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Merck
CN

SML4064

Sigma-Aldrich

Ac-Abu-Tle-Leu-Gln-AFC

≥95% (HPLC)

Synonym(s):

Ac-Abu-Tle-LQ-AFC (Abu=2-Aminobutyrate, Tle=t-Butylglycine, AFC = 4-trifluoromethylcoumaryl-7-amide), Ac-QS1-AFC, Acetyl-L-α-aminobutyroyl-L-tert-leucyl-L-leucyl-L-glutamine-α-(4-trifluoromethylcoumaryl-7-amide)

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Quality Level

100

Assay

≥95% (HPLC)

form

(Powder or Lyophilized powder or film)

storage condition

desiccated

color

white to off-white

storage temp.

-10 to -25°C

SMILES string

CC(N[C@H](C(N[C@H](C(C[C@H](C(N[C@H](C(NC1=CC2=C(C=C1)C(C(F)(F)F)=CC(O2)=O)=O)CCC(N)=O)=O)CC(C)C)=O)C(C)(C)C)=O)CC)=O

InChI

1S/C34H46F3N5O8/c1-8-23(39-18(4)43)31(48)42-29(33(5,6)7)25(44)14-19(13-17(2)3)30(47)41-24(11-12-27(38)45)32(49)40-20-9-10-21-22(34(35,36)37)16-28(46)50-26(21)15-20/h9-10,15-17,19,23-24,29H,8,11-14H2,1-7H3,(H2,38,45)(H,39,43)(H,40,49)(H,41,47)(H,42,48)/t19

InChI key

VWVFVJSQWAXHGY-RYRALHHHSA-N

Biochem/physiol Actions

Kinetically preferred fluorogenic substrate for detecting SARS-CoV and SARS-CoV-2 main proteases (Mpro; 3CLpro) activity (ex 380+/-20 nm, em 500+/-20 nm).
Ac-QS1-AFC or Ac-Abu-Tle-Leu-Gln-AFC (Abu = Aminobutyrate; Tle = t-Butylglycine; AFC= 7-amino-4-trifluoromethyl coumarin) is a kinetically preferred fluorogenic substrate for the detection of SARS-CoV and SARS-CoV-2 main protease (Mpro; 3CLpro) activity. Mpro cleavage results in the release of the C-terminal AFC and increased fluorescence (ex 380+/-20 nm, em 500+/-20 nm).

Disclaimer

Hygroscopic

Storage Class Code

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
0000393391
0000393388
0000393391
0000393388

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A drug repurposing screen identifies hepatitis C antivirals as inhibitors of the SARS-CoV2 main protease
PLoS ONE, 16(2) (2021)
Wioletta Rut et al.
Nature chemical biology, 17(2), 222-228 (2020-10-24)
In December 2019, the first cases of infection with a novel coronavirus, SARS-CoV-2, were diagnosed. Currently, there is no effective antiviral treatment for COVID-19. To address this emerging problem, we focused on the SARS-CoV-2 main protease that constitutes one of

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