Boc-Leu-Arg-Arg-AMC

AdipoGen Life Sciences
Product Code: AG-CP3-0014
CodeSizePrice
AG-CP3-0014-M0011 mg£40.00
Quantity:
AG-CP3-0014-M0055 mg£80.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Boc-LRR-AMC . AcOH; Proteasome Substrate
Appearance:
Solid lyophilized powder.
CAS:
109358-46-5 (free base)
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Avoid freeze/thaw cycles.Protect from light.
InChi:
InChI=1S/C33H52N10O7.C2H4O2/c1-18(2)15-24(43-32(48)50-33(4,5)6)29(47)42-23(10-8-14-39-31(36)37)28(46)41-22(9-7-13-38-30(34)35)27(45)40-20-11-12-21-19(3)16-26(44)49-25(21)17-20;1-2(3)4/h11-12,16-18,22-24H,7-10,13-15H2,1-6H3,(H,40,45)(H,41,46)(H,42,47)(H,43,48)(H4,34,35,38)(H4,36,37,39);1H3,(H,3,4)/t22-,23-,24-;/m0./s1
InChiKey:
ZYZDREMHVGIZMZ-NYTZCTPBSA-N
Long Description:
Chemical. CAS: 109358-46-5 (free base). Formula: C33H52N10O7 . C2H4O2. MW: 700.8 . 60.1. Fluorogenic tri-peptide substrate for measuring the trypsin-like peptidase activity of the 20S proteasome. Substrate for the Kex2 endopeptidase from S. Cervisiae, which has substrate specificity toward the C-terminal side of LR, PR and RR sequences. Can be cleaved by Kallikrein 5 with a P1 site preference for basic residues (R and K). Excitation: 380nm. Emission: 460nm. This substrate is useful for inhibitor screening and kinetic analysis.
MDL:
MFCD00133639
Molecular Formula:
C33H52N10O7 . C2H4O2
Molecular Weight:
700.8 . 60.1
Other data:
Use: Add from DMSO stock directly to in vitro or in vivo assay at desired concentration. Typical concentrations range from 10-100 µM.
Package Type:
Vial
Product Description:
Fluorogenic tri-peptide substrate for measuring the trypsin-like peptidase activity of the 20S proteasome. Substrate for the Kex2 endopeptidase from S. Cervisiae, which has substrate specificity toward the C-terminal side of LR, PR and RR sequences. Can be cleaved by Kallikrein 5 with a P1 site preference for basic residues (R and K). Excitation: 380nm. Emission: 460nm. This substrate is useful for inhibitor screening and kinetic analysis.
Purity:
>98%
Sequence:
Boc-Leu-Arg-Arg-7-amido-4-methylcoumarin
SMILES:
Cl.CC(C)C[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NC(CCCNC(N)=N)C(=O)NC1=CC2=C(C=C1)C(C)=CC(=O)O2
Solubility Chemicals:
Soluble in 5% acetic acid.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C.

References

Proteasome active sites allosterically regulate each other, suggesting a cyclical bite-chew mechanism for protein breakdown: A.F. Kisselev, et al.; Mol. Cell 4, 395 (1999) | Extended peptide-based inhibitors efficiently target the proteasome and reveal overlapping specificities of the catalytic beta-subunits: B.M. Kessler, et al.; Chem. Biol. 8, 913 (2001) | Oligopeptidase B from Trypanosoma evansi. A parasite peptidase that inactivates atrial natriuretic factor in the bloodstream of infected hosts: R.E. Morty, et al.; J. Biol. Chem. 280, 10925 (2005) | Enzymatic analysis of recombinant Japanese encephalitis virus NS2B(H)-NS3pro protease with fluorogenic model peptide substrates: M. Junaid, et al.; PLoS One 7, e36827 (2012)

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