Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

SML0739

Sigma-Aldrich

TAPI-1 acetate salt

≥97% (HPLC)

Synonym(s):

N-[(2R)-2-[2-(Hydroxyamino)-2-oxoethyl]-4-methyl-1-oxopentyl]-3-(2-naphthalenyl)-L-alanyl-N-(2-aminoethyl)-L-Alaninamide acetate salt

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

About This Item

Empirical Formula (Hill Notation):
C26H37N5O5 · xC2H4O2
CAS Number:
163847-77-6
Molecular Weight:
499.60 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C26H37N5O5/c1-16(2)12-21(15-23(32)31-36)25(34)30-22(26(35)29-17(3)24(33)28-11-10-27)14-18-8-9-19-6-4-5-7-20(19)13-18/h4-9,13,16-17,21-22,36H,10-12,14-15,27H2,1-3H3,(H,28,33)(H,29,35)(H,30,34)(H,31,32)/t17-,21+,22-/m0/s1

InChI key

AWNBSWDIOCXWJW-WTOYTKOKSA-N

Application

TAPI-1 acetate salt has been used as a tumor necrosis factor(TNF)-α convertase/ADAM17/α-secretase (TACE) inhibitor.

Biochem/physiol Actions

TAPI-1 is a potent inhibitor of matrix metalloproteinases and TACE (TNF-α convertase/ADAM17/α-secretase).

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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

Loss of the Arp2/3 complex component ARPC1B causes platelet abnormalities and predisposes to inflammatory disease
Kahr W H A, et al.
Nature Communications, 8, 14816-14816 (2017)
The circular RNA ciRS-7 promotes APP and BACE1 degradation in an NF-KB-dependent manner.
Shi Z, et al.
FEBS Journal, 284(7), 1096-1109 (2017)
Laura M Breshears et al.
The Journal of biological chemistry, 287(39), 32578-32587 (2012-07-27)
Staphylococcal superantigens (SAgs), such as toxic shock syndrome toxin-1 (TSST-1), are the main cause of toxic shock syndrome (TSS). SAgs deregulate the host immune system after penetrating epithelial barriers such as the vaginal mucosa. In response to TSST-1, human vaginal
Vincent Lin et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(43), 15329-15339 (2011-10-28)
The capacity of adult mammals to regenerate sensory hair cells is not well defined. To explore early steps in this process, we examined reactivation of a transiently expressed developmental gene, Atoh1, in adult mouse utricles after neomycin-induced hair cell death
Stefan Düsterhöft et al.
Cellular and molecular life sciences : CMLS, 78(11), 5015-5040 (2021-05-06)
Membrane-tethered signalling proteins such as TNFα and many EGF receptor ligands undergo shedding by the metalloproteinase ADAM17 to get released. The pseudoproteases iRhom1 and iRhom2 are important for the transport, maturation and activity of ADAM17. Yet, the structural and functional
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