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Merck
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SML0739

Sigma-Aldrich

TAPI-1 acetate salt

≥97% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C26H37N5O5 · xC2H4O2
Número de CAS:
163847-77-6
Peso molecular:
499.60 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

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

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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
Vincent Lin et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(43), 15329-15339 (2011-10-28)
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