CLASTO-LACTACYSTIN BETA-LACTONE Chemical Properties

Melting point:

186-187°C

Boiling point:

440.815±40.00 °C(Press: 760.00 Torr)(predicted)

Density 

1.280±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

storage temp. 

-20°C

solubility 

DMF, Ethanol, Hot Ethyl Acetate, Methanol, Pyridine

form 

White solid

pka

13.332±0.20(predicted)

color 

White

InChI

1S/C10H15NO4/c1-4(2)6(12)10-7(15-9(10)14)5(3)8(13)11-10/h4-7,12H,1-3H3,(H,11,13)/t5-,6+,7+,10-/m1/s1

InChIKey

FWPWHHUJACGNMZ-NBBQQVJHSA-N

SMILES

[H][C@@]12OC(=O)[C@@]1(NC(=O)[C@@H]2C)[C@@H](O)C(C)C

Safety Information

Hazard Codes 

T

Risk Statements 

20/21/22-37/38-41-36/37/38-25

Safety Statements 

16-26-36/37/39-45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

2

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2

MSDS

• Language:English Provider:SigmaAldrich

CLASTO-LACTACYSTIN BETA-LACTONE Usage And Synthesis

Chemical Properties

White Solid

Uses

A cell permeable, irreversible proteasome inhibitor. It is 20-fold more potent than Lactacystin. Lactacytstin spontaneously converts to clasto-lactacystin in biological systems. Clasto-lactacystin is the only cell permeable form of lactacystin. Induces neurite growth and inhibits cell cycle progression similar to lactacytin.

Uses

Clasto-Lactacystin β-lactone has been used as a proteasomal inhibitor.

Uses

clasto-Lactacystin beta-lactone is a 20S proteasome and cathepsin A inhibitor.

Biological Activity

cell-permeable. a highly specific, potent and irreversible proteasome inhibitor. lactacystin (cat. no. 1709-200) acts as a precursor for clasto-lactacystin β-lactone and the latter compound is at least 10 times more active than the parent lactacystin

Biochem/physiol Actions

Clasto-Lactacystin β-lactone (cLβL) is synthesized from lactacystin. It is cell-permeable and cLβL acts on the N-terminal threonine of subunit proteasome β -subunit X It also inhibits 20S proteasome activity in Haloferax volcanii?by acting in the N-threonine residue of the? β -type subunits.

CLASTO-LACTACYSTIN BETA-LACTONE(154226-60-5)Related Product Information

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