154226-60-5 Usage
Description
Clasto-Lactacystin Beta-Lactone, also known as Clasto-Lactacystin, is a cell-permeable, irreversible proteasome inhibitor derived from the natural product Lactacystin. It is a white solid with potent inhibitory effects on the proteasome, making it a valuable tool in various research and therapeutic applications. Clasto-Lactacystin is 20-fold more potent than Lactacystin and spontaneously converts to its active form, clasto-lactacystin, in biological systems. It has the ability to induce neurite growth and inhibit cell cycle progression, similar to lactacystin.
Uses
Used in Research Applications:
Clasto-Lactacystin Beta-Lactone is used as a proteasomal inhibitor for studying the role of the proteasome in various cellular processes, including protein degradation, cell cycle regulation, and signal transduction pathways.
Used in Pharmaceutical Industry:
Clasto-Lactacystin Beta-Lactone is used as a 20S proteasome and cathepsin A inhibitor for the development of therapeutic agents targeting cancer and other diseases associated with the dysregulation of the proteasome.
Used in Cancer Research:
Clasto-Lactacystin Beta-Lactone is used as a tool to investigate the role of the proteasome in cancer cell survival and proliferation, as well as to identify potential therapeutic targets for cancer treatment.
Used in Drug Delivery Systems:
Clasto-Lactacystin Beta-Lactone can be incorporated into drug delivery systems to improve its bioavailability, targeting, and therapeutic efficacy in various applications, including cancer treatment and other proteasome-related diseases.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 154226-60-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,4,2,2 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 154226-60:
(8*1)+(7*5)+(6*4)+(5*2)+(4*2)+(3*6)+(2*6)+(1*0)=115
115 % 10 = 5
So 154226-60-5 is a valid CAS Registry Number.
154226-60-5Relevant articles and documents
Total Synthesis of Proteasome Inhibitor (-)-Omuralide through Asymmetric Ketene [2 + 2]-Cycloaddition
Rullière, Pauline,Cannillo, Alexandre,Grisel, Julien,Cividino, Pascale,Carret, Sébastien,Poisson, Jean-Fran?ois
supporting information, p. 4558 - 4561 (2018/08/09)
The total synthesis of (-)-omuralide, a potent specific proteasome inhibitor, has been achieved through an unprecedented route. The C3 and C4 chiral centers of the natural product have been selectively installed by an asymmetric [2 + 2]-cycloaddition betw
Stereospecific total syntheses of proteasome inhibitors omuralide and lactacystin
Gu, Wenxin,Silverman, Richard B.
experimental part, p. 8287 - 8293 (2012/04/10)
Omuralide, a transformation product of the microbial metabolite lactacystin, was the first molecule discovered as a specific inhibitor of the proteasome and is unique in that it specifically inhibits the proteolytic activity of the 20S subunit of the prot
Stereogenic evolution of clasto-lactacystin β-lactone from L-serine
Yoon, Cheol H.,Flanigan, David L.,Yoo, Kyung S.,Jung, Kyung W.
, p. 37 - 39 (2007/10/03)
Reported herein is a novel synthesis of clasto-lactacystin β-lactone. The γ-lactam core was selectively prepared by an intramolecular C-H insertion to establish the stereocenter, C(6). The ensuing construction of the quaternary C(5) and carbinol C(9) cent
