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MedKoo Cat#: 462296 | Name: TAPI 0
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

TAPI 0 is a ADAM-17 (TACE) and MMP inhibitor. TAPI 0 partly restores response to CD47 blockade in a dose-dependent manner.

Chemical Structure

TAPI 0
TAPI 0
CAS#163958-73-4

Theoretical Analysis

MedKoo Cat#: 462296

Name: TAPI 0

CAS#: 163958-73-4

Chemical Formula: C24H32N4O5

Exact Mass: 456.2373

Molecular Weight: 456.54

Elemental Analysis: C, 63.14; H, 7.07; N, 12.27; O, 17.52

Price and Availability

Size Price Availability Quantity
1mg USD 600.00 2 Weeks
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Related CAS #
No Data
Synonym
TAPI 0; TAPI-0; TAPI0; TNF-α processing inhibitor-0
IUPAC/Chemical Name
N-[(2R)-2-[2-(Hydroxyamino)-2-oxoethyl]-4-methyl-1-oxopentyl]-3-(2-naphthalenyl)-L-alanyl-L-alaninamide
InChi Key
CRCPLBFLOSEABN-VBSNWNEZSA-N
InChi Code
InChI=1S/C24H32N4O5/c1-14(2)10-19(13-21(29)28-33)23(31)27-20(24(32)26-15(3)22(25)30)12-16-8-9-17-6-4-5-7-18(17)11-16/h4-9,11,14-15,19-20,33H,10,12-13H2,1-3H3,(H2,25,30)(H,26,32)(H,27,31)(H,28,29)/t15-,19+,20-/m0/s1
SMILES Code
ONC(C[C@@H](CC(C)C)C(N[C@@H](CC1=CC(C=CC=C2)=C2C=C1)C(N[C@@H](C)C(N)=O)=O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 456.54 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Antonsen KW, Jensen AG, Carstensen M, Nejsum LN, Sorensen BS, Etzerodt A, Moestrup SK, Møller HJ. Proinflammatory polarization strongly reduces human macrophage in vitro phagocytosis of tumor cells in response to CD47 blockade. Eur J Immunol. 2024 Jul;54(7):e2350824. doi: 10.1002/eji.202350824. Epub 2024 Apr 9. PMID: 38593339. 2: Mytych JS, Pan Z, Lopez-Davis C, Redinger N, Lawrence C, Ziegler J, Popescu NI, James JA, Farris AD. Peptidoglycan from Bacillus anthracis Inhibits Human Macrophage Efferocytosis in Part by Reducing Cell Surface Expression of MERTK and TIM-3. Immunohorizons. 2024 Mar 1;8(3):269-280. doi: 10.4049/immunohorizons.2300109. PMID: 38517345; PMCID: PMC10985058. 3: Mytych JS, Pan Z, Lopez-Davis C, Redinger N, Lawrence C, Ziegler J, Popescu NI, James JA, Farris AD. Peptidoglycan from Bacillus anthracis Inhibits Human Macrophage Efferocytosis in Part by Reducing Cell Surface Expression of MERTK and TIM-3. bioRxiv [Preprint]. 2023 Sep 30:2023.03.30.535001. doi: 10.1101/2023.03.30.535001. Update in: Immunohorizons. 2024 Mar 1;8(3):269-280. doi: 10.4049/immunohorizons.2300109. PMID: 37066181; PMCID: PMC10103956. 4: Yu Y, Xue B, Irfan NM, Beltz T, Weiss RM, Johnson AK, Felder RB, Wei SG. Reducing brain TACE activity improves neuroinflammation and cardiac function in heart failure rats. Front Physiol. 2022 Nov 9;13:1052304. doi: 10.3389/fphys.2022.1052304. PMID: 36439267; PMCID: PMC9682140. 5: Ghiarone T, Castorena-Gonzalez JA, Foote CA, Ramirez-Perez FI, Ferreira- Santos L, Cabral-Amador FJ, de la Torre R, Ganga RR, Wheeler AA, Manrique- Acevedo C, Padilla J, Martinez-Lemus LA. ADAM17 cleaves the insulin receptor ectodomain on endothelial cells and causes vascular insulin resistance. Am J Physiol Heart Circ Physiol. 2022 Oct 1;323(4):H688-H701. doi: 10.1152/ajpheart.00039.2022. Epub 2022 Aug 26. PMID: 36018759; PMCID: PMC9512115. 6: Knecht S, Eberl HC, Bantscheff M. Interval-Based Secretomics Unravels Acute- Phase Response in Hepatocyte Model Systems. Mol Cell Proteomics. 2022 Jun;21(6):100241. doi: 10.1016/j.mcpro.2022.100241. Epub 2022 May 5. PMID: 35525403; PMCID: PMC9184749. 7: Kaneko T, Horiuchi K, Chijimatsu R, Mori D, Nagata K, Omata Y, Yano F, Inui H, Moro T, Tanaka S, Saito T. Regulation of osteoarthritis development by ADAM17/Tace in articular cartilage. J Bone Miner Metab. 2022 Mar;40(2):196-207. doi: 10.1007/s00774-021-01278-3. Epub 2021 Nov 9. PMID: 34751824. 