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ChemicalBook >> CAS DataBase List >>L-tert-Leucine

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
Molecular Weight:
131.17
MDL Number:
MFCD00064218
MOL File:
20859-02-3.mol
MSDS File:
SDS
Last updated:2024-12-18 19:01:08

L-tert-Leucine Properties

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)
FDA 21 CFR 310.545
EWG's Food Scores 1
FDA UNII 1E6RFC9IVP

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
RTECS  OH2850000
Hazard Note  Irritant
HS Code  29224999
NFPA 704
1
0 0

L-tert-Leucine price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 269107 L-tert-Leucine 99% 20859-02-3 5g $114 2024-03-01 Buy
Sigma-Aldrich 269107 L-tert-Leucine 99% 20859-02-3 25g $183 2024-03-01 Buy
TCI Chemical L0147 L-tert-Leucine >98.0%(T) 20859-02-3 1g $26 2024-03-01 Buy
TCI Chemical L0147 L-tert-Leucine >98.0%(T) 20859-02-3 5g $48 2024-03-01 Buy
Alfa Aesar L13707 L-tert-Leucine, 99% 20859-02-3 1g $46.65 2024-03-01 Buy
Product number Packaging Price Buy
269107 5g $114 Buy
269107 25g $183 Buy
L0147 1g $26 Buy
L0147 5g $48 Buy
L13707 1g $46.65 Buy

L-tert-Leucine Chemical Properties,Uses,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].

815-17-8
20859-02-3
Synthesis of L-tert-Leucine from 3,3-Dimethyl-2-oxobutyric acid
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View Lastest Price from L-tert-Leucine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-tert-Leucine pictures 2024-12-20 L-tert-Leucine
20859-02-3
US $10.00 / kg 1kg 99% 20 ton Hebei Zhuanglai Chemical Trading Co Ltd
 L-Tert-Leucine pictures 2024-12-20 L-Tert-Leucine
20859-02-3
US $150.00 / kg 1kg 99% 500kg Hebei Zhuanglai Chemical Trading Co Ltd
L-Tert-Leucine pictures 2024-12-20 L-Tert-Leucine
20859-02-3
US $150.00 / kg 1kg 99% 500kg Hebei Zhuanglai Chemical Trading Co Ltd
  • L-tert-Leucine pictures
  • L-tert-Leucine
    20859-02-3
  • US $10.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
  •  L-Tert-Leucine pictures
  • L-Tert-Leucine
    20859-02-3
  • US $150.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
  • L-Tert-Leucine pictures
  • L-Tert-Leucine
    20859-02-3
  • US $150.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
(S)-(+)-LEUCINE RARECHEM AB PP 3754 L-A-AMINO-G-METHYL VALERIC ACID L-2-AMINO-4-METHYLVALERIC ACID LEUCINE, L- FEMA 3297 L-TERT-LEUCINE, 99% (99% EE/GLC) L-2-(T-BUTYL)GLYCINE 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-α-tert-Butyl-Gly-OH≥ 99% (Titration) L-tert-Leucine,99%e.e. T-LEUCINE, T-BUTYLGLYCINE 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-tert-Leucine, (2S)-2-Amino-3,3-dimethylbutanoic acid 3-Methyl-L-valine 97% L-2-Amino-3,3-dimethylbutanoic acid CAS -tert-L L-tert-Leucine> L-tert-Leucine USP/EP/BP L-A-AMINOISOCAPROIC ACID LEU LEUCINE H-L-LEU-OH H-LEU-OH (2S)-2-Amino-3,3-dimethylbutanoicacid L-tert-Leu-OH (S)-2-Amino-3,3-dimethylbutanoicacid L-tertiary leucine Tle L-Tle-OH L-α-tert-Butyl-Gly-OH L-α-tert-Butylglycine 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