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L-Isoleucine

L-Isoleucine Structure
CAS No.
73-32-5
Chemical Name:
L-Isoleucine
Synonyms
ILE;H-ILE-OH;L-Ile;L-lsoleucine;(2S,3S)-2-AMINO-3-METHYLPENTANOIC ACID;L-Ile-OH;(2S)-2-AMINO-3-METHYLPENTANOIC ACID;H-lle-OH;Isoleucin;Lsoleucine
CBNumber:
CB2678131
Molecular Formula:
C6H13NO2
Molecular Weight:
131.17
MOL File:
73-32-5.mol
MSDS File:
SDS
Modify Date:
2024/6/11 18:14:38

L-Isoleucine 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)
Flash point 168-170°C
storage temp. Store below +30°C.
solubility 1 M HCl: 50 mg/mL
form powder
pka 2.32, 9.76(at 25℃)
color White to Off-white
PH 5.5-6.5 (40g/l, H2O, 20℃)
Odor odorless
optical activity [α]20/D +41.0±1°, c = 5% in 6 M HCl
Water Solubility 41.2 g/L (50 ºC)
λmax λ: 260 nm Amax: 0.07
λ: 280 nm Amax: 0.05
JECFA Number 2118
Merck 14,5179
Sublimation 168-170 ºC
BRN 1721792
InChIKey AGPKZVBTJJNPAG-WHFBIAKZSA-N
LogP 0.80
CAS DataBase Reference 73-32-5(CAS DataBase Reference)
NIST Chemistry Reference Isoleucine(73-32-5)
EPA Substance Registry System L-Isoleucine (73-32-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280-P261-P271
Hazard Codes  Xn
Risk Statements  40
Safety Statements  24/25-36-22
WGK Germany  3
RTECS  NR4705000
TSCA  Yes
HS Code  29224995
Toxicity LD50 intraperitoneal in rat: 6822mg/kg
NFPA 704
1
1 1

L-Isoleucine price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W527602 L-Isoleucine 99%, FCC, FG 73-32-5 100G ₹7220.28 2022-06-14 Buy
Sigma-Aldrich(India) I7403 L-Isoleucine from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0% 73-32-5 10MG ₹2013.45 2022-06-14 Buy
Sigma-Aldrich(India) W527602 L-Isoleucine 99%, FCC, FG 73-32-5 1KG ₹27333.13 2022-06-14 Buy
Sigma-Aldrich(India) I7403 L-Isoleucine from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0% 73-32-5 25G ₹9839.93 2022-06-14 Buy
Sigma-Aldrich(India) PHR1099 L-Isoleucine Pharmaceutical Secondary Standard; Certified Reference Material 73-32-5 1G ₹8995.58 2022-06-14 Buy
Product number Packaging Price Buy
W527602 100G ₹7220.28 Buy
I7403 10MG ₹2013.45 Buy
W527602 1KG ₹27333.13 Buy
I7403 25G ₹9839.93 Buy
PHR1099 1G ₹8995.58 Buy

L-Isoleucine Chemical Properties,Uses,Production

Description

Crystalline 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 Properties

White crystalline powder

Uses

L-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.

Definition

ChEBI: The L-enantiomer of isoleucine.

Production Methods

An advantageous fermentation method for production of L-isoleucine is the use of chemically synthesized substrates that only require a few steps to be converted to L-isoleucine. Among these the natural precursors 2-ketobutyrate or D,L-2-hydroxybutyrate have been used for the production with Corynebacterium glutamicum. A leucine requiring mutant of Corynebacterium glutamicum, with increased D-lactate utilization and consuming D,L-2-hydroxybutyrate, accumulates 13.4 g/L L-isoleucine. However, exploitation of this process is hampered by formation of byproducts. Sugar based L-isoleucine processes have been developed with strains of Corynebacterium glutamicum Serratia marcescens, and Escherichia coli. The mutant Escherichia coli H- 8285, being resistant to thiaisoleucine, arginine hydroxamate, and D,L-ethionine accumulates 26 g/L L-isoleucine in 45 h in a fed-batch process. Introduction of resistance to 6-dimethylaminopurine in strain H-8285 resulted in a mutant Escherichia coli H-8461 that increased L-isoleucine accumulation to 30.2 g/L. The biosynthesis of L-isoleucine has been investigated in detail on the level of involved genes, thus recombinant strains are being constructed with high productivity and selectivity. An appropriate balance of homoserine dehydrogenase and threonine dehydratase activities in the construct Corynebacterium glutamicum DR17/pECM3::ilvA (V323A) with feedback-resistant aspartate kinase create a specific productivity of 0.052 g L-isoleucine per gram dry biomass per hour. The recombinant strain Escherichia coli AJ13100 produces L-isoleucine from glucose with high selectivity in 30% yield.

