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l-arginine-base

L-Arginine base

Arginine (abbreviated as Arg or R) encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG [1] is an ɑ-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated -+NH3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated –COO- form under biological conditions), and a side chain of a 3-carbon aliphatic straight chain capped by a complex guanidinium, classifying it as a charged (at physiological pH), aliphatic amino acid. Arginine is classified as a semiessential or conditionally essential amino acid, depending on the developmental stage and health status of the individual.[2] Preterm infants are unable to synthesize or create arginine internally, making the amino acid nutritionally essential for them.[3] Most healthy people do not need to supplement with arginine because their body produces sufficient amounts.[4]

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Product Description


Other names

2-Amino-5-guanidinopentanoic acid

CAS Number
617-45-8 56-84-8 (L-isomer) 1783-96-6 (D-isomer)
ChEBI CHEBI:22660
ChEMBL ChEMBL139661
ChemSpider 411
EC Number 200-291-6
Jmol interactive 3D
KEGG C16433
PubChem 424
UNII 28XF4669EP
InChI[show]
SMILES[show]

Chemical formula
C4H7NO4
Molar mass 133.10 ;g·mol−1
Appearance colourless crystals
Density 1.7 g/cm3
Melting point 270 ;°C (518 ;°F; 543 ;K)
Boiling point 324 ;°C (615 ;°F; 597 ;K) (decomposes)
Solubility in water
4.5 g/L[2]
Acidity (pKa) 3.9
Basicity (pKb) 1.509

Specific
heat capacity (C)
232.8 J K−1 mol−1 (at 23.7 °C)
Std molar
entropy (So298)
250.6 J K−1 mol−1
Std enthalpy of
formation (ΔfHo298)
−624.9–−622.3 kJ mol−1
Std enthalpy of
combustion (ΔcHo298)
−3.7396–−3.7370 MJ mol−1

Pharmacology
ATC code B05XB01 S

Safety data sheet See: data page
Sigma-Aldrich
GHS pictograms
GHS signal word WARNING
GHS hazard statements
H319
GHS precautionary statements
P305+351+338
EU classification (DSD)
  Xi
R-phrases R36
S-phrases S26
Lethal dose or concentration (LD, LC):
LD50 (Median dose)
5110 mg/kg (rat, oral)

Related alkanoic acids
N-Methyl-D-aspartic acid
beta-Methylamino-L-alanine
Guanidinopropionic acid
Theanine
Pantothenic acid
Related compounds Pantheno

Structure and
properties
Refractive index (n),
Dielectric constant (εr), etc.
Thermodynamic
data
Phase behaviour
solid–liquid–gas
Spectral data
UV, IR, NMR, MS