acid. The biological function of D-phenylalanine remains unclear. However, it has certain anti-depressant, analgesic activities and pharmacological activity at niacin receptor II. The mechanism action of its analgesic activity seems to originate from its inhibition of enkephalin degradation by the carboxypeptidase A. It can also be used as pharmaceutical intermediates that are mainly used to treat, prevent osteoporosis, cardiovascular, diabetes and arterioscleros.

Chemical Properties

White crystalline powder

Uses

antidepressant

Uses

D-Phenylalanine, the stereoisomer of L-Phenylalanine (P319415) has been used in the synthesis of Schaeffer’s acid analogues as important structures in tuberculostatic design. They exhibit the ability to inhibit Mycobacterium tuberculosis type II dehydroquinase.

Definition

ChEBI: The D-enantiomer of phenylalanine.

General Description

Needles or prisms.

Air & Water Reactions

Water soluble. Aqueous solutions are weakly acidic.

Reactivity Profile

D-alpha-Amino-beta-phenylpropionic acid may be light sensitive. D-alpha-Amino-beta-phenylpropionic acid reacts with strong oxidizing agents, acids and bases. . Act as weak acids in solution.

Fire Hazard

Flash point data for D-alpha-Amino-beta-phenylpropionic acid are not available, however D-alpha-Amino-beta-phenylpropionic acid is probably combustible.

Safety Profile

Mildly toxic by intraperitoneal route. Human systemic effects by ingestion: nausea, hypermotility, diarrhea. When heated to decomposition it emits toxic fumes of NOx.

References

https://www.alfa.com/en/catalog/A10572/
https://en.wikipedia.org/wiki/Phenylalanine
Christianson, D. W., et al. "Binding of D-phenylalanine and D-tyrosine to carboxypeptidase A. " Journal of Biological Chemistry264.22(1989):12849-53.

D-Phenylalanine Preparation Products And Raw materials

Raw materials

Preparation Products

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D-Phenylalanine Suppliers

Shanghai Hanhong Scientific Co.,Ltd.
Tel
;021-54306202- ;
Fax
13764082696
Email
jerry.ma@hanhonggroup.com;jerry.ma@hanhonggroup.com;jerry.ma@hanhonggroup.com
Country
China
ProdList
43059
Advantage
64
Nanjing Redwood Fine Chemical Co., Ltd.
Tel
86-400-8464006
Fax
86-025-58905816
Email
tony@redwoodchem.com
Country
China
ProdList
692
Advantage
60
Suzhou ShangXin Biochemical Technology Co., Ltd.
Tel
0512-53995928 13862342518
Fax
0512-53995928
Email
fyju@sxbiochem.com
Country
China
ProdList
200
Advantage
58
Hangzhou XunDa Bio-Technology Co., Ltd.
Tel
0571-86932585
Fax
0571-86932585
Email
xuandasales@163.com
Country
China
ProdList
41
Advantage
58
Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-83945878
Fax
022-83945176
Email
export@creasyn.com
Country
China
ProdList
804
Advantage
68
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
+86-021-61259100
Fax
86-21-61259102
Email
int02@meryer.com
Country
China
ProdList
40264
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3579
Advantage
66
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
5947
Advantage
61
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
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View Lastest Price from D-Phenylalanine manufacturers

Hong Kong Tiansheng New Material Trading Co., Ltd
Product
D-phenylalanine 673-06-3
Price
US $10.00/KG
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20
Release date
2022-01-12
Hebei Crovell Biotech Co Ltd
Product
D-Phenylalanine 673-06-3
Price
US $10.00/Kg/Drum
Min. Order
1KG
Purity
98%
Supply Ability
10 ton
Release date
2021-08-10
Baoji Guokang Healthchem co.,ltd
Product
D-Phenylalanine 673-06-3
Price
US $2142.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99
Supply Ability
10Tons
Release date
2021-06-07

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