L-Isoleucine

L-Isoleucine Basic information
Product Name:L-Isoleucine
Synonyms:(2S,3S)-2-Amino-3-methylpentansαure;(2s,3s)-alpha-amino-beta-merthylvalericacid;(2s,3s)-alpha-amino-beta-methyl-n-valericacid;L-Isoieucine;L-Ile;L-Ile-OH;L-(+)-Isoleucine, Animal-Free;L-IsoleucineUSP, 98.5-101.5% (Titration: anhydrous basis)
CAS:73-32-5
MF:C6H13NO2
MW:131.17
EINECS:200-798-2
Product Categories:Pyrans;Nutritional Supplements;Isoleucine [Ile, I];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Amino Acids;Biochemistry;GEODON;amino;Inhibitors;bc0001;73-32-5
Mol File:73-32-5.mol
L-Isoleucine Structure
L-Isoleucine Chemical Properties
Melting point 288 °C (dec.) (lit.)
alpha 41 º (c=4, 6N HCl)
Boiling point 225.8±23.0 °C(Predicted)
density 1.2930 (estimate)
FEMA 4675 | L-ISOLEUCINE
refractive index 40.5 ° (C=4, 6mol/L HCl)
Fp 168-170°C
storage temp. Store below +30°C.
solubility 1 M HCl: 50 mg/mL
pka2.32, 9.76(at 25℃)
form powder
color White to Off-white
PH5.5-6.5 (40g/l, H2O, 20℃)
Odorodorless
optical activity[α]20/D +41.0±1°, c = 5% in 6 M HCl
Water Solubility 41.2 g/L (50 ºC)
λmaxλ: 260 nm Amax: 0.07
λ: 280 nm Amax: 0.05
Sublimation 168-170 ºC
Merck 14,5179
JECFA Number2118
BRN 1721792
InChIKeyAGPKZVBTJJNPAG-WHFBIAKZSA-N
LogP0.80
CAS DataBase Reference73-32-5(CAS DataBase Reference)
NIST Chemistry ReferenceIsoleucine(73-32-5)
EPA Substance Registry SystemL-Isoleucine (73-32-5)
Safety Information
Hazard Codes Xn
Risk Statements 40
Safety Statements 24/25-36-22
WGK Germany 3
RTECS NR4705000
TSCA Yes
HS Code 29224995
Hazardous Substances Data73-32-5(Hazardous Substances Data)
ToxicityLD50 intraperitoneal in rat: 6822mg/kg
MSDS Information
ProviderLanguage
(2S,3S)-2-Amino-3-methylpentanoic acid English
SigmaAldrich English
ACROS English
ALFA English
L-Isoleucine Usage And Synthesis
DescriptionCrystalline leaflets or a white, crystalline powder having a bitter taste. It is soluble in 25 parts of water, slightly soluble in hot alcohol, and soluble in diluted mineral acids and in alkaline solutions. It sublimes at between 168°C and 170°C, and melts with decomposition at about 284°C. The pH of a 1 in 100 solution is between 5.5 and 7.0.
Absolute: The absolute is prepared by alcoholic extraction of the concrete in approximately 55 to 60% yields. The absolute consists of a semisolid, olive-green mass with a characteristic ambergris odor.
Resinoid and Resin Absolute: The resinoid consists of the hydro carbon extract of the crude resin. The resin absolute consists of the alcoholic extract of the crude labdanum resin. Since this prod uct is a semisolid, nonpourable mass, a high-boiling, odorless solvent may be added prior to evaporation of the alcohol to prepare a pourable liquid.

Chemical PropertiesWhite crystalline powder
UsesL-Isoleucine, also known as Isoleucine, is an amino acid that is an isomer of leucine. It is important in hemoglobin synthesis and regulation of blood sugar and energy levels.
L-Isoleucine is one of the essential amino acids that cannot be made by the body and is known for its ability to help endurance and assist in the repair and rebuilding of muscle. This amino acid is important to body builders as it helps boost energy and helps the body recover from training.
L-Isoleucine is also classified as a branched-chain amino acid (BCAA). There are three branched-chain amino acids in the body, with the others being L-Valine, and L-Leucine, and all of them help promote muscle recovery after exercise. Isoleucine is actually broken down for energy within the muscle tissue.

UsesL-Isoleucine acts as an essential amino acid in human. It is used as a flavoring agent and nutritional supplement for foods. It is also used as an antipsychotic. It is employed as a component of proteins. Further, it stimulates immune function and promotes secretion of several hormones. In addition to this, it is used for hemoglobin formation and regulating blood sugar and energy levels.
UsesL-Isoleucine may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using high-performance liquid chromatography technique.
DefinitionChEBI: The L-enantiomer of isoleucine.
Biochem/physiol ActionsL-Isoleucine is an isomer of L-leucine and is an essential amino acid. It is synthesized from threonine and is a branched-chain hydrophobic amino acid.
Purification MethodsCrystallise L-isoleucine from H2O by addition of 4 volumes of EtOH or from aqueous MeOH. It sublimes at 170-181o/0.3mm with 99.7% recovery, unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 1 p 183-191, Vol 3 pp 2043-2073 1961, Huffman & Ingersoll J Am Chem Soc 73 3366 1951, Beilstein 4 IV 2775.]
(2S,3S)-2-(benzoylamino)-3-methylpentanoic acid H-LYS-ILE-OH H-ARG-ILE-OH ACETATE SALT H-VAL-ILE-OH DL-Isoleucine Z-PHE-ILE-OH Z-ILE-ILE-OH H-BETA-ALA-ILE-OH BOC-L-Isoleucine H-PRO-ILE-OH Z-VAL-ILE-OH BOC-ILE-ONP Z-PRO-ILE-OH Fmoc-Ile-OH Z-LEU-ILE-OH N-Cbz-L-Isoleucine BOC-ILE-OSU Z-GLY-ILE-OH

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