BOC-Val-Pro-Arg-AMC

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Physical properties

Molecular weight	741.75
Solvent	DMSO

Spectral properties

Excitation (nm)	341
Emission (nm)	441

Storage, safety and handling

H-phrase	H303, H313, H333
Hazard symbol	XN
Intended use	Research Use Only (RUO)
R-phrase	R20, R21, R22
Storage	Freeze (< -15 °C); Minimize light exposure
UNSPSC	12352200

Overview SDS Protocol

Molecular weight

741.75

Excitation (nm)

341

Emission (nm)

441

BOC-Val-Pro-Arg-AMC is a sensitive fluorogenic substrate for alpha-thrombin. The non-fluorescent substrate generates a bright blue fluorescent AMC product that has an emission spectra that can be easily detected with the DAPI filter set. The Km values of alpha-thrombin and the alpha-thrombin-staphylocoagulase complex for BOC-Val-Pro-Arg-AMC were reported to be 21 and 25 uM respectively. The Kcat values of alpha-thrombin and the alpha-thrombin-staphylocoagulase complex for BOC-Val-Pro-Arg-AMC were reported to be 105 and 89 s-1 respectively. This substrate has also been used for the rapid detection of MRSA (methicillin-resistant Staphylococcus aureus).

Calculators

Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of BOC-Val-Pro-Arg-AMC to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

	0.1 mg	0.5 mg	1 mg	5 mg	10 mg
1 mM	134.816 µL	674.082 µL	1.348 mL	6.741 mL	13.482 mL
5 mM	26.963 µL	134.816 µL	269.633 µL	1.348 mL	2.696 mL
10 mM	13.482 µL	67.408 µL	134.816 µL	674.082 µL	1.348 mL

Molarity calculator

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Spectrum

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Spectral properties

Excitation (nm)	341
Emission (nm)	441

Images

Figure 1. Chemical structure for BOC-Val-Pro-Arg-AMC

References

View all 120 references: Citation Explorer

A fluorescence quenching assay to discriminate between specific and nonspecific inhibitors of dengue virus protease
Authors: Bodenreider C, Beer D, Keller TH, Sonntag S, Wen D, Yap L, Yau YH, Shochat SG, Huang D, Zhou T, Caflisch A, Su XC, Ozawa K, Otting G, Vasudevan SG, Lescar J, Lim SP.
Journal: Anal Biochem (2009): 195

Prokaryotic expression and Identification of dual-fluorescence fusion proteins of small ubiquitin-like modifier and sentrin-specific protease
Authors: Wang X, Guo J, Wang J, Li S, Sun L, Lu J.
Journal: Sheng Wu Gong Cheng Xue Bao (2009): 701

Real-time monitoring of human enterovirus (HEV)-infected cells and anti-HEV 3C protease potency by fluorescence resonance energy transfer
Authors: Tsai MT, Cheng YH, Liu YN, Liao NC, Lu WW, Kung SH.
Journal: Antimicrob Agents Chemother (2009): 748

Thrombin-sensitive photodynamic agents: a novel strategy for selective synovectomy in rheumatoid arthritis
Authors: Gabriel D, Busso N, So A, van den Bergh H, Gurny R, Lange N.
Journal: J Control Release (2009): 225

Direct comparison of fluorescence- and bioluminescence-based resonance energy transfer methods for real-time monitoring of thrombin-catalysed proteolytic cleavage
Authors: Dacres H, Dumancic MM, Horne I, Trowell SC.
Journal: Biosens Bioelectron (2009): 1164

Dual-function probe to detect protease activity for fluorescence measurement and 19F MRI
Authors: Mizukami S, Takikawa R, Sugihara F, Shirakawa M, Kikuchi K.
Journal: Angew Chem Int Ed Engl (2009): 3641

Real-time detection of caspase-3-like protease activation in vivo using fluorescence resonance energy transfer during plant programmed cell death induced by ultraviolet C overexposure
Authors: Zhang L, Xu Q, Xing D, Gao C, Xiong H.
Journal: Plant Physiol (2009): 1773

Fluorescence resonance energy transfer-based assay for characterization of hepatitis C virus NS3-4A protease activity in live cells
Authors: Sabariegos R, Picazo F, Domingo B, Franco S, Martinez MA, Llopis J.
Journal: Antimicrob Agents Chemother (2009): 728

Label-free, homogeneous, and fluorescence "turn-on" detection of protease using conjugated polyelectrolytes
Authors: An L, Liu L, Wang S.
Journal: Biomacromolecules (2009): 454

A protease inhibitor discovery method using fluorescence correlation spectroscopy with position-specific labeled protein substrates
Authors: Nakata H, Ohtsuki T, Sisido M.
Journal: Anal Biochem (2009): 121