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MedKoo Cat#: 462298 | Name: TAPI 2
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Description:

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

TAPI 2 is a ADAM-17 (TACE) and MMP inhibitor.

Chemical Structure

TAPI 2
TAPI 2
CAS#689284-12-6

Theoretical Analysis

MedKoo Cat#: 462298

Name: TAPI 2

CAS#: 689284-12-6

Chemical Formula: C19H37N5O5

Exact Mass: 415.2795

Molecular Weight: 415.54

Elemental Analysis: C, 54.92; H, 8.98; N, 16.85; O, 19.25

Price and Availability

Size Price Availability Quantity
1mg USD 600.00 2 Weeks
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Related CAS #
163958-73-4
Synonym
TAPI 2; TAPI2; TAPI-2
IUPAC/Chemical Name
(R)-N1-((S)-1-(((S)-1-((2-aminoethyl)amino)-1-oxopropan-2-yl)amino)-3,3-dimethyl-1-oxobutan-2-yl)-N4-hydroxy-2-isobutylsuccinamide
InChi Key
LMIQCBIEAHJAMZ-GZBFAFLISA-N
InChi Code
InChI=1S/C19H37N5O5/c1-11(2)9-13(10-14(25)24-29)17(27)23-15(19(4,5)6)18(28)22-12(3)16(26)21-8-7-20/h11-13,15,29H,7-10,20H2,1-6H3,(H,21,26)(H,22,28)(H,23,27)(H,24,25)/t12-,13+,15+/m0/s1
SMILES Code
ONC(C[C@@H](CC(C)C)C(N[C@@H](C(C)(C)C)C(N[C@@H](C)C(NCCN)=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 415.54 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: Reißing J, Lutz P, Frissen M, Ibidapo-Obe O, Reuken PA, Wirtz TH, Stengel S, Quickert S, Rooney M, Große K, Zimmermann HW, Trautwein C, Stallmach A, Bruns T. Immunomodulatory receptor VSIG4 is released during spontaneous bacterial peritonitis and predicts short-term mortality. JHEP Rep. 2021 Nov 3;4(1):100391. doi: 10.1016/j.jhepr.2021.100391. PMID: 34917912; PMCID: PMC8666561. 2: Zhu G, Liu J, Wang Y, Jia N, Wang W, Zhang J, Liang Y, Tian H, Zhang J. ADAM17 Mediates Hypoxia-Induced Keratinocyte Migration via the p38/MAPK Pathway. Biomed Res Int. 2021 Oct 28;2021:8328216. doi: 10.1155/2021/8328216. PMID: 34746310; PMCID: PMC8568513. 3: Zhao J, Yang T, Qiao W, Ye Y, Zhang J, Luo Q. Human Neutrophil Elastase Mediates MUC5AC Hypersecretion via the Tumour Necrosis Factor-α Converting Enzyme-Epidermal Growth Factor Receptor Signalling Pathway in vivo. ORL J Otorhinolaryngol Relat Spec. 2021;83(5):310-318. doi: 10.1159/000509982. Epub 2021 Jun 15. PMID: 34130299. 4: Omoteyama K, Sato T, Sato M, Tsutiya A, Arito M, Suematsu N, Kurokawa MS, Kato T. Identification of novel substrates of a disintegrin and metalloprotease 17 by specific labeling of surface proteins. Heliyon. 2020 Dec 22;6(12):e05804. doi: 10.1016/j.heliyon.2020.e05804. PMID: 33385093; PMCID: PMC7770542. 5: Jia N, Liu J, Zhu G, Liang Y, Wang Y, Wang W, Chen Y, Yang J, Zhang W, Zhang J. Polarization of ADAM17-driven EGFR signalling in electric field-guided collective migration of epidermal sheets. J Cell Mol Med. 2020 Dec;24(23):14073-14085. doi: 10.1111/jcmm.16019. Epub 2020 Nov 8. PMID: 33164313; PMCID: PMC7753989. 6: Abo-El Fetoh ME, Helal GK, Saleh IG, Ewees M, ElShafey M, Elnagar MR, Akool ES. Cyclosporin A activates human hepatocellular carcinoma (HepG2 cells) proliferation: implication of EGFR-mediated ERK1/2 signaling pathway. Naunyn Schmiedebergs Arch Pharmacol. 2020 May;393(5):897-908. doi: 10.1007/s00210-019-01798-w. Epub 2020 Jan 6. PMID: 31907582. 7: Dobie G, Kuriri FA, Omar MMA, Alanazi F, Gazwani AM, Tang CPS, Sze DM, Handunnetti SM, Tam C, Jackson DE. Ibrutinib, but not zanubrutinib, induces platelet receptor shedding of GPIb-IX-V complex and integrin αIIbβ3 in mice and humans. Blood Adv. 2019 Dec 23;3(24):4298-4311. doi: 10.1182/bloodadvances.2019000640. PMID: 31869418; PMCID: PMC6929381. 