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D-Leucine

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Name

D-Leucine

EINECS 206-327-7
CAS No. 328-38-1 Density 1.035 g/cm3
PSA 63.32000 LogP 1.14470
Solubility 24 g/L (25 ºC) Melting Point 300 ºC
Formula C6H13NO2 Boiling Point 225.8 ºC at 760 mmHg
Molecular Weight 131.175 Flash Point 90.3 ºC
Transport Information N/A Appearance white crystals
Safety 22-24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 328-38-1 (D-2-Amino-4-methylpentanoic acid) Hazard Symbols IrritantXi
Synonyms

(R)-(-)-Leucine;(R)-Leucine;D-2-Amino-4-methylvaleric acid;Leucine,d;D-Leuzin;Leucine, D-;(2R)-2-amino-4-methylpentanoic acid;H-D-Leu-OH;D-2-Amino-4-methylpentanoic acid;

Article Data 115

D-Leucine Synthetic route

35661-60-0, 126727-03-5, 114360-54-2

N-(9-fluorenylmethoxycarbonyl)-D-leucine

328-38-1

(R)-leucine

Conditions
ConditionsYield
With piperidine In N,N-dimethyl-formamide at 20℃;100%
89384-51-0

(R)-N-benzylleucine

328-38-1

(R)-leucine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In acetic acid for 24h;98%
126191-08-0

(R)-2-azido-4-methylpentanoic acid

328-38-1

(R)-leucine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; acetic acid under 760 Torr; for 4h;92%
24292-07-7

D-α-Hydrazino-isocapronsaeure

328-38-1

(R)-leucine

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide91%
170642-24-7

(R)-2-Amino-4-methyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

A

328-38-1

(R)-leucine

B

90-82-4

pseudoephedrine

Conditions
ConditionsYield
With water for 10h; Heating;A 86%
B n/a
170642-24-7

(R)-2-Amino-4-methyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

328-38-1

(R)-leucine

Conditions
ConditionsYield
In water for 10h; Heating; other reagent;86%
816-66-0

4-methyl-2-oxopentanoic acid

328-38-1

(R)-leucine

Conditions
ConditionsYield
With D-glucose; Bacillus subtilis glucose dehydrogenase; Symbiobacterium thermophilum meso-Diaminopimelate dehydrogenase W121L/H227I mutant; NADP; ammonium chloride In aq. buffer at 37℃; for 24h; pH=8.5; Kinetics; Reagent/catalyst; Enzymatic reaction;68%
With D-Alanine; meso-diaminopimelate dehydrogenase; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; alcohol dehydrogenases from Thermoanaerobacter brockii; NADH In isopropyl alcohol at 35℃; for 12h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;53.2%
With meso-2,6-D-diaminopimelic acid dehydrogenase mutant BC621; ammonium chloride; NADPH In various solvent(s) for 24h;
With D-amino acid transaminase; D-Alanine; R-selective ω-transaminase from Arthrobacter sp; (3-hydroxy-5-hydroxymethyl)-2-methylisonicotinic acid 5-phosphate; isopropylamine In aq. phosphate buffer for 7h; pH=7;n/a
With D-Glucose; Bacillus megaterium glucose dehydrogenase; ammonia; Symbiobacterium thermophilum mesodiaminopimelate dehydrogenase Enzymatic reaction;n/a
4502-00-5

sodium 4-methyl-2-oxovalerate

328-38-1

(R)-leucine

Conditions
ConditionsYield
With zinc(II) perchlorate; (S)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature;66%
328-39-2

LEUCINE

328-38-1

(R)-leucine

Conditions
ConditionsYield
With yeast; Sucrose
beim Durchgang durch den Organismus des Kaninchens;
With penicillium glaucum
2899-43-6

DL-leucine ethyl ester

328-38-1

(R)-leucine

Conditions
ConditionsYield
With (-)-(R,R)-dibenzoyltartaric acid

D-Leucine Consensus Reports

Reported in EPA TSCA Inventory.

D-Leucine Specification

The D-Leucine, with the cas register number 328-38-1, has its IUPAC name of 2-amino-4-methylpentanoic acid. This is a kind of flaky crystalline powder, and soluble in water, acetic acid, slightly soluble in ethanol, and insoluble in diethyl [ethyl] ether. The product categories are including leucine [leu, l]; amino acids and derivatives; alpha-amino acids; amino acids; biochemistry; amino acids. It should be kept in the storage temp. -15°C. Besides, it is usually applied in biochemical study.

The physical properties of this chemical could be summarized as: (1)ACD/LogP: 0.73; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 3; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 4; (10)Polar Surface Area: 29.54; (11)Index of Refraction: 1.462; (12)Molar Refractivity: 34.86 cm3; (13)Molar Volume: 126.6 cm3; (14)Polarizability: 13.82 ×10-24 cm3; (15)Surface Tension: 39 dyne/cm; (16)Density: 1.035 g/cm3; (17)Flash Point: 90.3 °C; (18)Enthalpy of Vaporization: 50.93 kJ/mol; (19)Boiling Point: 225.8 °C at 760 mmHg; (20)Vapour Pressure: 0.0309 mmHg at 25°C.

As to its production method, please follow the below ways. Firstly, prepare the raw material of acetyl-DL-leucine, and go through the acylase treatment to remove L-leucine, and then hydrolyze in hydrochloric [chlorhydric] acid to get the crude products; Lastly, have the crystalline purification to get the puregrade.

When you are using this chemical, you should be very cautious. Being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin, and may cause inflammation to the skin or other mucous membranes. So while dealing with this chemical, you should take the following instructions. Wear suitable protective clothing. Do not breathe dust and avoid contacting with skin and eyes. And if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. You could also refer to WGK Germany  3 to obtain more safety information.

Additionally, you could convert the following datas information into the molecular structure:
(1)Canonical SMILES: CC(C)CC(C(=O)O)N
(2)InChI: InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) 
(3)InChIKey: ROHFNLRQFUQHCH-UHFFFAOYSA-N 

Below are the toxcity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 6429mg/kg (6429mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.
 

 

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