Poc-Leu-OH
L-leucine
Conditions | Yield |
---|---|
With resin bound tetrathiomolybdate In methanol at 28℃; for 1.5h; ultrasonic bath; | 100% |
N-tert-butoxycarbonyl-L-leucine
L-leucine
Conditions | Yield |
---|---|
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; |
L-leucine
Conditions | Yield |
---|---|
With pronase In water at 37℃; for 46h; Time; Enzymatic reaction; | 100% |
Conditions | Yield |
---|---|
With 3,5-dinitrosalicylaldehyde; Alcalase In water; acetonitrile at 35℃; for 3h; pH=7.5; Enzymatic reaction; optical yield given as %ee; | 99% |
L-leucine
Conditions | Yield |
---|---|
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h; | 98% |
hexan-1-amine
(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-4-methyl-pentanoic acid
A
L-leucine
B
1-hexyl-3,5-dinitro-4-pyridone
Conditions | Yield |
---|---|
In pyridine Product distribution; | A 97% B n/a |
(2S,5S)-N-<(S)-N-bis(methylthio)methyleneleucyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine
L-leucine
Conditions | Yield |
---|---|
With hydrogenchloride for 4h; Heating; | 96% |
Conditions | Yield |
---|---|
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% |
(S)-2-[{(allyloxy)carbonyl}amino]-4-methylpentanoic acid
L-leucine
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride In dichloromethane Ambient temperature; | 95% |
N-carbamoyl-L-leucine
L-leucine
Conditions | Yield |
---|---|
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; |
Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat
A
L-leucine
B
(R)-(1-aminoethyl)phosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 24h; Heating; | A 10% B 88% |
L-valine
L-Leucin-N-carbonsaeureanhydrid
A
L-leucine
B
L-leucyl-glycine
C
N-carbamoylglycine
Conditions | Yield |
---|---|
With water; potassium hydroxide; potassium borate buffer at 3℃; Product distribution; effect of use of various amino acid and NCA with various concentrations; effect of use various temp.; extent of hydrolysis; | A n/a B 87.1% C n/a D n/a |
C72H135NO7
L-leucine
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; | 86% |
(SS,S)-2-(p-toluenesulfinylamino)-4-methylpentanenitrile
L-leucine
Conditions | Yield |
---|---|
With hydrogenchloride In water for 6h; Heating; | 85% |
phenylmethyl (4S)-4-(2-methylpropyl)-5-oxo-1,3-oxazolidine-3-carboxylate
L-leucine
Conditions | Yield |
---|---|
With boron trichloride In dichloromethane at 25℃; for 0.333333h; | 84% |
4-methyloxovaleric acid anion
L-leucine
Conditions | Yield |
---|---|
With ammonium formate; tris hydrochloride; nicotinamide adenine dinucleotide; formate dehydrogenase; phenylalanine dehydrogenase In water at 30℃; for 24h; | 83% |
With L-glutamic acid; pyridoxal 5'-phosphate In water at 40℃; for 18h; E.coli Aspartate transaminase, pH 8; | 40% |
((S)-1-Cyano-3-methyl-butyl)-carbamic acid methyl ester
L-leucine
Conditions | Yield |
---|---|
With hydrogenchloride In water for 7h; Heating; | 81% |
Conditions | Yield |
---|---|
With sodium hydrogen telluride In N,N-dimethyl-formamide at 70℃; for 3.5h; | 80% |
Conditions | Yield |
---|---|
With boron trichloride In dichloromethane at 25℃; for 0.333333h; | 77% |
With hydrogen; palladium on activated charcoal In ethanol at 20℃; for 1h; | 22 mg |
With cell extract of Sphingomonas paucimobilis SC 16113 In water at 42℃; for 20h; Enzymatic reaction; | 100 % Chromat. |
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction; | |
Multi-step reaction with 3 steps 1.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / Cooling with ice 1.2: 15 h / 10 - 35 °C 2.1: 2% active carbon-supported palladium; hydrogen / methanol / 1 h / 10 - 35 °C / 760.05 Torr 3.1: pronase / water / 46 h / 37 °C / Enzymatic reaction View Scheme |
D,L-leucine benzyl ester hydrochloride
