Description References
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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:

6-Aminocaproic acid L-Leucine N-CARBOBENZOXY-DL-LEUCINE tert-Butanol (S)-TERT-LEUCINOL ALTRENOGEST Glycine Tris(hydroxymethyl)aminomethane DL-Threonine hydrate(2:1) L-Tryptophan L-Serine L-Threonine (S)-(+)-2-Amino-3-methyl-1-butanol (S)-TERT-LEUCINE,L-Tert-Leucine HCl,DL-TERT-LEUCINE L-tert-Leucine methyl ester hydrochloride Leucine aminopeptidase，porcine kidney CBZL-L-TERT-LEUCINE,CBZ-L-TERT-LEUCINE,N-ALPHA-CARBOBENZOXY-L-TERT-LEUCINE,Z-L-TERT-LEUCINE FMOC-L-TERT-LEUCINE,N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-TERT-LEUCINE

  • (S)-(+)-LEUCINE
  • RARECHEM AB PP 3754
  • L-A-AMINO-G-METHYL VALERIC ACID
  • L-A-AMINOISOCAPROIC ACID
  • L-2-AMINO-4-METHYLVALERIC ACID
  • LEUCINE, L-
  • LEU
  • LEUCINE
  • FEMA 3297
  • H-L-LEU-OH
  • H-LEU-OH
  • L-α-tert-Butylglycine
  • L-TERT-LEUCINE, 99% (99% EE/GLC)
  • L-2-(T-BUTYL)GLYCINE
  • (2S)-2-Amino-3,3-dimethylbutanoicacid
  • l-2-tert-butylglycine
  • LEUCINE, L-(P)
  • α-aminoisocaproic acid
  • L-tert-Leucine 99%
  • L-tert-Leucine, 95+%
  • L-α-tert-Butyl-Gly-OH
  • L-tert-Leu-OH
  • L-Tle-OH
  • L-α-tert-Butyl-Gly-OH≥ 99% (Titration)
  • L-tert-Leucine,99%e.e.
  • Tle
  • 3-Methyl-L-valine 97%
  • L-2-Amino-3,3-dimethylbutanoic acid CAS
  • -tert-L
  • T-LEUCINE, T-BUTYLGLYCINE
  • (S)-2-Amino-3,3-dimethylbutanoicacid
  • L-2-Amino-3,3-dimethylbutanoic acid
  • L-tert-Leucine
  • t-Leucine, t-Butylglycine, (S)-2-Amino-3,3-dimethyl-butyric acid
  • (S)-2-Amino-3,3-dimethylbutyric acid L-α-tert-Butylglycine
  • L-tert-Leucine, 99+%
  • L-tert-B-leucine, 99%
  • (-)-L-Pseudoleucine
  • L-Pseudoleucine
  • (2S)-2-AMino-3,3-diMethylbutanoic acid/l-t-leucine by express
  • 2-L-aMino-3,3-diMethylbutyric acid
  • L-(+)-TERT-LEUCINE FOR SYNTHESIS
  • L-tert-Leucine 3
  • L-tertiary leucine
  • L-tert-Leucine, (2S)-2-Amino-3,3-dimethylbutanoic acid
  • L-tert-Leucine&gt
  • L-tert-Leucine USP/EP/BP
  • L-α-tert-Butyl-Gly-OH
  • NSC203785
  • Enzymatic Hydrolysis Amino Acid Powder 80% (OMRI Listed )
  • L-tert-Leucine,97%
  • L-tert-Butyl-Glycine
  • 20859-02-3
  • RCHNH2COOH
  • CH33CCHNH2CO2H
  • CH32CHCH2CHNH2COOH
  • H2NCHRCOOH
  • AMINE