L-tert-Leucine

ChemicalBook > CAS DataBase List > L-tert-Leucine

Description References

Product Name: L-tert-Leucine
CAS No.: 20859-02-3
Chemical Name: L-tert-Leucine
Synonyms: LEUCINE;LEU;H-LEU-OH;Tle;L-tertiary leucine;H-L-LEU-OH;L-Tle-OH;L-tert-Leu-OH;L-A-AMINOISOCAPROIC ACID;(S)-2-Amino-3,3-dimethylbutanoicacid
CBNumber: CB9853319
Molecular Formula: C6H13NO2
Formula Weight: 131.17
MOL File: 20859-02-3.mol

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L-tert-Leucine Property

Melting point:: ≥300 °C (lit.)
alpha: 6.3 º (c=4, 6 N HCl 200 ºC)
Boiling point:: 217.7±23.0 °C(Predicted)
Density: 1.1720 (estimate)
refractive index: -9 ° (C=3, H2O)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: 1 M HCl: 50 mg/mL
form: powder
pka: 2.39±0.12(Predicted)
color: White to almost white
optical activity: [α]20/D 9.5°, c = 3 in H2O
Water Solubility: 125.5 g/L (20 ºC)
BRN: 1721824
InChIKey: NPDBDJFLKKQMCM-SCSAIBSYSA-N
CAS DataBase Reference: 20859-02-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Safety Statements: 22-24/25
WGK Germany: 3
RTECS: OH2850000
Hazard Note: Irritant
HS Code: 29224999

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 269107
Product name: L-tert-Leucine
Purity: 99%
Packaging: 5g
Price: $114
Updated: 2024/03/01

Sigma-Aldrich

Product number: 269107
Product name: L-tert-Leucine
Purity: 99%
Packaging: 25g
Price: $183
Updated: 2024/03/01

TCI Chemical

Product number: L0147
Product name: L-tert-Leucine
Purity: >98.0%(T)
Packaging: 1g
Price: $26
Updated: 2024/03/01

TCI Chemical

Product number: L0147
Product name: L-tert-Leucine
Purity: >98.0%(T)
Packaging: 5g
Price: $48
Updated: 2024/03/01

Alfa Aesar

Product number: L13707
Product name: L-tert-Leucine, 99%
Packaging: 1g
Price: $46.65
Updated: 2024/03/01

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L-tert-Leucine Chemical Properties,Usage,Production

Description

L-tert-Leucine is an essential amino acid making up one third of our muscle protein. L-tert-leucine is important in developing chiral pharmaceutically active chemicals. It can be used as a food additive. It is used in the formation of sterols. It can also be used as the catalyst in the production of cobalt oxazoline palladacycles complex. It can also be used for the production of Chiral tridentate Schiff base ligands.

References

Korkmaz, Neslihan, D. Astley, and S. T. Astley. "Tridentate ligands derived from L-tert-Leucine for the Cu(II) mediated asymmetric Henry reaction." Turkish Journal of Chemistry 35.3(2011):1-17.
https://www.alfa.com/en/catalog/L13707/
http://igem.org/abstract_pdf_file.cgi?id=1719
[1] Weiming Liu . “Efficient synthesis of l-tert-leucine through reductive amination using leucine dehydrogenase and formate dehydrogenase coexpressed in recombinant E. coli.” Biochemical Engineering Journal 91 (2014): Pages 204-209.
[2] Wei Luo. “Cloning and Expression of a Novel Leucine Dehydrogenase: Characterization and L-tert-Leucine Production.” Frontiers in Bioengineering and Biotechnology (2020): 186.
[3] Longxing Wang. “Biosynthetic L-tert-leucine using Escherichia coli co-expressing a novel NADH-dependent leucine dehydrogenase and a formate dehydrogenase.” Electronic Journal of Biotechnology 47 (2020): Pages 83-88.

Chemical Properties

White to almost white powder

Uses

L-tert-Leucine is an essential amino acid and makes up one third of our muscle protein. It can be used as a food additive. It is used in the formation of sterols. It is used in the production of cobalt oxazoline palladacycles complex, which acts as a catalyst in the rearrangement of prochiral N-aryl trifluoroacetimidates to allylic amides yielded in significantly higher enantioselectivities with the (S)-(pR)-diasteroisomer.

Production Methods

The synthesis method of L-tert-Leucine (L-Tle) includes chemical and biological methods. Compared with traditional chemical synthesis, the enzymatic reduction of chiral keto acid to synthesize the corresponding unnatural amino acid has the advantages of high optical purity, mild reaction conditions, high conversion rate, and environmental friendliness. Currently, enzymatic methods have gradually replaced chemical methods. Some previous research on preparing L-tert-leucine using hydrolase, acyltransferase, and amino acid dehydrogenase has been reported. Among them, the preparation of L-tert-leucine using NADH-dependent L-leucine dehydrogenase (LeuDH, EC 1.4.1.9) has exhibited the most industrial potential. In the presence of NADH and free ammonium, LeuDH can catalyze trimethylpyruvate (TMP) to L-tert-leucine[1-3].

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 523, 1955
Tetrahedron Letters, 19, p. 4625, 1978 DOI: 10.1016/S0040-4039(01)85688-4

General Description

L-tert-Leucine (L-Tle) is an essential non-natural amino acid often used as a template to induce asymmetric synthesis, and the product has high stereoselectivity. It is a non-polar amino acid, and its tert-butyl group has significant hydrophobicity and steric hindrance, which can control molecular conformation in a chemical reaction and form a chiral compound. Hence, L-tert-leucine is commonly used as an inducer or a template in asymmetric synthesis. As a vital chiral intermediate, L-tert-leucine is widely used to synthesise anti-cancer, anti-viral, and biological inhibitors. In addition, L-tert-leucine is an essential additive in the food and cosmetic industry[1].

L-tert-Leucine Preparation Products And Raw materials

Raw materials

Ammonium hydroxide

Preparation Products

(S)-3-TERT-BUTYL-2,5-PIPERAZINEDIONE (S)-(-)-4-tert-Butyloxazolidine-2,5-dione Feed additives

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View Lastest Price from L-tert-Leucine manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: L-Tert-Leucine 20859-02-3
Price: US $150.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 500kg
Release date: 2024-11-22

WUHAN FORTUNA CHEMICAL CO., LTD

Product: L-tert-Leucine 20859-02-3
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 99%min HPLC
Supply Ability: 1000kg
Release date: 2021-08-28

Changsha Staherb Natural Ingredients Co., Ltd.

Product: L-tert-Leucine 20859-02-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: ≥98% HPLC
Supply Ability: 1000KG
Release date: 2023-01-03

20859-02-3, L-tert-LeucineRelated Search:

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L-Pseudoleucine

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20859-02-3

RCHNH2COOH

CH33CCHNH2CO2H

CH32CHCH2CHNH2COOH

H2NCHRCOOH

AMINE