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Merck
CN

SML3742

GK13S

≥98% (HPLC)

Synonym(s):

(S)-1-Cyano-N-(1-(4-(pent-4-yn-1ylcarbamoyl)phenyl)-1H-imidazol-4-yl)pyrrolidine-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C21H22N6O2
Molecular Weight:
390.44
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD35067861

Key Documents

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SMILES string

[n]2(cnc(c2)NC(=O)[C@@H]3CN(CC3)C#N)c1ccc(cc1)C(=O)NCCCC#C

InChI

1S/C21H22N6O2/c1-2-3-4-10-23-20(28)16-5-7-18(8-6-16)27-13-19(24-15-27)25-21(29)17-9-11-26(12-17)14-22/h1,5-8,13,15,17H,3-4,9-12H2,(H,23,28)(H,25,29)/t17-/m0/s1

InChI key

LSHAYFDZIOIKII-KRWDZBQOSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell penetrant, potent and non-toxic activity-based probe for deubiquitinase UCHL1; chemogenomic probe suitable for the cellular study of UCHL1.


GK13S is a cell penetrant, potent and non-toxic activity-based probe for deubiquitinase UCHL1. GK13S, but not GK16S, led to the reduction of monoubiquitin levels in the human glioblastoma cell line U-87 MG. GK13S together with GK16S comprises a set of chemogenomic probes for UCHL1, which is suitable for investigation of cellular functions of UCHL. GK13S also binds to PARK7, C21orf33, ISOC1 andNIT2.

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
0000341250
0000341251
0000326437
0000341251
0000341250

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Christian Grethe et al.
Nature communications, 13(1), 5950-5950 (2022-10-11)
Ubiquitination regulates protein homeostasis and is tightly controlled by deubiquitinases (DUBs). Loss of the DUB UCHL1 leads to neurodegeneration, and its dysregulation promotes cancer metastasis and invasiveness. Small molecule probes for UCHL1 and DUBs in general could help investigate their

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