L-leucine
Conditions | Yield |
---|---|
Stage #1: D,L-leucine benzyl ester hydrochloride With lithium carbonate In water; tert-butyl alcohol at 23℃; for 0.166667h; Resolution of racemate; Stage #2: With 2-Hydroxymethylpyridine; Alcalase; water; zinc(II) acetate dihydrate In tert-butyl alcohol at 23℃; for 4h; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; | 77% |
A
L-leucine
B
(S)-1-aminoethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 16h; Heating; | A 28% B 70% |
Conditions | Yield |
---|---|
With zinc(II) perchlorate; (R)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature; | 68% |
With leucine dehydrogenase Yield given; |
5-isobutyl-imidazolidine-2,4-dione
L-leucine
Conditions | Yield |
---|---|
With sodium hydroxide; air at 30℃; for 72h; Pseudomonas sp. Strain NS671; | 68% |
(2S)-(+)-2-<(1S,2S)-(2-Hydroxy-1-hydroxymethyl-2-phenylethyl)amino>-4-methylvaleriansaeure
L-leucine
Conditions | Yield |
---|---|
With ammonium hydroxide; periodic acid In water for 14h; Ambient temperature; | 67% |
L-leucine
Conditions | Yield |
---|---|
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane | 65% |
DL-leucine methyl ester
p-methoxybenzyloxycarbonyl-Phe-OMe
A
L-leucine
B
Moz-Phe-D-Leu-OMe
Conditions | Yield |
---|---|
Stage #1: DL-leucine methyl ester With Alcalase; water In tert-butyl alcohol at 25℃; pH=8.5; kinetic resolution; Stage #2: p-methoxybenzyloxycarbonyl-Phe-OMe With Alcalase In tert-butyl alcohol Condensation; | A n/a B 59% |
L-leucine
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; for 12h; | 52% |
(2S)-(N-para-toluenesulphonylamino)-4-methylpentanoic acid tert-butyl ester
L-leucine
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid; phenol for 24h; Ambient temperature; | 49% |
With hydrogen bromide; acetic acid 1.) phenol, 25 deg C, 24 h; |
Conditions | Yield |
---|---|
With sodium hydroxide; acylase Amano 30000 from Aspergillus spp. (30 u/mg); water; cobalt(II) chloride at 37 - 40℃; for 48h; | 39% |
Herstellung mit Hilfe eines Enzym-Praeparats aus Aspergillus und Penicillium; |
Conditions | Yield |
---|---|
With thionyl chloride | 100% |
With thionyl chloride | 100% |
With thionyl chloride at 0 - 20℃; | 94% |
Conditions | Yield |
---|---|
With thionyl chloride | 100% |
With amberlyst-15 Ambient temperature; | 77% |
With thionyl chloride for 10h; Heating; | 70% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 0 - 20℃; | 100% |
With sodium hydroxide at 0℃; for 1h; | 99% |
With sodium hydroxide In water at 20℃; for 2h; | 92% |
L-leucine
methyl chloroformate
(S)-2-(methoxycarbonylamino)-4-methylpentanoic acid
Conditions | Yield |
---|---|
Stage #1: L-leucine; methyl chloroformate With sodium hydroxide In 1,4-dioxane; water at 0 - 60℃; for 18h; pH=8 - 9; Stage #2: With hydrogenchloride In water | 100% |
Stage #1: L-leucine; methyl chloroformate With sodium hydroxide In water at 0 - 20℃; Stage #2: With hydrogenchloride In water | 84% |
With alkali In water | 75% |
Conditions | Yield |
---|---|
With methyloxirane In tetrahydrofuran at 25℃; for 0.25h; | 100% |
With methyloxirane In tetrahydrofuran for 2h; Ambient temperature; | 94% |
With sodium hydroxide | |
In tetrahydrofuran Ambient temperature; 7 - 10 days; Yield given; |
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In water; acetonitrile at 22℃; for 1h; pH=Ca.7; Inert atmosphere; | 100% |
With sodium dihydrogenphosphate; zinc at 30℃; for 20h; | 95% |
With sodium tetrahydroborate In 2,2,2-trifluoroethanol for 48h; Reflux; | 88% |
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane at 25℃; for 23h; | 100% |
With sodium hydroxide In 1,4-dioxane; water at 0℃; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 19h; | 99% |
Conditions | Yield |