8: Chen JY, Cheng WH, Lee KY, Kuo HP, Chung KF, Chen CL, Chen BC, Lin CH. Abnormal ADAM17 expression causes airway fibrosis in chronic obstructive asthma. Biomed Pharmacother. 2021 Aug;140:111701. doi: 10.1016/j.biopha.2021.111701. Epub 2021 May 27. PMID: 34051616. 9: Karampatzakis A, Brož P, Rey C, Önfelt B, Cruz De Matos GDS, Rycroft D, Ambrose A, Davis DM. Antibody Afucosylation Augments CD16-Mediated Serial Killing and IFNγ Secretion by Human Natural Killer Cells. Front Immunol. 2021 Mar 16;12:641521. doi: 10.3389/fimmu.2021.641521. PMID: 33796107; PMCID: PMC8008054. 10: Euler G, Locquet F, Kociszewska J, Osygus Y, Heger J, Schreckenberg R, Schlüter KD, Kenyeres É, Szabados T, Bencsik P, Ferdinandy P, Schulz R. Matrix Metalloproteinases Repress Hypertrophic Growth in Cardiac Myocytes. Cardiovasc Drugs Ther. 2021 Apr;35(2):353-365. doi: 10.1007/s10557-020-07138-y. Epub 2021 Jan 5. PMID: 33400052; PMCID: PMC7994223. 11: Ou SC, Bai KJ, Cheng WH, Chen JY, Lin CH, Wen HC, Chen BC. TGF-β Induced CTGF Expression in Human Lung Epithelial Cells through ERK, ADAM17, RSK1, and C/EBPβ Pathways. Int J Mol Sci. 2020 Nov 29;21(23):9084. doi: 10.3390/ijms21239084. PMID: 33260349; PMCID: PMC7731197. 12: Liu GY, Moon SH, Jenkins CM, Sims HF, Guan S, Gross RW. A functional role for eicosanoid-lysophospholipids in activating monocyte signaling. J Biol Chem. 2020 Aug 21;295(34):12167-12180. doi: 10.1074/jbc.RA120.013619. Epub 2020 Jul 8. PMID: 32641497; PMCID: PMC7443508. 13: Terada Y, Higashi N, Hidaka Y, Isomoto Y, Yayama K. Protein Tyrosine Phosphatase Inhibitor, Orthovanadate, Induces Contraction via Rho Kinase Activation in Mouse Thoracic Aortas. Biol Pharm Bull. 2019;42(6):877-885. doi: 10.1248/bpb.b18-00708. PMID: 31155587. 14: Chen HY, Lin CH, Chen BC. ADAM17/EGFR-dependent ERK activation mediates thrombin-induced CTGF expression in human lung fibroblasts. Exp Cell Res. 2018 Sep 1;370(1):39-45. doi: 10.1016/j.yexcr.2018.06.008. Epub 2018 Jun 11. PMID: 29902535. 15: Wang H, Liu J, Yang Y, Cao Q, Huo X, Ma S, Hu J, Pavalko FM, Liu Q. Hydroxy- Safflower Yellow A inhibits the TNFR1-Mediated Classical NF-κB Pathway by Inducing Shedding of TNFR1. Phytother Res. 2016 May;30(5):790-6. doi: 10.1002/ptr.5579. Epub 2016 Jan 25. PMID: 26806653. 16: Edrissi H, Schock SC, Hakim AM, Thompson CS. Microparticles generated during chronic cerebral ischemia increase the permeability of microvascular endothelial barriers in vitro. Brain Res. 2016 Mar 1;1634:83-93. doi: 10.1016/j.brainres.2015.12.032. Epub 2015 Dec 23. PMID: 26723565. 17: Arriga R, Caratelli S, Coppola A, Spagnoli GC, Venditti A, Amadori S, Lanzilli G, Lauro D, Palomba P, Sconocchia T, Del Principe MI, Maurillo L, Buccisano F, Capuani B, Ferrone S, Sconocchia G. Enhancement of anti-leukemia activity of NK cells in vitro and in vivo by inhibition of leukemia cell-induced NK cell damage. Oncotarget. 2016 Jan 12;7(2):2070-9. doi: 10.18632/oncotarget.6529. PMID: 26655503; PMCID: PMC4811516. 18: Ito K, Matsuzaki M, Sasahara T, Shin M, Yayama K. Orthovanadate-Induced Vasoconstriction of Rat Mesenteric Arteries Is Mediated by Rho Kinase-Dependent Inhibition of Myosin Light Chain Phosphatase. Biol Pharm Bull. 2015;38(11):1809-16. doi: 10.1248/bpb.b15-00587. PMID: 26521832. 19: Yayama K, Sasahara T, Ohba H, Funasaka A, Okamoto H. Orthovanadate-induced vasocontraction is mediated by the activation of Rho-kinase through Src- dependent transactivation of epidermal growth factor receptor. Pharmacol Res Perspect. 2014 Apr;2(2):e00039. doi: 10.1002/prp2.39. Epub 2014 Apr 1. PMID: 25505586; PMCID: PMC4184709. 20: Lee HS, Park BM, Cho Y, Kim S, Kim C, Kim MG, Park D. Shedding of epithin/PRSS14 is induced by TGF-β and mediated by tumor necrosis factor-α converting enzyme. Biochem Biophys Res Commun. 2014 Oct 3;452(4):1084-90. doi: 10.1016/j.bbrc.2014.09.055. Epub 2014 Sep 20. PMID: 25245289.

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