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L-Isoleucine

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
Lewis structure
isoleucine lewis structure
Molecular Weight:
131.17
MDL Number:
MFCD00064222
MOL File:
73-32-5.mol
MSDS File:
SDS
Last updated:2024-04-17 18:50:11

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
Substances Added to Food (formerly EAFUS) L-ISOLEUCINE
FDA 21 CFR 172.320
CAS DataBase Reference 73-32-5(CAS DataBase Reference)
FDA UNII 04Y7590D77
NIST Chemistry Reference Isoleucine(73-32-5)
EPA Substance Registry System L-Isoleucine (73-32-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(75)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.16008 (S)-(+)-Isoleucine for synthesis 73-32-5 10g $38.3 2024-03-01 Buy
Sigma-Aldrich 8.16008 (S)-(+)-Isoleucine for synthesis 73-32-5 25g $55.6 2024-03-01 Buy
Sigma-Aldrich 56241 L-Isoleucine certified reference material, TraceCERT 73-32-5 100mg $134 2024-03-01 Buy
Sigma-Aldrich 1349502 L-Isoleucine United States Pharmacopeia (USP) Reference Standard 73-32-5 200mg $466 2024-03-01 Buy
TCI Chemical I0181 L-Isoleucine >98.0%(T) 73-32-5 25g $45 2024-03-01 Buy
Product number Packaging Price Buy
8.16008 10g $38.3 Buy
8.16008 25g $55.6 Buy
56241 100mg $134 Buy
1349502 200mg $466 Buy
I0181 25g $45 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 may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using high-performance liquid chromatography technique.

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.

Uses

L-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.

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.

Definition

ChEBI: The L-enantiomer of isoleucine.

Biochem/physiol Actions

L-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.

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.]

1509-35-9
73-32-5
Synthesis of L-Isoleucine from D-Alloisoleucine
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Hebei Yanxi Chemical Co., Ltd.
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+86-371-66670886 info@dakenam.com China 15928 58

View Lastest Price from L-Isoleucine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Isoleucine pictures 2024-04-26 L-Isoleucine
73-32-5
US $0.00-0.00 / kg 1kg 98% 99% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
L-Isoleucine pictures 2024-04-26 L-Isoleucine
73-32-5
US $20.00 / kg 100kg 98% 10000kg Hebei Yime New Material Technology Co., Ltd.
L-Isoleucine pictures 2024-04-18 L-Isoleucine
73-32-5
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
  • L-Isoleucine pictures
  • L-Isoleucine
    73-32-5
  • US $0.00-0.00 / kg
  • 98% 99%
  • Sichuan HongRi Pharma-Tech Co.,Ltd
  • L-Isoleucine pictures
  • L-Isoleucine
    73-32-5
  • US $20.00 / kg
  • 98%
  • Hebei Yime New Material Technology Co., Ltd.
  • L-Isoleucine pictures
  • L-Isoleucine
    73-32-5
  • US $50.00 / kg
  • 99.10%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
(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