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579051 TAPI-1 - CAS 171235-71-5 - Calbiochem

TAPI-1, CAS 171235-71-5, is a structural analog of TAPI-0 with similar in vitro efficacy for the inhibition of MMPs and TACE. Blocks the shedding of several cell surface proteins.

TAPI-1 - CAS 171235-71-5 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: N-(R)-[2-(Hydroxyaminocarbonyl)methyl]-4-methylpentanoyl-L-naphthylalanyl-L-alanine, 2-aminoethyl Amide, TNF-α Protease Inhibitor-1

Primary Target: MMPs and TACE
579051
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
171235-71-5C₂₆H₃₇N₅O₅

Products

Catalogue NumberPackaging Qty/Pack
579051-1MG Plastová ampulka 1 mg
Description
OverviewA structural analog of TAPI-0 (Cat. No. 579050) with similar in vitro efficacy for the inhibition of MMPs and TACE (TNF-α converting enzyme/ADAM17). TAPI-1 also blocks the shedding of several cell surface proteins such as IL-6 receptor, p60 TNF receptor, and p80 TNF receptor. Blocks constitutive (IC50 = 8.09 µM) and muscarinic receptor-stimulated (IC50 = 3.61 µM) sAAPα release in HEK 293 cells expressing M3 muscarinic receptors. A 10 mM (500 µg/100 µl) solution of TAPI-1 (Cat. No. 579050) in DMSO is also available.
Catalogue Number579051
Brand Family Calbiochem®
SynonymsN-(R)-[2-(Hydroxyaminocarbonyl)methyl]-4-methylpentanoyl-L-naphthylalanyl-L-alanine, 2-aminoethyl Amide, TNF-α Protease Inhibitor-1
References
ReferencesSlack, B.E., et al. 2001. Biochem. J. 357, 787.
Vincent, B., et al. 2001. J. Biol. Chem. 276, 37743.
Hooper, N.M., et al. 1997. Biochem. J. 321, 265.
Crowe, P.D., et al. 1995. J. Exp. Med. 181, 1205.
Mullberg, J., et al. 1995. J. Immunol. 155, 5198.
Mohler, K.M., et al. 1994. Nature 370, 218.
Product Information
CAS number171235-71-5
ATP CompetitiveN
DeclarationManufactured exclusively by Peptides International, Louisville, Kentucky, USA.
FormWhite solid
Hill FormulaC₂₆H₃₇N₅O₅
Chemical formulaC₂₆H₃₇N₅O₅
Hygroscopic Hygroscopic
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary TargetMMPs and TACE
Primary Target IC<sub>50</sub>8.09 µM and 3.61 µM blocking constitutive and muscarinic receptor-stimulated sAAPα release in HEK 293 cells expressing M3 muscarinic receptors, respectively
Purity≥97% by HPLC
Physicochemical Information
Cell permeableN
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage -20°C
Protect from Light Protect from light
Hygroscopic Hygroscopic
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
579051-1MG 04055977265361

Documentation

TAPI-1 - CAS 171235-71-5 - Calbiochem MSDS

Title

Safety Data Sheet (SDS) 

TAPI-1 - CAS 171235-71-5 - Calbiochem Certificates of Analysis

TitleLot Number
579051

References

Reference overview
Slack, B.E., et al. 2001. Biochem. J. 357, 787.
Vincent, B., et al. 2001. J. Biol. Chem. 276, 37743.
Hooper, N.M., et al. 1997. Biochem. J. 321, 265.
Crowe, P.D., et al. 1995. J. Exp. Med. 181, 1205.
Mullberg, J., et al. 1995. J. Immunol. 155, 5198.
Mohler, K.M., et al. 1994. Nature 370, 218.

