Skip to Content
Merck
All Photos(1)

Documents

SML0789

Sigma-Aldrich

GI254023X

≥98% (HPLC)

Synonym(s):

(2R)-N-[(1S)-2,2-Dimethyl-1-[(methylamino)carbonyl]-propyl]-2-[(1S)-1-[formyl(hydroxy)amino]ethyl]-5-phenylpentanamide, GI4023

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C21H33N3O4
CAS Number:
260264-93-5
Molecular Weight:
391.50
MDL number:
MFCD19381832
UNSPSC Code:
12352200
PubChem Substance ID:
329825599
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

SMILES string

ON(C=O)[C@@H](C)[C@@H](CCCC1=CC=CC=C1)C(N[C@@H](C(C)(C)C)C(NC)=O)=O

InChI

1S/C21H33N3O4/c1-15(24(28)14-25)17(13-9-12-16-10-7-6-8-11-16)19(26)23-18(20(27)22-5)21(2,3)4/h6-8,10-11,14-15,17-18,28H,9,12-13H2,1-5H3,(H,22,27)(H,23,26)/t15-,17+,18+/m0/s1

InChI key

GHVMTHKJUAOZJP-CGTJXYLNSA-N

Application

GI254023X has been used to inhibit ADAM10 (ADAM metallopeptidase domain 10).

Biochem/physiol Actions

GI254023X blocks ADAM10 (ADAM metallopeptidase domain 10) activity and decreases human leukocyte antigen (HLA)-mediated cytotoxicity and cleavage of extracellular E-cadherin in epithelial and endothelial cells.
GI254023X is a potent and selective ADAM10 metalloproteinase inhibitor with 100-fold selectivity for the α-secretase ADAM10 over ADAM17 (TACE). In a study using recombinant TACE and ADAM10 ectodomain, the IC50 for GI254023X was 5.3 nM for ADAM10 vs 541 nM for TACE.
GI254023X is a potent and selective ADAM10 metalloproteinase inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 9

1 of 9

TAPI-2 InSolution, ≥97%, 10 mM aqueous solution, inhibitor of matrix metalloproteinases and TACE (TNF-α convertase; ADAM17)

Sigma-Aldrich

5.09612

TAPI-2

Begacestat ≥98% (HPLC)

Sigma-Aldrich

PZ0187

Begacestat

β-Secretase Inhibitor IV β-Secretase Inhibitor IV, CAS 797035-11-1, is a cell-permeable inhibitor that binds to BACE-1 active site and blocks its proteolytic activity (IC₅₀ = 15 nM for human BACE-1).

Sigma-Aldrich

565788

β-Secretase Inhibitor IV

Batimastat Batimastat primarily used in Inhibition.

Sigma-Aldrich

196440

Batimastat

GM6001 MMP Inhibitor The GM6001 MMP Inhibitor controls the biological activity of MMP. This small molecule/inhibitor is primarily used for Biochemicals applications.

Sigma-Aldrich

CC10

GM6001 MMP Inhibitor

Marimastat ≥98% (HPLC)

Sigma-Aldrich

M2699

Marimastat

DAPT ≥98% (HPLC), solid

Sigma-Aldrich

D5942

DAPT

Sigma-Aldrich

Sigma-Aldrich

S4562

β-Secretase inhibitor

Furin Inhibitor I Furin Inhibitor I, is a peptidyl chloromethylketone that binds to the catalytic site of furin and blocks its activity.

Sigma-Aldrich

344930

Furin Inhibitor I

Kazuhiro Aoki et al.
Developmental cell, 43(3), 305-317 (2017-11-08)
The biophysical framework of collective cell migration has been extensively investigated in recent years; however, it remains elusive how chemical inputs from neighboring cells are integrated to coordinate the collective movement. Here, we provide evidence that propagation waves of extracellular
The Mouse-specific Splice Variant mRAGE_v4 Encodes a Membrane-bound RAGE that is Resistant to Shedding and does not Contribute to the Production of Soluble RAGE.
Di Maggio S, et al.
PLoS ONE, 11(9), e0153832-e0153832 (2016)
ADAM10 cell surface expression but not activity is critical for Staphylococcus aureus α-hemolysin-mediated activation of the NLRP3 inflammasome in human monocytes.
Ezekwe E A D, et al.
Toxins, 8(4), 95-95 (2016)
Jun Xiang et al.
Molecular therapy. Nucleic acids, 16, 302-312 (2019-04-09)
β-amyloid (Aβ) plays an essential role in the pathogenesis of Alzheimer's disease (AD). Beta-site amyloid precursor protein cleaving enzyme 1 (BACE1) is indispensable for Aβ production, and knockout of BACE1 has no overt phenotypes in mouse. Thus, fine modulation of
Mattia Mori et al.
Scientific reports, 7(1), 2213-2213 (2017-05-21)
Notch signaling is considered a rational target in the therapy of several cancers, particularly those harbouring Notch gain of function mutations, including T-cell acute lymphoblastic leukemia (T-ALL). Although currently available Notch-blocking agents are showing anti-tumor activity in preclinical studies, they
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service