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D(-)-Arginine

CAS No.157-06-2
Chemical Name:D(-)-Arginine
CBNumber:CB2408147
Molecular Formula:C6H14N4O2
Formula Weight:174.2
MOL File:157-06-2.mol

D(-)-Arginine Property

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)
EWG's Food Scores 1
FDA UNII R54Z304Z7C
EPA Substance Registry System D-Arginine (157-06-2)
UNSPSC Code 12352209
NACRES NA.32

Safety

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

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H319
Precautionary statements P264-P280i-P337+P313-P305+P351+P338

D(-)-Arginine Price More Price(9)

Brand: Sigma-Aldrich(India)
Product number: A2646
Product name : D-Arginine
Purity: ≥98% (TLC)
Packaging: 250MG
Price: ₹2771.2
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: A2646
Product name : D-Arginine
Purity: ≥98% (TLC)
Packaging: 1G
Price: ₹5185.18
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: A2646
Product name : D-Arginine
Purity: ≥98% (TLC)
Packaging: 5G
Price: ₹19225.2
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: A1029
Product name : D-(-)-Arginine
Purity:
Packaging: 1G
Price: ₹2800
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: A1029
Product name : D-(-)-Arginine
Purity:
Packaging: 5G
Price: ₹9800
Updated: 2022/05/26
Buy: Buy

D(-)-Arginine Chemical Properties,Usage,Production

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

in vivo

D-arginine (1 mg/kg, i.v., caudal veins, every two days) sensitize osteosarcoma to radiotherapy in a mouse model of subcutaneous osteosarcoma^[3].
The number of D-arginine residues in cell-penetrating peptides (i.v.) significantly affects their cellular uptake behavior and systemic toxicity in mice^[4].
D-Arginine (700 mg/kg, i.p.) displays central stimulant properties and increases spontaneous motor activity in mice^[5].
D-arginine (i.p.) shows a light toxicity order (LD50: 2800 mg/kg) in mice^[5].
D-arginine (1400 mg/kg, i.p.) protects against Pentylenetetrazole-induced convulsions in mice^[5].
D-arginine (1000 mg/kg, p.o., 16 weeks) significantly alters various enzymes and metabolites in the arginine metabolic pathways in male SD rats^[6].
D-arginine (1000 mg/kg, s.c., coadministered with L-arginine) blocks antinociception elicited by L-arginine (HY-N0455) in mice with Carrageenin-induced hyperalgesia^[7].
D-arginine (20 mg/kg, s.c.) does not significantly alter the percentage of antinociception in mice^[8].

Animal Model:	Female BALB/c mice (anesthetized by intraperitoneal injection of 3% pentobarbital sodium; K7M2 cells were injected subcutaneously; X-ray irradiation)^[2]
Dosage:	1 mg/kg
Administration:	Intravenous injection (i.v.), caudal veins, every two days
Result:	Inhibited tumor volume (20 days).

IC 50 Human Endogenous Metabolite
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.