Citations

Title
  • Daniel W. Lambert, et al. (2005) Tumor Necrosis Factor- Convertase (ADAM17) Mediates Regulated Ectodomain Shedding of the Severe-acute Respiratory Syndrome-Coronavirus (SARS-CoV) Receptor, Angiotensin-converting Enzyme-2 (ACE2). Journal of Biological Chemistry 280, 30113-30119.
  • Daniel W. Lambert, et al. (2005) Tumor necrosis factor-alpha convertase (ADAM17) mediates regulated ectodomain shedding of the SARS-CoV receptor, angiotensin-converting enzyme-2 (ACE2). Journal of Biological Chemistry 280, 30113-30119.
  • Xu-Wen Liu, et al. (2005) Tissue inhibitor of metalloproteinase-1 protects human breast epithelial cells from extrinsic cell death: a potential oncogenic activity of tissue inhibitor of metalloproteinase-1. Cancer Research 65, 898-906.
  • Evelyn Roth and Hanspeter Pircher. (2004) IFN-γ promotes Fas ligand- and perforin-mediated liver cell destruction by cytotoxic CD8 T cells. Journal of Immunology 172, 1588-1594.
    		•
    Data Sheet

    Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

    Revision04-April-2011 RFH
    SynonymsN-(R)-[2-(Hydroxyaminocarbonyl)methyl]-4-methylpentanoyl-L-naphthylalanyl-L-alanine, 2-aminoethyl Amide, TNF-α Protease Inhibitor-1
    DescriptionA structural analog of TAPI-0 (Cat. No. 579050) with similar in vitro efficacy for the inhibition of MMPs and TACE (TNF-α convertase; ADAM17). However, TAPI-1 is more stable in serum than TAPI-0. TAPI-1 Blocks the shedding of several cell surface proteins such as TNF-α, IL-6 receptor, and p60 and p80 TNF receptors. Inhibits constitutive (IC50 = 8.09 µM) and muscarinic receptor-stimulated (IC50 = 3.61 µM) sAPPa release in HEK-293 cells expressing muscarinic receptors. Also blocks the TACE-dependent constitutive release of co-transfected APP(695) (IC50 = 920 nM).
    FormWhite solid
    Intert gas (Yes/No) Packaged under inert gas
    CAS number171235-71-5
    Chemical formulaC₂₆H₃₇N₅O₅
    Structure formulaStructure formula
    Purity≥97% by HPLC
    SolubilityDMSO (5 mg/ml) or Methanol (1 mg/ml)
    Storage Protect from light
    -20°C
    Hygroscopic
    Do Not Freeze Ok to freeze
    Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
    Toxicity Standard Handling
    ReferencesSlack, B.E., et al. 2001. Biochem. J. 357, 787.
    Vincent, B., et al. 2001. J. Biol. Chem. 276, 37743.
    Hooper, N.M., et al. 1997. Biochem. J. 321, 265.
    Crowe, P.D., et al. 1995. J. Exp. Med. 181, 1205.
    Mullberg, J., et al. 1995. J. Immunol. 155, 5198.
    Mohler, K.M., et al. 1994. Nature 370, 218.
    Citation
  • Daniel W. Lambert, et al. (2005) Tumor Necrosis Factor- Convertase (ADAM17) Mediates Regulated Ectodomain Shedding of the Severe-acute Respiratory Syndrome-Coronavirus (SARS-CoV) Receptor, Angiotensin-converting Enzyme-2 (ACE2). Journal of Biological Chemistry 280, 30113-30119.
  • Daniel W. Lambert, et al. (2005) Tumor necrosis factor-alpha convertase (ADAM17) mediates regulated ectodomain shedding of the SARS-CoV receptor, angiotensin-converting enzyme-2 (ACE2). Journal of Biological Chemistry 280, 30113-30119.
  • Xu-Wen Liu, et al. (2005) Tissue inhibitor of metalloproteinase-1 protects human breast epithelial cells from extrinsic cell death: a potential oncogenic activity of tissue inhibitor of metalloproteinase-1. Cancer Research 65, 898-906.
  • Evelyn Roth and Hanspeter Pircher. (2004) IFN-γ promotes Fas ligand- and perforin-mediated liver cell destruction by cytotoxic CD8 T cells. Journal of Immunology 172, 1588-1594.
    		•