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T4626

Sigma-Aldrich

Nα-p-Tosyl-L-arginine methyl ester hydrochloride

Synonym(s):

TAME hydrochloride

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About This Item

Linear Formula:
H2NC(=NH)NH(CH2)3CH(NHSO2C6H4CH3)CO2CH3 · HCl
CAS Number:
1784-03-8
Molecular Weight:
378.87
Beilstein:
3922357
EC Number:
217-235-1
MDL number:
MFCD00012578
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
24900058
NACRES:
NA.26

Assay

≥98% (TLC)

Quality Level

200

form

powder

technique(s)

ligand binding assay: suitable

color

white

mp

145-147 (lit.)

storage temp.

−20°C

SMILES string

Cl.COC(=O)[C@H](CCCNC(N)=N)NS(=O)(=O)c1ccc(C)cc1

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

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Application

Nα-p-Tosyl-L-arginine methyl ester hydrochloride has been used as an esterolytic substrate to assess trypsin-like activity in midgut extracts. It has also been used as a substrate for measuring trypsin activity of pancreatin and human intestinal samples.

Biochem/physiol Actions

Nα-p-Tosyl-L-arginine methyl ester (TAME) binds to anaphase-promoting complex (APC) and prevents its activation by Cdc20 and Cdh1.

Substrates

Substrate for trypsin, thrombin, plasmin, and other proteases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Character of a wheat amylase inhibitor preparation and effects on fasting human pancreaticobiliary secretions and hormones
Choudhury A, et al.
Gastroenterology, 111(5), 1313-1320 (1996)
In vitro digestibility of goat milk and kefir with a new standardised static digestion method (INFOGEST cost action) and bioactivities of the resultant peptides
El SN, et al.
Food & Function, 6(7), 2322-2330 (2015)
Xing Zeng et al.
Cancer cell, 18(4), 382-395 (2010-10-19)
Microtubule inhibitors are important cancer drugs that induce mitotic arrest by activating the spindle assembly checkpoint (SAC), which, in turn, inhibits the ubiquitin ligase activity of the anaphase-promoting complex (APC). Here, we report a small molecule, tosyl-L-arginine methyl ester (TAME)
Sappasith Klomklao et al.
Journal of agricultural and food chemistry, 54(15), 5617-5622 (2006-07-20)
Trypsin from tongol tuna (Thunnus tonggol) spleen was purified to 402-fold by ammonium sulfate precipitation, followed by a series of chromatographic separations. The molecular mass of trypsin was estimated to be 24 kDa by size-exclusion chromatography and sodium dodecyl sulfate-polyacrylamide
A modified spectrophotometric determination of chymotrypsin, trypsin, and thrombin.
B C HUMMEL
Canadian journal of biochemistry and physiology, 37, 1393-1399 (1959-12-01)
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