Side effects

L-Isoleucine is generally considered a safe ingredient. The side effects may: Intake of Isoleucine can lead to nausea. Large doses can result in a stomach upset and indigestion.

Source

L-Isoleucine is an essential amino acid, which means that humans cannot synthesize it, so it must be ingested. It appears as a white crystalline powder. Foods that have high amounts of L-Isoleucineinclude eggs, soy protein, seaweed, turkey, chicken, lamb, cheese, and fish. This product is often used as a food additive and nutrient in dietary supplements.

Purification Methods

Crystallise 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.]

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(2s,3s)-alpha-amino-beta-merthylvalericacid (2s,3s)-alpha-amino-beta-methyl-n-valericacid L-(+)-Isoleucine, Animal-Free L-IsoleucineUSP, 98.5-101.5% (Titration: anhydrous basis) L-Isoleucine,99%e.e. L-ISOLEUCINE BIOULTRA, >= 99.5% (NT) L-ISOLEUCINE, REAGENT GRADE, >=98% ( L-isoleucine FCC4/USP24 L-ISOLEUCINE (USP/EP/JP) L-ISOLEUCINE, 99% (99% EE/GLC) L-Isoleucine USP L-IsoleucineForBiochemistry L-IsoleucineForBiochemistry99+% L-IsoleucineForBiochemistry-(2S,3S)-2-Amino-3-MethylpentanoicAcid) L-Isoleucine-UL-13C6 L-ISOLEUCINE,CRYSTAL L-ISOLEUCINE,FCC alpha-amino-beta-merthylvaleric acid L-ISOLEUCINE >99.5% L-ISOLEUCINE NATURAL L-ISOLEUCINE extrapure CHR 2-amine-3-methylpen-oic acid L-α-amino-β-methylvaleric acid L-ISOLEUCINE: D-ALLO-ISOLEUCINE L(+)-ISOLEUCINE L-ISOLEUCINE L-Isoleucine,99% (2,3)-2-AMINO-3-METHYLPENTANOIC ACID (2S,3S)-2-AMINO-3-METHYL-N-VALERIANIC ACID (2S, 3S)-2-AMINO-3-METHYL-VALERIC ACID [2RS,3S]-2-AMINO-3-METHYLPENTANOIC ACID (s-(r*,r*))-2-amino-3-methylpentanoicaci (s-(r*,r*))-2-amino-3-methylpentanoicacid (S,S)-2-amino-3-methyl-pentanoicacid (s,s)-isoleucine [S-(R*,R*)]-2-Amino-3-methylpentanoic acid 2-amino-3-methyl-,(s-(r*,r))-pentanoicaci 2-Amino-3-methylvaleric acid 2-amino-3-methyl-valericaci 2-amino-3-methylvalericacid 2s,3s-isoleucine Acetic acid, amino(1-methylpropyl)-, (R*,R*)- Acetic acid, amino-sec-butyl- alpha-Amino-beta-methylvaleric acid alpha-amino-beta-methylvalericacid amino-sec-butyl-aceticaci Erythro-L-Isoleucine erythro-l-norvalin L(+)-Isoleucin Norvaline, 3-methyl- Norvaline, 3-methyl-, erythro- Pentanoic acid, 2-amino-3-methyl- Pentanoic acid, 2-amino-3-methyl-, [S-(R*,R*)]- sec-C4H9CH(NH2)COOH Valeric acid, 2-amino-3-methyl- (S)-(+)-ISOLEUCINE RARECHEM AB PP 0955 H-L-ILE-OH