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T4626

Sigma-Aldrich

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

≥98% (TLC), suitable for ligand binding assays

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/REAXYS Number:
3922357
EC Number:
217-235-1
MDL number:
MFCD00012578
UNSPSC Code:
12352103
eCl@ss:
32160406
PubChem Substance ID:
24900058
NACRES:
NA.26

product name

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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