Basic Description

Synonyms	TAPI-1；N-[2-[2-(Hydroxyamino)-2-oxoethyl]-4-methyl-1-oxopentyl]-3-(2-naphthalenyl)-L-alanyl-N-(2-aminoethyl)-L-alaninamide
Specifications & Purity	≥95%
Biochemical and Physiological Mechanisms	Stable, selective inhibitor of TNF-α processing (IC 50 = ~100 nM).\xa0 Inhibits TACE (P< 0.01) and other metalloproteases in vivo .
Storage Temp	Store at -20°C,Desiccated
Shipped In	Ice chest + Ice pads
Note	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 6 months. Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.
Product Description	Product Describtion: (S,S)-TAPI-1 is an isomer of TAPI-1. TAPI-1 is a TACE (ADAM17) inhibitor and blocks the shedding of several cell surface proteins. TAPI-1 is also a metalloproteinase (MMP) inhibitor.

Associated Targets

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

IUPAC Name	N-[(2S)-1-[[(2S)-1-(2-aminoethylamino)-1-oxopropan-2-yl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]-N'-hydroxy-2-(2-methylpropyl)butanediamide
INCHI	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-OWHMDLSXSA-N
Canonical SMILES	CC(C)CC(CC(=O)NO)C(=O)NC(CC1=CC2=CC=CC=C2C=C1)C(=O)NC(C)C(=O)NCCN
Isomeric SMILES	C[C@@H](C(=O)NCCN)NC(=O)[C@H](CC1=CC2=CC=CC=C2C=C1)NC(=O)C(CC(C)C)CC(=O)NO
PubChem CID	9827273
Molecular Weight	499.6

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4 results found

Lot Number	Certificate Type	Date	Item
G23121082	Certificate of Analysis	Jun 12, 2024	T275482
G23121091	Certificate of Analysis	Apr 12, 2024	T275482
G23121077	Certificate of Analysis	Apr 07, 2024	T275482
G23121088	Certificate of Analysis	Apr 07, 2024	T275482

Solubility	Soluble in DMSO to 10 mM

1. Sisto M et al.. (2015) The metalloproteinase ADAM17 and the epidermal growth factor receptor (EGFR) signaling drive the inflammatory epithelial response in Sjögren's syndrome.. Clin Exp Med, 15 (2): (215-25). [PMID:24664458]
2. Li X et al.. (2014) [Effects of tumor necrosis factor-a converting enzyme on mucous hypersecretion in inflammatory airway].. Zhong Nan Da Xue Xue Bao Yi Xue Ban, 39 (12): (1228-32). [PMID:25544160]
3. Chatterjee A et al.. (2020) Functions of interleukin-6 in ovulation of female climbing perch, Anabas testudineus.. Anim Reprod Sci, 219 (106528). [PMID:32828404]
4. Yamamoto K et al.. (2014) Pericellular proteolysis by matrix metalloproteinase-7 is differentially modulated by cholesterol sulfate, sulfatide, and cardiolipin.. FEBS J, 281 (15): (3346-56). [PMID:24903600]
5. Sun X et al.. (2015) The activation of EGFR promotes myocardial tumor necrosis factor-a production and cardiac failure in endotoxemia.. Oncotarget, 6 (34): (35478-95). [PMID:26486084]
6. Zhang Y et al.. (2014) The human Cathelicidin LL-37 induces MUC5AC mucin production by airway epithelial cells via TACE-TGF-a-EGFR pathway.. Exp Lung Res, 40 (7): (333-42). [PMID:24901072]

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SKU	Size	Availability	Price	Qty
T275482-1mg	1mg	In stock	$216.90
T275482-5mg	5mg	In stock	$761.90