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L-Leucine

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Name

L-Leucine

EINECS 200-522-0
CAS No. 61-90-5 Density 1.036 g/cm3
PSA 63.32000 LogP 1.14470
Solubility 22.4 g/L (20 °C) in water Melting Point >300 °C(lit.)
Formula C6H13NO2 Boiling Point 225.8 °C at 760 mmHg
Molecular Weight 131.175 Flash Point 90.3 °C
Transport Information N/A Appearance White crystalline powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 61-90-5 (L-Leucine) Hazard Symbols N/A
Synonyms

L(+)-Leucine;.alpha.-Aminoisocaproic acid;2-Amino-4-methylpentanoic acid, (S)-;L-Norvaline, 4-methyl-;L-alpha-Aminoisocaproic acid;Leucine (USP);2-Amino-4-methylvaleric acid (L);(2S)-alpha-Leucine;Pentanoic acid, 2-amino-4-methyl-, (S)-;(S)-2-Amino-4-methyl-pentanoic acid;Leucine, L-;2-Amino-4-methylpentanoic acid;(S)-(+)-leucine;Pentanoic acid, 2-amino-4-methyl-;Leu;Valeric acid, 2-amino-4-methyl-, (S)-;(2S)-2-azaniumyl-4-methyl-pentanoate;(S)-2-Amino-4-methylvaleric acid;(2S)-2-amino-4-methylpentanoic acid;Norvaline, 4-methyl-;L-Leuzin;L-2-Amino-4-methylpentanoic acid;(2S)-alpha-2-Amino-4-methylvaleric acid;FEMA No. 3297;2-Amino-4-methylpentanoic acid (L);(S)-leucine;

Article Data 417

L-Leucine Synthetic route

439912-47-7

Poc-Leu-OH

61-90-5

L-leucine

Conditions
ConditionsYield
With resin bound tetrathiomolybdate In methanol at 28℃; for 1.5h; ultrasonic bath;100%
13139-15-6

N-tert-butoxycarbonyl-L-leucine

61-90-5

L-leucine

Conditions
ConditionsYield
With water at 170℃; for 0.05h; Microwave irradiation;100%
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;98%
Multi-step reaction with 3 steps
1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate
2: trifluoroacetic acid
3: E. coli BL21 Star (DE3) S30 extract / aq. buffer / 6 h / 37 °C / pH 7.5
View Scheme
Multi-step reaction with 3 steps
1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate
2: trifluoroacetic acid
3: E. coli BL21 Star (DE3) S30 extract / aq. buffer / 6 h / 37 °C / pH 7.5
View Scheme
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h;

N-(L-leucyl)-β-D-glucopyranosylamine

61-90-5

L-leucine

Conditions
ConditionsYield
With pronase In water at 37℃; for 46h; Time; Enzymatic reaction;100%
2899-43-6

DL-leucine ethyl ester

61-90-5

L-leucine

Conditions
ConditionsYield
With 3,5-dinitrosalicylaldehyde; Alcalase In water; acetonitrile at 35℃; for 3h; pH=7.5; Enzymatic reaction; optical yield given as %ee;99%

(3S,5S)-3-Isobutyl-5-phenyl-morpholin-2-one

61-90-5

L-leucine

Conditions
ConditionsYield
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h;98%
111-26-2

hexan-1-amine

78641-71-1

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-4-methyl-pentanoic acid

A

61-90-5

L-leucine

B

74197-48-1

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine Product distribution;A 97%
B n/a
108437-94-1

(2S,5S)-N-<(S)-N-bis(methylthio)methyleneleucyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine

61-90-5

L-leucine

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;96%
328-39-2

LEUCINE

61-90-5

L-leucine

Conditions
ConditionsYield
In water at 37℃; for 2h; NADH, ammonium chloride, sodium formate, D-amino acid oxidase, catalase, leucine dehydrogenase, formate dehydrogenase, Tris-HCl buffer, pH 8.5;95%
With porcine kidney D-amino acid oxidase (EC 1.4.3.3.); sodium cyanoborohydride; flavin adenine dinucleotide In phosphate buffer at 37℃;90%
With D-amino acid oxidase; E. coli branched-chain amino acid aminotransferase In water at 37℃; for 72h; Tris buffer, pH 8.5, 1mM EDTA, monosodium glutamate, bovine serum albumin, catalase, pyridoxal 5'-phosphate;87%
98204-51-4

(S)-2-[{(allyloxy)carbonyl}amino]-4-methylpentanoic acid

61-90-5

L-leucine

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride In dichloromethane Ambient temperature;95%
26117-20-4

N-carbamoyl-L-leucine

61-90-5

L-leucine

Conditions
ConditionsYield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;94%
With Tris-HCl buffer; N-carbamoyl-L-amino acid hydrolase; iron(II) sulfate at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 1h;

L-Leucine Consensus Reports

Reported in EPA TSCA Inventory.

L-Leucine Specification

1. Introduction of L-Leucine

L-Leucine, with the IUPAC Nameof (2S)-2-amino-4-methylpentanoic acid, is one kind of white crystalline powder. For being stable in the normal condition, it si sensitive to moisture and light, and this chemical is incompatible with strong oxidising agents. Besides, it belongs to the Product Categories which include Food and Feed Additive; Amino Acid Derivatives; Leucine [Leu, L]; Amino Acids; Amino Acids and Derivatives; alpha-Amino Acids; Biochemistry; Nutritional Supplements; L-Amino Acids; Amino Acids.

2. Properties of L-Leucine

L-Leucine has the following property datas: (1)Index of Refraction: 1.462; (2)Molar Refractivity: 34.86 cm3; (3)Molar Volume: 126.6 cm3; (4)Polarizability: 13.82×10-24cm3; (5)Surface Tension: 39 dyne/cm; (6)Density: 1.035 g/cm3; (7)Flash Point: 90.3 °C; (8)Enthalpy of Vaporization: 50.93 kJ/mol; (9)Melting Point: >300 °C(lit.); (10)Boiling Point: 225.8 °C at 760 mmHg; (11)Vapour Pressure: 0.0309 mmHg at 25°C; (12)Solubility: 1 M HCl: 50 mg/mL; (13)Water Solubility: 22.4 g/L (20 C).

3. Structure Descriptors of L-Leucine

You could convert the following datas into the molecular structure:
(1). InChI: InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1 
(2). InChIKey: InChIKey=ROHFNLRQFUQHCH-YFKPBYRVSA-N 
(3). Smiles: C([C@@H](C(O)=O)N)C(C)C

4. Toxicity of L-Leucine

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo subcutaneous 2620mg/kg (2620mg/kg)   Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 40, Pg. 313, 1898.
rat LD50 intraperitoneal 5379mg/kg (5379mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955.
 

5. Safety Information of L-Leucine

Safety Statements of L-Leucine (CAS NO.61-90-5): 24/25 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: OH2850000
HS Code: 29224995
Moderately toxic by subcutaneous route. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

6. Use and Preparation of L-Leucine

L-Leucine is used for pharmaceutical raw materials and food additives. As a food additive, it has E number E641 and is classified as a flavour enhancer.

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