Skip to Content
MilliporeSigma
All Photos(1)

Documents

SML1292

Sigma-Aldrich

TAPI-0

≥95% (HPLC)

Synonym(s):

N-(R)-(2-(Hydroxyaminocarbonyl)Methyl)-4-Methylpentanoyl-L-Naphthylalanyl-L-Alanine amide, TNF-α Processing Inhibitor-0, TNF-α Protease Inhibitor-0

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C24H32N4O5
CAS Number:
Molecular Weight:
456.53
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

powder

color

white to off-white

shipped in

wet ice

storage temp.

−20°C

SMILES string

NC([C@@](C)([H])NC([C@]([H])(CC1=CC=CC2=C1C=CC=C2)NC([C@@](CC(C)C)([H])CC(NO)=O)=O)=O)=O

InChI

1S/C24H32N4O5/c1-14(2)11-18(13-21(29)28-33)23(31)27-20(24(32)26-15(3)22(25)30)12-17-9-6-8-16-7-4-5-10-19(16)17/h4-10,14-15,18,20,33H,11-13H2,1-3H3,(H2,25,30)(H,26,32)(H,27,31)(H,28,29)/t15-,18+,20-/m0/s1

InChI key

WSJJYJNVFYARGB-CVAIRZPRSA-N

Biochem/physiol Actions

TAPI-0 inhibit peptide deformylase (PDF) activity and retard the growth Chlamydia trachomatis, which is an obligate intracellular bacterium responsible for a number of human diseases.
TAPI-0 is a metalloproteinase inhibitor with selectivity for TACE (TNF-α converting enzyme/ADAM17; IC50 = 100 nM). TAPI-0 also inhibits of collagenase and gelatinase. Although not specific for TACE, TAPI-0 is extensively used to block TACE-mediated TNF-α shedding.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

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

Metalloprotease inhibitors GM6001 and TAPI-0 inhibit the obligate intracellular human pathogen Chlamydia trachomatis by targeting peptide deformylase of the bacterium.
Balakrishnan A, et al.
The Journal of Biological Chemistry, 281(24), 16691-16699 (2006)

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