N-Acetyl-L-leucine CAS 1188-21-2

Introduction:Basic information about N-Acetyl-L-leucine CAS 1188-21-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

N-Acetyl-L-leucine Basic information

Product Name:N-Acetyl-L-leucine
Synonyms:AKOS BBS-00004735;ACETYL-DL-LEUCINE, N-;ACETYL-DL-LEUCINE;ACETYL-L-LEUCINE;AC-DL-LEU-OH;AC-LEUCINE;AC-LEU-OH;IFLAB-BB F0777-0821
CAS:1188-21-2
MF:C8H15NO3
MW:173.21
EINECS:214-706-3
Product Categories:N-Acetyl-Amino acid series;Amino Acid Derivatives;Leucine;Peptide Synthesis;Leucine [Leu, L];Amino Acids and Derivatives;Ac-Amino Acids;Amino Acids (N-Protected);Biochemistry;Amino Acid Derivatives;Amino Acids;Amino Acids Derivatives;amino acid;amino;bc0001;1188-21-2
Mol File:1188-21-2.mol

N-Acetyl-L-leucine Chemical Properties

Melting point 187-190 °C(lit.)
alpha -24.5 º (c=4, MeOH)
Boiling point 303.86°C (rough estimate)
density 1.1599 (rough estimate)
refractive index -22 ° (C=5, EtOH)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Ethanol (Slightly), Water (Slightly, Heated)
pka3.67±0.10(Predicted)
form Crystalline Powder
color White
Optical Rotation[α]25/D 23±3°, c = 2 in ethanol
Water Solubility 0.81 g/100 mL (20 ºC)
BRN 1724849
Major Applicationpeptide synthesis
InChI1S/C8H15NO3/c1-5(2)4-7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)/t7-/m0/s1
InChIKeyWXNXCEHXYPACJF-ZETCQYMHSA-N
SMILESCC(C)C[C@H](NC(C)=O)C(O)=O
CAS DataBase Reference1188-21-2(CAS DataBase Reference)
NIST Chemistry ReferenceL-leucine, n-acetyl-(1188-21-2)
EPA Substance Registry SystemL-Leucine, N-acetyl- (1188-21-2)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
TSCA TSCA listed
HazardClass IRRITANT
HS Code 29241900
Storage Class11 - Combustible Solids

N-Acetyl-L-leucine Usage And Synthesis

Chemical PropertiesWhite crystalline powder
UsesN-Acetyl-L-(-)-leucine is used in the preparation of small molecule inhibitors of anti-apoptotic Bcl-2 family proteins. Also used in the preparation of amphiphilic copolymers involving hydrophobic amino acid and oligopeptide side chains for optical tumor imaging in vivo.
DefinitionChEBI: The N-acetyl derivative of L-leucine.
reaction suitabilityreaction type: C-H Activation
reaction type: solution phase peptide synthesis
reagent type: catalyst
reaction type: Peptide Synthesis
in vivo

Levacetylleucine (60 mg/kg, i.v., administration on days 1, 2 and 3 for 15 days) decreases the postural imbalance scores and accelerates the course of postural compensation induced by UL in rats[3].
Levacetylleucine (100 mg/kg, oral gavage, administration daily for 28 days) attenuates cortical cell death afer traumatic brain injury (TBI) in N-Acetyl-L-leucine-treated TBI mouse cortices[4].

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Animal Model:Male Sprague-Dawley rats (mean 400±20 g, age 3 months) after chemical UL[3]
Dosage:60 mg/kg
Administration:i.v., 15 days
Result:Significantly decreased the postural imbalance scores on 7 day and accelerated the course of postural compensation by about 6 days in rats.
Animal Model:C57/BL6 mice[4]
Dosage:100 mg/kg
Administration:oral gavage, administration daily for 1-28 days
Result:Did not afect food intake and body weight in mice.
Animal Model:N-Acetyl-L-leucine-treated TBI mouse cortices[4]
Dosage:100 mg/kg
Administration:oral gavage, administration daily for 28 days
Result:Prevented cortical cell death which peaks at early time points (day 1) afer TBI in N-Acetyl-L-leucine-treated TBI mouse cortices.
IC 50Human Endogenous Metabolite

N-Acetyl-L-leucine Preparation Products And Raw materials

Raw materialsSodium hydroxide-->Methanol-->Acetic anhydride-->L-Leucine