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About This Item
Empirical Formula (Hill Notation):
C15H27N5O5
CAS Number:
Molecular Weight:
357.41
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
description
RTECS - RR0390000
Quality Level
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
white
solubility
water: 20 mg/mL, DMSO: 25 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
N([C@@H](CC(C)C)C(=O)NCCCCN\C(=N/[H])\N)C(=O)[C@@H]1O[C@H]1C(=O)O
InChI
1S/C15H27N5O5/c1-8(2)7-9(20-13(22)10-11(25-10)14(23)24)12(21)18-5-3-4-6-19-15(16)17/h8-11H,3-7H2,1-2H3,(H,18,21)(H,20,22)(H,23,24)(H4,16,17,19)/t9-,10+,11+/m0/s1
InChI key
LTLYEAJONXGNFG-HBNTYKKESA-N
General description
Irreversible inhibitor of cysteine proteases. Interacts with the Sn subsites of proteases. Has no action on cysteine residues in other proteins. Inhibits activation-induced programmed cell death and restores defective immune responses in HIV+ donors. Specific active site titrant.
Biochem/physiol Actions
Cell permeable: no
Primary Target
cysteine proteases
cysteine proteases
Product does not compete with ATP.
Reversible: no
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 4 months at -20°C.
Other Notes
Matsumoto, K., et al. 1999. Biopolymers51, 99.
Sarin, A., et al. 1994. J. Immunol.153, 862.
Sarin, A., et al. 1993. J. Exp. Med. 178, 1693.
Barrett, A.J. 1982. Biochem. J.201, 189.
Sarin, A., et al. 1994. J. Immunol.153, 862.
Sarin, A., et al. 1993. J. Exp. Med. 178, 1693.
Barrett, A.J. 1982. Biochem. J.201, 189.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Judith Bockstiegel et al.
Cell communication and signaling : CCS, 21(1), 335-335 (2023-11-24)
The purinergic receptor P2X7 plays a crucial role in infection, inflammation, and cell death. It is thought that P2X7 receptor stimulation triggers processing and release of the pro-inflammatory cytokine interleukin (IL)-1β by activation of the NLRP3 inflammasome; however, the underlying
Dana Bohan et al.
PLoS pathogens, 17(11), e1009743-e1009743 (2021-11-20)
Phosphatidylserine (PS) receptors enhance infection of many enveloped viruses through virion-associated PS binding that is termed apoptotic mimicry. Here we show that this broadly shared uptake mechanism is utilized by SARS-CoV-2 in cells that express low surface levels of ACE2.
Michael Anthony Jensen et al.
Biochemistry, 63(1), 9-18 (2023-11-28)
Here we report preliminary data demonstrating that some patients with myalgic encephalomyelitis/chronic fatiguesyndrome (ME/CFS) may have catalytic autoantibodies that cause the breakdown of myelin basic protein (MBP). We propose that these MBP-degradative antibodies are important to the pathophysiology of ME/CFS