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B4153

Sigma-Aldrich

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride

~95%

Synonym(s):

Boc-Gln-Ala-Arg-AMC hydrochloride, Boc-Gln-Ala-Arg-Mca hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C29H42N8O8 · HCl
CAS Number:
113866-20-9
Molecular Weight:
667.15
MDL number:
MFCD00080216
UNSPSC Code:
12352204
PubChem Substance ID:
24891756
NACRES:
NA.32

assay

~95%

form

powder

solubility

methanol: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(NC(=O)C(CCC(N)=O)NC(=O)OC(C)(C)C)C(=O)NC(CCCNC(N)=N)C(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C29H42N8O8/c1-15-13-23(39)44-21-14-17(8-9-18(15)21)35-26(42)19(7-6-12-33-27(31)32)36-24(40)16(2)34-25(41)20(10-11-22(30)38)37-28(43)45-29(3,4)5/h8-9,13-14,16,19-20H,6-7,10-12H2,1-5H3,(H2,30,38)(H,34,41)(H,35,42)(H,36,40)(H,37,43)(H4,31,32,33)

InChI key

LQSLBVXESNRILG-UHFFFAOYSA-N

General description

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride is a fluorogenic and cell-permeable trypsin substrate.

Application

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride has been used as a fluorogenic substrate to measure the enzymatic activity of trypsin.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

Substrate for trypsin

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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Dodheri Syed Samiulla et al.
Organic and medicinal chemistry letters, 2(1), 27-27 (2012-07-17)
Caspase-3 inhibition has been demonstrated to be therapeutically effective in moderating excessive programmed cell death. Interest in caspase-3 as a therapeutic target has led many to pursue the development of inhibitors. To date, only a few series of non-peptide inhibitors
Sudarshan R Malla et al.
Cellular and molecular life sciences : CMLS, 77(9), 1811-1825 (2019-08-01)
Premature intrapancreatic trypsinogen activation is widely regarded as an initiating event for acute pancreatitis. Previous studies have alternatively implicated secretory vesicles, endosomes, lysosomes, or autophagosomes/autophagolysosomes as the primary site of trypsinogen activation, from which a cell-damaging proteolytic cascade originates. To
José Manuel Mazón-Suástegui et al.
Homeopathy : the journal of the Faculty of Homeopathy, 109(1), 3-13 (2019-08-28)
This research aimed to observe the effect of homeopathically prepared Vibrio parahaemolyticus (ViP) and V. alginolyticus (ViA) and the commercial homeopathic compound Similia (Phosphoricum acidum and Silicea terra) on the digestive enzyme activities of Seriola rivoliana juveniles under usual culture
S Kawabata et al.
European journal of biochemistry, 172(1), 17-25 (1988-02-15)
Seventy-four peptide amides of 7-amino-4-methylcoumarin (Mec) of the type Boc-Xaa-Yaa-Arg-NH-Mec were newly synthesized and tested to find specific substrates for blood-clotting proteases and trypsin. The Xaa and Yaa residues of these substrates have been replaced by 12 and 15 different
Carmen Navarro-Guillén et al.
PloS one, 16(4), e0248356-e0248356 (2021-04-10)
New and more efficient methods to sustainably intensify Aquaculture production are essential to attain the seafood demand for direct human consumption in the near future. Nutrition has been identified as one strategy of early exposure that might affect animal early

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