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Merck
CN

SML2966

Z-RLRGG-AMC Acetate

≥95% (HPLC)

Synonym(s):

N2-[(Phenylmethoxy)carbonyl]-L-arginyl-L-leucyl-L-arginylglycyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-glycinamide, Z-Arg-Leu-Arg-Gly-Gly-7-amido-4-methylcoumarin, Z-Arg-Leu-Arg-Gly-Gly-AMC

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About This Item

Empirical Formula (Hill Notation):
C40H56N12O9 · xC2H4O2
CAS Number:
167698-69-3
Molecular Weight:
848.95 (free base basis)
UNSPSC Code:
12352209
NACRES:
NA.77

Key Documents

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Product Name

Z-RLRGG-AMC Acetate, ≥95% (HPLC)

SMILES string

FC(F)(F)C(=O)O.N([C@@H](CCCN=C(N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(=O)NCC(=O)Nc2cc3c(cc2)C(=CC(=O)O3)C)C(=O)OCc1ccccc1

InChI key

CMGDVBCGNGERLC-SZOHVZSOSA-N

InChI

1S/C40H56N12O9.C2HF3O2/c1-23(2)17-30(51-36(57)29(12-8-16-46-39(43)44)52-40(59)60-22-25-9-5-4-6-10-25)37(58)50-28(11-7-15-45-38(41)42)35(56)48-20-32(53)47-21-33(54)49-26-13-14-27-24(3)18-34(55)61-31(27)19-26;3-2(4,5)1(6)7/h4-6,9-10,13-14,18-19,23,28-30H,7-

assay

≥95% (HPLC)

form

film or powder

color

white to beige

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Z-RLRGG-AMC is a fluorogenic substrate for the MERS-CoV, SARS-CoV, SARS-CoV-2 papain-like protease (PLpros), deubiquitinating enzyme isopeptidase T (IPaseT) and other ubiquitin C-terminal hydrolases, which consists of the Ub and ISG15 C-terminal sequences. Z-RLRGG-AMC excitation wavelength is 340 nm, and emission wavelength is 460 nm.
fluorogenic substrate for the MERS-CoV, SARS-CoV, SARS-CoV-2 papain-like protease (PLpros), deubiquitinating enzyme isopeptidase T (IPaseT)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000436350
0000436350
0000310304
0000310304
0000162321

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Brendan T Freitas et al.
ACS infectious diseases, 6(8), 2099-2109 (2020-05-20)
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), the causative agent for COVID-19, is a novel human betacoronavirus that is rapidly spreading worldwide. The outbreak currently includes over 3.7 million cases and 260,000 fatalities. As a betacoronavirus, SARS-CoV-2 encodes for a
Yahira M Báez-Santos et al.
Journal of virology, 88(21), 12511-12527 (2014-08-22)
The papain-like protease (PLpro) domain from the deadly Middle East respiratory syndrome coronavirus (MERS-CoV) was overexpressed and purified. MERS-CoV PLpro constructs with and without the putative ubiquitin-like (UBL) domain at the N terminus were found to possess protease, deubiquitinating, deISGylating

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