8: Liu J, Zhu G, Jia N, Wang W, Wang Y, Yin M, Jiang X, Huang Y, Zhang J. CD9 regulates keratinocyte migration by negatively modulating the sheddase activity of ADAM17. Int J Biol Sci. 2019 Jan 1;15(2):493-506. doi: 10.7150/ijbs.29404. PMID: 30745837; PMCID: PMC6367546. 9: Yang WS, Kim JJ, Lee MJ, Lee EK, Park SK. Ectodomain Shedding of RAGE and TLR4 as a Negative Feedback Regulation in High-Mobility Group Box 1-Activated Aortic Endothelial Cells. Cell Physiol Biochem. 2018;51(4):1632-1644. doi: 10.1159/000495651. Epub 2018 Nov 29. PMID: 30497069. 10: Liao T, Chen W, Sun J, Zhang Y, Hu X, Yang S, Qiu H, Li S, Chu T. CXCR4 Accelerates Osteoclastogenesis Induced by Non-Small Cell Lung Carcinoma Cells Through Self-Potentiation and VCAM1 Secretion. Cell Physiol Biochem. 2018;50(3):1084-1099. doi: 10.1159/000494533. Epub 2018 Oct 24. Erratum in: Cell Physiol Biochem. 2021;55(2):235-237. doi: 10.33594/000000362. PMID: 30355915. 11: Yang WS, Kim JJ, Lee MJ, Lee EK, Park SK. ADAM17-Mediated Ectodomain Shedding of Toll-Like Receptor 4 as a Negative Feedback Regulation in Lipopolysaccharide-Activated Aortic Endothelial Cells. Cell Physiol Biochem. 2018;45(5):1851-1862. doi: 10.1159/000487876. Epub 2018 Feb 28. PMID: 29510400. 12: Gerlach JC, Foka HG, Thompson RL, Gridelli B, Schmelzer E. Epithelial cell adhesion molecule fragments and signaling in primary human liver cells. J Cell Physiol. 2018 Jun;233(6):4841-4851. doi: 10.1002/jcp.26286. Epub 2017 Dec 26. PMID: 29150960. 13: Deora A, Hegde S, Lee J, Choi CH, Chang Q, Lee C, Eaton L, Tang H, Wang D, Lee D, Michalak M, Tomlinson M, Tao Q, Gaur N, Harvey B, McLoughlin S, Labkovsky B, Ghayur T. Transmembrane TNF-dependent uptake of anti-TNF antibodies. MAbs. 2017 May/Jun;9(4):680-695. doi: 10.1080/19420862.2017.1304869. Epub 2017 Mar 21. PMID: 28323513; PMCID: PMC5419086. 14: Maretzky T, Swendeman S, Mogollon E, Weskamp G, Sahin U, Reiss K, Blobel CP. Characterization of the catalytic properties of the membrane-anchored metalloproteinase ADAM9 in cell-based assays. Biochem J. 2017 Apr 13;474(9):1467-1479. doi: 10.1042/BCJ20170075. PMID: 28264989; PMCID: PMC8606101. 15: Madrigal JL, Caso JR, García-Bueno B, Gutiérrez IL, Leza JC. Noradrenaline induces CX3CL1 production and release by neurons. Neuropharmacology. 2017 Mar 1;114:146-155. doi: 10.1016/j.neuropharm.2016.12.001. Epub 2016 Dec 5. PMID: 27923568. 16: Moss ML, Miller MA, Vujanovic N, Yoneyama T, Rasmussen FH. Fluorescent substrates for ADAM15 useful for assaying and high throughput screening. Anal Biochem. 2016 Dec 1;514:42-47. doi: 10.1016/j.ab.2016.09.010. Epub 2016 Sep 13. PMID: 27637923. 17: Sitaram RT, Mallikarjuna P, Landström M, Ljungberg B. Transforming growth factor-β promotes aggressiveness and invasion of clear cell renal cell carcinoma. Oncotarget. 2016 Jun 14;7(24):35917-35931. doi: 10.18632/oncotarget.9177. PMID: 27166254; PMCID: PMC5094972. 18: Wang R, Ye X, Bhattacharya R, Boulbes DR, Fan F, Xia L, Ellis LM. A Disintegrin and Metalloproteinase Domain 17 Regulates Colorectal Cancer Stem Cells and Chemosensitivity Via Notch1 Signaling. Stem Cells Transl Med. 2016 Mar;5(3):331-8. doi: 10.5966/sctm.2015-0168. Epub 2016 Jan 7. PMID: 26744411; PMCID: PMC4807666. 19: Arenaccio C, Anticoli S, Manfredi F, Chiozzini C, Olivetta E, Federico M. Latent HIV-1 is activated by exosomes from cells infected with either replication-competent or defective HIV-1. Retrovirology. 2015 Oct 26;12:87. doi: 10.1186/s12977-015-0216-y. PMID: 26502902; PMCID: PMC4623921. 20: Oarhe CI, Dang V, Dang M, Nguyen H, Gopallawa I, Gewolb IH, Uhal BD. Hyperoxia downregulates angiotensin-converting enzyme-2 in human fetal lung fibroblasts. Pediatr Res. 2015 May;77(5):656-62. doi: 10.1038/pr.2015.27. Epub 2015 Feb 9. PMID: 25665060; PMCID: PMC5119454.