ChemicalBook Product Catalog Biochemical Engineering Amino Acids and Derivatives Arginine derivatives N'-Nitro-L-arginine

N'-Nitro-L-arginine

N'-Nitro-L-arginine Basic information
Product Name:N'-Nitro-L-arginine
Synonyms:(+)-nc-nitroarginine;H-Arg(NO2)-OH;Nω-Nitro-L-arginine;N5-(Nitroamidino)-L-2,5-diaminopentanoic acid;NG-NO2-L-Arg;L-NNA;L-NO2ARG;L-NOARG
CAS:2149-70-4
MF:C6H13N5O4
MW:219.2
EINECS:218-418-9
Product Categories:Arginine [Arg, R];Amino Acids and Derivatives;Amino Acids Derivatives;Amino Acids;Nitric Oxide
Mol File:2149-70-4.mol
N'-Nitro-L-arginine Structure
N'-Nitro-L-arginine Chemical Properties
Melting point 257 °C (dec.)(lit.)
alpha 23.5 º (c=4, 2N HCl 24 ºC)
Boiling point 360°C (rough estimate)
density 1.4177 (rough estimate)
refractive index 1.8000 (estimate)
RTECS RM2982100
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMF: <50 μg/ml; DMSO: <50 μg/ml; Ethanol: <50 μg/ml; PBS pH 7.2: 1 mg/ml
pka2.49±0.24(Predicted)
form powder to crystal
color White to Almost white
Water Solubility Soluble to 5 mM in water
BRN 1728914
InChIKeyMRAUNPAHJZDYCK-BYPYZUCNSA-N
CAS DataBase Reference2149-70-4(CAS DataBase Reference)
EPA Substance Registry SystemL-Ornithine, N5-[imino(nitroamino)methyl]- (2149-70-4)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
TSCA Yes
HazardClass IRRITANT
HS Code 29299090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
N'-Nitro-L-arginine Usage And Synthesis
Chemical PropertiesWHITE TO OFF-WHITE POWDER
UsesNω-Nitro-L-arginine is an inhibitor for nitric oxide synthase and is used in the study of bacterium to determine effective treatments. Used in the study of MRSA (Methicillin-Resistant Staphylococcus Aureus).
DefinitionChEBI: N(gamma)-nitro-L-arginine is an L-arginine derivative that is L-arginine in which the terminal nitrogen of the guanidyl group is replaced by a nitro group. It is a L-arginine derivative, a N-nitro compound, a member of guanidines and a non-proteinogenic L-alpha-amino acid.
HazardA reproductive hazard.
Biological ActivityNO synthase inhibitor.
Biochem/physiol ActionsNω-Nitro-L-arginine/L-NNA helps to reduce the levels of cortical hyperemia and brain cGMP occurring due to hypercapnia.
Safety ProfileExperimental reproductiveeffects. When heated to decomposition it emits toxicvapors of NOx.
N'-Nitro-L-arginine Preparation Products And Raw materials
Preparation ProductsN-OMEGA-NITRO-L-ARGININE BENZYL ESTER P&
Z-D-PHE-PHE-ARG(NO2)-OH Z-ARG(NO2)-OH N'-Nitro-L-arginine N-Boc-N'-nitro-L-arginine NITROGEN DIOXIDE H-ARG(NO2)-OBZL P-TOSYLATE 6-Aminocaproic acid Orotic acid ARGINASE Arginine FMOC-ARG(NO2)-OH arginine aspirin Oxolinic acid L-ORNITHINE, N5-[IMINO(NITROAMINO)METHYL]-N2-[(3-METHYL-8-QUINOLINYL)SULFONYL- 2-NITROPHENYLSULFANYL-N-OMEGA-NITRO-L-ARGININE DICYCLOHEXYLAMMONIUM SALT L(+)-Arginine EPA L-Arginine hydrochloride
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