Arginine

Definition

Arginine is the amino acid with the formula (H2N)(HN)CN(H)(CH2)3CH(NH2)CO2H. The molecule features a guanidino group appended to a standard amino acid framework. At physiological pH, the carboxylic acid is deprotonated (−CO2−) and both the amino and guanidino groups are protonated, resulting in a cation. Only the L-arginine (symbol Arg or R) enantiomer is found naturally. Arg residues are common components of proteins. It is encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG. The guanidine group in arginine is the precursor for the biosynthesis of nitric oxide. Like all amino acids, it is a white, water-soluble solid.

Related concepts

1-(2-Trifluoromethylphenyl)imidazole 1-Amino-2-hydroxyguanidine 1-Pyrroline-5-carboxylic acid 1400W 1H-(1,2,4)Oxadiazolo(4,3-a)quinoxalin-1-one 2,3-Dihydroxy-3-methylpentanoic acid 2-Amino-3-carboxymuconic semialdehyde 2-Amino-5,6-dihydro-6-methyl-4H-1,3-thiazine 2-Aminomuconic acid 2-Aminomuconic semialdehyde 2-Ethylaminoguanidine 2-Iminopiperidine 2-Methyl-3-oxopropanoic acid 2-Methylacetoacetyl-CoA 2-Methylbutyryl-CoA 2-Oxoadipic acid 2S-Amino-6-boronohexonic acid 3-Bromo-7-nitroindazole 3-Chloro-5-nitroindazole 3-Chloroindazole 3-Hydroxyanthranilic acid 3-Hydroxyisobutyric acid 3-Hydroxyisobutyryl-CoA 3-Hydroxykynurenine 3-Phosphoglyceric acid 4-Hydroxyphenylpyruvic acid 4-Maleylacetoacetic acid 5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 AAKG ACE inhibitor AR-C 102222 ARL-17477 ATC code B05 Acetyl-CoA Acetylation Acetylornithinase Acid dissociation constant Adenosine diphosphate Adenosine triphosphate Aeromonas Aeromonas formicans Agmatine Alanine Aliphatic Aliphatic compound Alkaloids Alkyl nitrite Allysine Alpha-Aminoadipic acid Alpha-Ketobutyric acid Alpha-Ketoglutaric acid Alpha-Ketoisocaproic acid Alpha-Ketoisovaleric acid Alpha aminoacids Amino acid Amino acid synthesis Amino acids Aminoguanidine Ammonia Ammonium Ammonium hydrogen carbonate Amphiphile Amyl nitrite Analog (chemistry)Anatomical Therapeutic Chemical Classification System Angiotensin II receptor antagonist Anthranilic acid Aqueous solution Archaea Arginase Arginine (data page)Arginine decarboxylase Arginine deiminase Arginine glutamate Arginine succinyltransferase Argininosuccinate Argininosuccinate lyase Argininosuccinate synthase Aromatic amino acid Asparagine Aspartic acid Asymmetric dimethylarginine Ataciguat Autoimmune disease BAY 41-2272 BAY 41-8543 BAY 60-4552 BI-703704 BYK-191023 Bacillus Bacillus licheniformis Bacteria Ball-and-stick model Beilstein database Beta-Hydroxy beta-methylbutyric acid Beta-Hydroxy beta-methylbutyryl-CoA Beta-Hydroxybutyryl-CoA Beta-Ketoisocaproic acid Beta-Ketoisocaproyl-CoA Beta-Methylamino-L-alanine Beta blocker Biological target Bioluminescence Biosynthesis Birds Birth weight Blood pressure Boiling point Bosentan Branched-chain amino acid Butyl nitrite CAMK CAS Registry Number CKD-712 Cadaverine Caffeine Calcium Calcium channel blocker Calmidazolium Calmodulin Canaline Canavanine Captopril Carbamate kinase Carbamoyl phosphate Carbon dioxide Cell division Cell signaling ChEBI ChEMBL ChemSpider Chemical formula Chemical nomenclature Chemical polarity Chlorogenic acid Cholesterol Cimlanod Cinaciguat Cindunistat Citrate Citrullination Citrulline Citrus plants Clostridia Cocaine CompTox Chemicals Dashboard Conifers Conjugated system Creatine Creatinine Crotonyl-CoA Cyanamide Cyanobacteria Cyanophycin Cyclohexyl nitrite Cypridina Cystathionine Cysteine Cysteine metabolism Cysteine sulfinic acid Cytosol D-amino acids DNA codon table De novo synthesis Decarboxylation Dehydroamino acid Diastolic blood pressure Diethylamine/NO Diethylene glycol dinitrate Diethylenetriamine/NO Diffusing Dihydropyridine Dipeptide DrugBank ECHA InfoCard Endothelial NOS Endothelin receptor antagonist Endothelium Endothelium-derived relaxing factor Enterobacteria Enzyme Enzyme inhibitor Epicatechin Epithelial cell Ernst Schulze (chemist)Erythritol tetranitrate Essential amino acid Ethanol Ethyl ether Ethyl nitrite Ethylene glycol dinitrate European Community number FK-409 FR144220 FR146881 Feprosidnine Fish Flavin adenine dinucleotide Flavin mononucleotide Formiminoglutamic acid Fumarate Fungi Furoxan GHS hazard pictograms GHS hazard statements GHS precautionary statements GLO/NO GSK-2181236A GW-273629 Gamma-Glutamylcysteine Gelatin Genetic code Germination Gestational hypertension Ginseng Globally Harmonized System of Classification and Labelling of Chemicals Glucogenic amino acid Glucogenic amino acids Glutaconyl-CoA Glutamate Glutamate-1-semialdehyde