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T0273

Sigma-Aldrich

N-p-Tosyl-Gly-Pro-Arg 7-amido-4-methylcoumarin hydrochloride

protease substrate

Synonym(s):

N-(p-Tosyl)-Gly-Pro-Arg-AMC, Tos-Gly-Pro-Arg-AMC

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About This Item

Empirical Formula (Hill Notation):
C30H37N7O7S · HCl
CAS Number:
117961-27-0
Molecular Weight:
676.18
MDL number:
MFCD00152182
UNSPSC Code:
12352204
PubChem Substance ID:
24899877
NACRES:
NA.32

Quality Level

200

Assay

≥98% (TLC)

form

powder

solubility

acetic acid: 10 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Cl.Cc1ccc(cc1)S(=O)(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(N)=N)C(=O)Nc3ccc4C(C)=CC(=O)Oc4c3

InChI

1S/C30H37N7O7S.ClH/c1-18-7-10-21(11-8-18)45(42,43)34-17-26(38)37-14-4-6-24(37)29(41)36-23(5-3-13-33-30(31)32)28(40)35-20-9-12-22-19(2)15-27(39)44-25(22)16-20;/h7-12,15-16,23-24,34H,3-6,13-14,17H2,1-2H3,(H,35,40)(H,36,41)(H4,31,32,33);1H/t23-,24-;/m0./s1

InChI key

SRRKKDQGNHCPIE-UKOKCHKQSA-N

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)

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V A Kuznetsov et al.
Laboratornoe delo, (8)(8), 43-45 (1990-01-01)
Toz-Gly-Pro-Arg-4-methylcoumaryl-7-amide is recommended for antithrombin-III (AT-III) photometry as a substrate. This substrate is cleaved by thrombin at 366 nm. AT-III photometry with this substrate is in accord with the requirements to methods used in clinical laboratory diagnosis, and the results
Efrat Shavit-Stein et al.
PloS one, 14(7), e0219453-e0219453 (2019-07-06)
Diabetic neuropathy is common and disabling despite glycemic control. Novel neuroprotective approaches are needed. Thrombin and hypercoagulability are associated with diabetes and nerve conduction dysfunction. Our aim was to study the role of thrombin in diabetic neuropathy. We measured thrombin
Efrat Shavit-Stein et al.
Frontiers in neurology, 9, 1139-1139 (2019-01-22)
Thrombin and its protease-activated receptor 1 (PAR1) are potentially important in peripheral nerve inflammatory diseases. We studied the role of thrombin and PAR1 in rat experimental autoimmune neuritis (EAN), a model of the human Guillain-Barré syndrome (GBS). EAN was induced
A Pasternak et al.
Biochemistry, 37(46), 16201-16210 (1998-11-18)
The zymogen and mature enzyme forms of trypsin-like serine proteases exhibit a wide range of activities. The prototypical trypsinogen-trypsin system is an example of a minimally active zymogen and a maximally active mature protease. The present work identifies several features

Protocols

Thrombin from Bovine Plasma

Thrombin is an endolytic serine protease that selectively cleaves the Arg–Gly bonds of fibrinogen to form fibrin and release fibrinopeptides A and B.

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