D(-)-Arginine Chemical Properties

Melting point:

226 °C (dec.) (lit.)

alpha 

-28.5 º (c=8, 6 N HCl)

Boiling point:

305.18°C (rough estimate)

Density 

1.2297 (rough estimate)

refractive index 

-23 ° (C=8, 6mol/L HCl)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Aqueous Acid (Slightly), Water (Slightly)

form 

Solid

pka

2.49±0.24(Predicted)

color 

White to Off-White

Water Solubility 

SOLUBLE

Sensitive 

Air Sensitive

BRN 

1725412

InChIKey

ODKSFYDXXFIFQN-SCSAIBSYSA-N

LogP

-0.999 (est)

CAS DataBase Reference

157-06-2(CAS DataBase Reference)

EPA Substance Registry System

D-Arginine (157-06-2)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36-36/37/38-20/21/22

Safety Statements 

26-36

WGK Germany 

3

RTECS 

CF1934220

F 

9

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29252000

MSDS

• Language:English Provider:D(-)-Arginine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

D(-)-Arginine Usage And Synthesis

Description

D-arginine is the D-form of arginine, which is a kind of amino acids. It can be reacted with hydrogen peroxide for non-enzymatic synthesis of nitric oxide. It has certain pharmacological activities. For example, its derivative, 1-deamino-8-D-arginine vasopressin is useful for the management of haemophilia and von Willebrand’s disease. It also has the potential to inhibit the proliferation of certain cancer cells. In biological research, D-arginine is frequently used in the studies of L-arginine/nitric oxide pathway as an inactive form of L-arginine.

Chemical Properties

white to light yellow crystal powde

Uses

Arginine is an essential amino acid found in food and plant sources, and many biological systems.
D-Arginine is extensively used in studies on L-arginine/nitric oxide pathway as an inactive form of L-arginine, even in man.
D-Arginine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). D-Arginine can be found in human epidermis and platelet tissues. Within the cell, D-arginine is primarily located in the peroxisome. D-Arginine specifically can inhibit arginine decarboxylase enzymes and also functions as a metabolite.

Uses

1-Deamino-8-D-arginine vasopressin makes a new pharmacological approach to the management of haemophilia and von Willebrand's disease. A novel nonenzymatic pathway for the generation of nitric oxide is by the reaction of hydrogen peroxide and d- or l-arginine.

Definition

ChEBI: A D-alpha-amino acid that is the D-isomer of arginine.

References

https://www.alfa.com/zh-cn/catalog/A16137/
Iannucci, N. B., et al. "Antiproliferative effect of 1-deamino-8-D-arginine vasopressin analogs on human breast cancer cells." Future Medicinal Chemistry 3.16(2011):1987-1993.
Ripoll, Giselle, et al. "Angiostatic activity of 1-Deamino-8-D-Arginine vasopressin and novel peptide analogues in breast cancer cells." Cancer Research 68(2008).
Navarro, Eduardo, et al. "Toxicological and Pharmacological Effects of D-Arginine." Basic & Clinical Pharmacology & Toxicology97.3(2005):149-154.

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