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L-Leucine

L-Leucine Structure
CAS No.
61-90-5
Chemical Name:
L-Leucine
Synonyms
LEUCINE;LEU;H-LEU-OH;L-LEU;(S)-2-AMINO-4-METHYLPENTANOIC ACID;Leucin;L-Leu-OH;2-Amino-4-methylpentanoic acid;H-L-LEU-OH;4-methyl-norvalin
CBNumber:
CB8742186
Molecular Formula:
C6H13NO2
Molecular Weight:
131.17
MOL File:
61-90-5.mol
MSDS File:
SDS
Modify Date:
2024/7/12 15:32:57

L-Leucine Properties

Melting point >300 °C (lit.)
Boiling point 122-134 °C(Press: 2-3 Torr)
alpha 15.4 º (c=4, 6N HCl)
Density 1,293 g/cm3
vapor pressure <1 hPa (20 °C)
refractive index 1.4630 (estimate)
FEMA 3297 | L-LEUCINE
Flash point 145-148°C
storage temp. 2-8°C
solubility 1 M HCl: 50 mg/mL
form powder
pka 2.328(at 25℃)
color White to Off-white
PH 5.5-6.5 (20g/l, H2O, 20℃)
Odor at 100.00?%. odorless
optical activity [α]20/D +15.5°, c = 2 in 6 M HCl
Water Solubility 22.4 g/L (20 C)
λmax λ: 260 nm Amax: 0.05
λ: 280 nm Amax: 0.05
JECFA Number 1423
Merck 14,5451
Sublimation 145-148 ºC
BRN 1721722
Stability Stability Moisture and light sensitive. Incompatible with strong oxidising agents.
LogP 0.80
CAS DataBase Reference 61-90-5(CAS DataBase Reference)
NIST Chemistry Reference Leucine(61-90-5)
EPA Substance Registry System L-Leucine (61-90-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P271-P280
Safety Statements  24/25
WGK Germany  3
RTECS  OH2850000
TSCA  Yes
HS Code  29224995
NFPA 704
1
1 1

L-Leucine price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W329703 L-Leucine 99%, FG 61-90-5 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W329703 L-Leucine 99%, FG 61-90-5 100G ₹6852.23 2022-06-14 Buy
Sigma-Aldrich(India) W329703 L-Leucine 99%, FG 61-90-5 1KG ₹14126.63 2022-06-14 Buy
Sigma-Aldrich(India) W329703 L-Leucine 99%, FG 61-90-5 5KG ₹62016.43 2022-06-14 Buy
Sigma-Aldrich(India) L8912 L-Leucine from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0% 61-90-5 10MG ₹2024.28 2022-06-14 Buy
Product number Packaging Price Buy
W329703 1SAMPLE-K ₹5141.88 Buy
W329703 100G ₹6852.23 Buy
W329703 1KG ₹14126.63 Buy
W329703 5KG ₹62016.43 Buy
L8912 10MG ₹2024.28 Buy

L-Leucine Chemical Properties,Uses,Production

Description

Small, white, lustrous plates, or a white, crystalline powder, with a slightly bitter taste. One g dissolves in about 40 mL of water and in about 100 mL of acetic acid. It is sparingly soluble in alcohol, but is soluble in dilute hydrochloric acid and in solutions of alkali hydroxides and carbonates. ι-Leucine may be synthesized by bromination, followed by amination of isocaproic acid; via the acetamidomalonic ester; by isolation from gluten, casein, keratin; from hydantoin.

Chemical Properties

L-Leucine is odorless and has a slightly bitter taste. L-Leucine is a branched-chain, essential amino acid that stimulates muscle protein synthesis.

Occurrence

Reported found as a constituent in proteins; also present in the free state in the human body

Uses

L-Leucine plays a vital role in hemoglobin formation, protein synthesis and metabolic functions. It assists the growth and repair of muscle and bone tissue. It is used in the treatment of amyotrophic lateral sclerosis - Lou Gehrig's disease. It prevents the breakdown of muscle proteins after trauma or severe stress and may be beneficial for individuals with phenylketonuria. It is also used as a food additive and flavor enhancer. Further, it is used to preserve muscle glycogen.

Preparation

By bromination followed by amination of isocaproic acid; via the acetamidomalonic ester; by isolation from gluten, casein, keratin; from hydantoin.

Production Methods

Leucine is produced microbially by incubating an amino-acidproducing microorganism including but not exclusive to Pseudomonas, Escherichia, Bacillus, or Staphylococcus in the presence of oxygen and a hydrocarbon. The nutrient medium should contain an inhibitory amount of a growth inhibitor that is a chemically similar derivative of leucine (e.g. methylallylglycine, a-hydrozinoisocaproic acid, or b-cyclopentanealanine) to inhibit the growth of the organism except for at least one mutant that is resistant to the inhibitory effect. The resistant mutant is then isolated and grown in the presence of oxygen and the hydrocarbon in the absence of the inhibitor. The mutant cells are then harvested and a nutrient medium is formed that includes a hydrocarbon as the sole source of carbon. Finally, the harvested cells are incubated in the medium in the presence of oxygen.

Definition

ChEBI: The L-enantiomer of leucine.

Pharmaceutical Applications

Leucine is used in pharmaceutical formulations as a flavoring agent. It has been used experimentally as an antiadherent to improve the deagglomeration of disodium cromoglycate micro-particles and other compounds in inhalation preparations; and as a tablet lubricant. Leucine copolymers have been shown to successfully produce stable drug nanocrystals in water.

Safety

Leucine is an essential amino acid and is consumed as part of a normal diet. It is generally regarded as a nontoxic and nonirritant material. It is moderately toxic by the subcutaneous route.
LD50 (rat, IP): 5.379 g/kg

storage

Leucine is sensitive to light and moisture, and should be stored in an airtight container in a cool, dark, dry place.

Purification Methods

Likely impurities are isoleucine, valine, and methionine. Crystallise L-leucine from water by adding 4 volumes of EtOH. It sublimes at 180-188o/0.3mm with 99.1% recovery, and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2075-2094 1961, Kameda et al. J Pharm Soc Jpn 78 763 1958, Beilstein 4 IV 2738.]

Incompatibilities

Leucine is incompatible with strong oxidizing agents.

Regulatory Status

Included in the FDA Inactive Ingredients Database (IV infusion; oral tablets). Included in nonparenteral medicines licensed in the UK.

Global( 918)Suppliers
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