D(-)-Arginine

D(-)-Arginine Basic information
Product Name:D(-)-Arginine
Synonyms:(2R)-2-ammonio-5-(diaminomethylideneammonio)pentanoate;R-(-)-ARGININE;(R)-2-AMINO-5-GUANIDINOPENTANOIC ACID;RARECHEM AB PP 1748;D-ARG;D-(-)-ARGININE;D-ARGININE;D-2-AMINO-5-GUANIDINOVALERIC ACID
CAS:157-06-2
MF:C6H14N4O2
MW:174.2
EINECS:205-866-5
Product Categories:amino;Amino Acids;Arginine [Arg, R];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Amino Acids Derivatives;chiral;PROTECTED AMINO ACID & PEPTIDES;Biochemistry;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry
Mol File:157-06-2.mol
D(-)-Arginine Structure
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)
pka2.49±0.24(Predicted)
form Solid
color White to Off-White
Water Solubility SOLUBLE
Sensitive Air Sensitive
BRN 1725412
InChIKeyODKSFYDXXFIFQN-SCSAIBSYSA-N
LogP-0.999 (est)
CAS DataBase Reference157-06-2(CAS DataBase Reference)
EPA Substance Registry SystemD-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
9
TSCA Yes
HazardClass IRRITANT
HS Code 29252000
MSDS Information
ProviderLanguage
D(-)-Arginine English
ACROS English
SigmaAldrich English
ALFA English
D(-)-Arginine Usage And Synthesis
DescriptionD-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 Propertieswhite to light yellow crystal powde
UsesArginine 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.

Uses1-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.
DefinitionChEBI: A D-alpha-amino acid that is the D-isomer of arginine.
Referenceshttps://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.


D(-)-Arginine Preparation Products And Raw materials
Raw materialsD-Ornithine monohydrochloride
N-Fmoc-N'-tosyl-L-arginine Z-D-ARG-OH N'-Nitro-D-arginine D(-)-Arginine Guanidine 2-aminoethanesulfonic acid H-D-ARG(MTR)-OH 3-Guanidinopropionic acid (D-ARG2)-KYOTORPHIN ACETATE SALT Glycine Arginine BOC-D-Arg(Tos)-OH Guanidineacetic acid arginine aspirin AMINO ACIDS BOC-D-ARG-OH HCL H2O L(+)-Arginine EPA Nα-Boc-Nω-nitro-D-arginine

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