---|---|
Stage #1: methanol With thionyl chloride for 1h; Cooling with ice; Stage #2: L-leucine at 20 - 66℃; for 6.5h; | 100% |
With thionyl chloride at 20℃; for 4h; | 99% |
With thionyl chloride | 99% |
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; for 2h; | 100% |
With sodium carbonate In water at 20℃; for 2h; | 100% |
With sodium hydrogencarbonate In water for 1h; Ambient temperature; | 66% |
With sodium carbonate In water | 35% |
With sodium carbonate In water at 20℃; for 5h; |
L-leucine
toluene-4-sulfonic acid
benzyl alcohol
L-leucine benzyl ester p-toluenesulfonate
Conditions | Yield |
---|---|
In cyclohexane; water for 4h; Dean-Stark; Reflux; | 100% |
In toluene for 20h; Reflux; | 85% |
In toluene for 4h; Reflux; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With 1H-imidazole at 100℃; for 1h; Inert atmosphere; | 100% |
With 1H-imidazole at 120℃; for 0.5h; | 97% |
With 1H-imidazole at 120℃; | 95.4% |
L-leucine
bis-1,4-(hydroxymethyl)cyclohexane
L,L-leucine 1,4-cyclohexanedimethanol diester
Conditions | Yield |
---|---|
Stage #1: L-leucine; bis-1,4-(hydroxymethyl)cyclohexane With toluene-4-sulfonic acid In toluene at 150℃; for 30h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; toluene at 60℃; | 100% |
L-leucine
bis-1,4-(hydroxymethyl)cyclohexane
L,L-leucine 1,4-cyclohexanedimethanol diester
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 20 - 150℃; for 30h; Heating / reflux; | 100% |
1-[(1-benzothien-2-ylcarbonyl)oxy]-2,5-pyrrolidinedione
L-leucine
(benzo[b]thiophene-2-carbonyl)-l-leucine
Conditions | Yield |
---|---|
With triethylamine In ethanol; dichloromethane; water at 20℃; | 100% |
Stage #1: 1-[(1-benzothien-2-ylcarbonyl)oxy]-2,5-pyrrolidinedione; L-leucine With triethylamine In ethanol; dichloromethane; water at 20℃; Stage #2: With hydrogenchloride In dichloromethane; water | 100% |
Stage #1: 1-[(1-benzothien-2-ylcarbonyl)oxy]-2,5-pyrrolidinedione; L-leucine With triethylamine In ethanol; dichloromethane; water at 5 - 20℃; for 18.1667h; Stage #2: With hydrogenchloride In ethanol; dichloromethane; water | |
With triethylamine In ethanol; dichloromethane; water at 5 - 20℃; | |
With triethylamine In ethanol; dichloromethane; water at 5 - 20℃; |
L-leucine
L-phenylalanine
L-tyrosine
glycine
H-Tyr-Gly-Gly-Phe-Leu-NH2
Conditions | Yield |
---|---|
Stage #1: L-tyrosine With BF4(1-)*C7H13N3Pol(1+); benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 25℃; for 1h; Ionic liquid; Automated synthesizer; solid phase reaction; Stage #2: glycine In 1-methyl-pyrrolidin-2-one at 25℃; for 1h; Ionic liquid; Automated synthesizer; solid phase reaction; Stage #3: L-leucine; L-phenylalanine Further stages; | 100% |
Conditions | Yield |
---|---|
With lithium hydride In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With sodium methylate In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With caesium carbonate In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With calcium hydride In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With lithium hydride In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With sodium methylate In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With caesium carbonate In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With calcium hydride In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In water for 2h; Reflux; | 100% |
Conditions | Yield |
---|---|
With caesium carbonate at 90℃; for 12h; | 100% |
L-leucine
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate
Conditions | Yield |
---|---|
In water pH=5.61; Cooling with ice; | 100% |
Reported in EPA TSCA Inventory.
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. |
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