A synthetic serine protease substrate
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Pro-drug Form(s)
25835proTAME
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N-4-Tosyl-L-arginine methyl ester (hydrochloride)

Item No. 17550

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N2-[(4-methylphenyl)sulfonyl]-L-arginine, methyl ester, monohydrochloride
CAS Number
1784-03-8
Synonyms
  • TAME
  • Tosylarginine methyl ester
Molecular Formula
C14H22N4O4S • HCl
Formula Weight
378.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
228 nm
SMILES
CC1=CC=C(S(N[C@H](C(OC)=O)CCCNC(N)=N)(=O)=O)C=C1.Cl
InChi Code
InChI=1S/C14H22N4O4S.ClH/c1-10-5-7-11(8-6-10)23(20,21)18-12(13(19)22-2)4-3-9-17-14(15)16;/h5-8,12,18H,3-4,9H2,1-2H3,(H4,15,16,17);1H/t12-;/m0./s1
InChi Key
JIQFFACVQXXHMY-YDALLXLXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Product Description

    N-4-Tosyl-L-arginine methyl ester (TAME) is a synthetic substrate of serine proteases, including thrombin, trypsin, chymotrypsin, and kallikreins.1,2,3 It can be used to evaluate serine proteases from diverse sources.4 TAME also binds to and inhibits anaphase-promoting complex, a ubiquitin ligase, in Xenopus egg extract.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hummel, B.C. A modified spectrophotometric determination of chymotrypsin, trypsin, and thrombin. Can. J. Biochem. Physiol. 37, 1393-1399 (1959).

    2. Matsuda, Y., Miyazaki, K., Moriya, H., et al. Purification and characterization of human urinary kallikreins. J. Biochem. 80(4), 671-679 (1976).

    3. Esmon, C.T., Esmon, N.L., and Harris, K.W. Complex formation between thrombin and thrombomodulin inhibits both thrombin-catalyzed fibrin formation and factor V activation. The Journal of Biological Chemisty 257(14), 7944-7947 (1982).

    4. Morgado-Díaz, J.A., da Silvia-Lopez, R.E., Alves, C.R., et al. Subcellular localization of an intracellular serine protease of 68 kDa in Leishmania (Leishmania) amazonensis promastigotes. Mem. Inst. Oswaldo Cruz 100(4), 377-383 (2005).

    5. Zeng, X., Sigoillot, F., Gaur, S., et al. Pharmacologic inhibition of the anaphase-promoting complex induces a spindle checkpoint-dependent mitotic arrest in the absence of spindle damage. Cancer Cell 18(4), 382-395 (2010).

    6. Zeng, X., and King, R.W. An APC/C inhibitor stabilizes cyclin B1 by prematurely terminating ubiquitination. Nat. Chem. Biol. 8(4), 383-392 (2012).