862891-04-1

Basic information

• Product Name: HMB-Val-Ser-Leu-VE
• Synonyms: HMB-Val-Ser-Leu-VE;YQKMRGLFGXKLJC-VOSPOJDESA-N
• CAS NO: 862891-04-1
• Molecular Formula: C26H39N3O7
• Molecular Weight: 505.60376
• Mol File: 862891-04-1.mol

Chemical Properties

• Appearance: /
• Solubility: ≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide
• CAS DataBase Reference: HMB-Val-Ser-Leu-VE(CAS DataBase Reference)
• NIST Chemistry Reference: HMB-Val-Ser-Leu-VE(862891-04-1)
• EPA Substance Registry System: HMB-Val-Ser-Leu-VE(862891-04-1)

Safety Data

• Hazardous Substances Data: 862891-04-1(Hazardous Substances Data)

Usage

Biological Activity

hmb-val-ser-leu-ve is an irreversible, cell-permeable, potent and specific inhibitor of the trypsin-like activity of the 20s proteasome with ic50 value of 33 nm [1].the 20s proteasome is a 700 kda, cylinder-shaped protease with multiple catalytic centers within the ubiquitin-proteasome pathway and plays an important role in the selective degradation of intracellular proteins. proteasomes remove abnormal proteins and play an important role in cell-cycle progression and apoptosis [1][2].hmb-val-ser-leu-ve is a tripeptide-based compound bearing a c-terminal vinyl ester that acts as a potent and selective inhibitor of the trypsin-like activity of the 20s proteasome with ic50 value of 33 nm [1]. in two colon-carcinoma cell lines (coo115, hct116), hmb-val-ser-leu-ve was nontoxic and did not affect cell proliferation. in hla-a2 positive lymphoblastoid cells, hmb-val-ser-leu-ve caused a dose-dependent increase of clg-specific killing, suggesting that hmb-val-ser-leu-ve favored the generation and presentation of immunogenic peptides presented by mhc class i molecules [1].

references

[1]. marastoni m, baldisserotto a, cellini s, et al. peptidyl vinyl ester derivatives: new class of selective inhibitors of proteasome trypsin-like activity. j med chem. 2005 jul 28;48(15):5038-42.[2]. demartino gn, slaughter ca. the proteasome, a novel protease regulated by multiple mechanisms.

Upstream product

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• 100512-21-8 Ethyl (4S,2E)-4-[(tert-butoxycarbonyl)amino]-6-methyl-2-heptenoate 
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• 944078-81-3 (S)-(+)-trans-6-methyl-4-amino-2-heptenoic acid ethyl ester 

Relevant articles and documents

Peptidyl vinyl ester derivatives: New class of selective inhibitors of proteasome trypsin-like activity

The proteasome is a multicatalytic proteinase complex which plays a central role in intracellular protein degradation. We report here the synthesis and biological activities of a new class of specific proteasome inhibitors selective for trypsin-like activ