Glutamate-5-semialdehyde Glutamic acid Glutamine Glutaryl-CoA Glutathione Glycine Glycocyamine Gmelin database Growth hormone Guanidine Guanidinium Guanidinoethyldisulfide Guanidinopropionic acid Guanylate cyclase HMG-CoA Halobacteria Heat capacity Heme Herpes labialis Herpes simplex virus Hexyl nitrite Histidine Histone Homocysteine Homogentisic acid Homospermidine Hydrogen bond Hydrolysis Hyoscyamine IUPHAR/BPS Imidazol-4-one-5-propionic acid Imidazole propionate Imino acid Immune function Indazole Indospicine International Chemical Identifier Isobutyl nitrite Isobutyryl-CoA Isoleucine Isopropyl nitrite Isosorbide dinitrate Isosorbide mononitrate Isovaleryl-CoA Itramin tosilate JS-K JSmol KD-7040 KEGG Ketogenic amino acid Ketogenic amino acids Kidney Kynurenine L-Type calcium channel LA810 Lethal dose Leucine Linsidomine Liver Lone pair Losartan Luciferase Luciferine Lupinus luteus Lysine Mannitol hexanitrate Maritime pine Mayo Clinic Medical Subject Headings MedlinePlus Melting point Messenger substance Metabolic intermediate Metal nitrosyl complex Methacrylyl-CoA Methionine Methyl nitrite Methylamine hexamethylene methylamine/NO Methylation Methylcrotonyl-CoA Methylmalonyl-CoA Methyltransferase Mitochondrion Molar mass Molsidomine Mycobacteria Mycoplasma N'-Formylkynurenine N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide N-Methyl-D-aspartic acid N-acetylglutamate N-acetylglutamate semialdehyde N-acetylglutamylphosphate N-acetylornithine N-carbamoylputrescine N5-(1-Iminoethyl)-L-ornithine N6-(1-Iminoethyl)-L-lysine NADH NCX-2216 NCX-4016 NCX-4215 NCX-456 NCX-466 NCX 4040 NONOate NOS1 NO donor NO synthases NXN-462 Naproxcinod Nebivolol Neuromodulator Nicorandil Nicotinamide adenine dinucleotide phosphate Nicotine Nifedipine Nipradilol Nitrate Nitric oxide Nitric oxide synthase Nitric oxide synthase 2 (inducible)Nitrite Nitroarginine Nitroarginine methyl ester Nitroatorvastatin Nitroflurbiprofen Nitrofluvastatin Nitroglycerin (drug)Nitropravastatin Nitrosamine Nitroso compound Nitrosonium Nitroxyl Non-proteinogenic amino acids Norvaline Nω-Hydroxy-L-arginine Nω-Methyl-L-arginine Nω-Propyl-L-arginine ONO-1714 Odor Ornithine Ornithine transcarbamylase Oxaloacetate Oxygen PDE5 inhibitor PROLI/NO Panthenol Pantothenic acid Paraxanthine Partition coefficient Pentaerithrityl tetranitrate Pentamidine isethionate Pentyl nitrite Peptide Phenylalanine Phosphocreatine Plant Polyamine Polyamines Post-translational modification Praliciguat Pre-eclampsia Precursor (chemistry)Prescription drug Prodrug Proline Propatylnitrate Propionyl-CoA Propylene glycol dinitrate Protein Protein catabolism Proteinogenic amino acid Proximal tubule cell Pseudomonas Pseudomonas aeruginosa PubChem Putrescine Pyrroline-5-carboxylic acid Pyrrolizidine alkaloids Pyrrolysine Pyruvate REC15/2739 RTECS Raynaud syndrome Receptor modulator Reptiles Riociguat Ronopterin Roussin's black salt Roussin's red salt S-Adenosyl-L-homocysteine S-Adenosyl methionine S-Ethylisothiourea S-Isopropylisothiourea S-Methylisothiourea S-Nitrosated AR545C S-Nitrosated tissue-type plasminogen activator S-Nitrosated von Willebrand factor S-Nitroso-N-acetylcysteine S-Nitroso-N-acetylpenicillamine S-Nitroso-N-valerylpenicillamine S-Nitrosoalbumin S-Nitrosocaptopril S-Nitrosocysteine S-Nitrosodiclofenac S-Nitrosoglutathione S-Nitrosothiol S-aminoethylisothiourea S.P.L. Sørensen SIN-1A Saccharopine Safety data sheet Salt bridge (protein and supramolecular)Schizophrenia Scopolamine Secondary amino acid Selenocysteine Senecionin Serine Shellfish Sildenafil Simplified molecular-input line-entry system Simvastatin Skeletal formula Small intestine Smooth muscle Sodium nitroprusside Sodium trioxodinitrate Solanaceae Solanum alkaloids Solubility Soluble guanylate cyclase Space-filling model Spermidine Spermine Spermine/NO Spirochaeta Spiroplasma Standard enthalpy change of combustion Standard enthalpy change of formation Standard molar entropy Standard state Statin Streptococcus faecalis Substituent Succinyl-CoA Sydnonimine Tert-Butyl nitrite Tetrahydrobiopterin Theanine Threonine Tiglyl-CoA Transamination Transport protein Tree Trolnitrate Tropane alkaloids Tryptophan Tyrosine Ullmann's Encyclopedia of Industrial Chemistry Unique Ingredient Identifier Urea Urea cycle Uric acid Urine Urocanic acid V-PYRRO/NO VAS-2381 Valine Vargula (genus)Vargulin Vascular disease Veratrum Veratrum alkaloids Vericiguat W-7 (drug)Wound healing Xylem Zwitterion Β-Leucine Β-Methylglutaconyl-CoA Β-aspartylarginine

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