A fluorogenic substrate for complement convertases, HAT, and uPA
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Boc-Leu-Gly-Arg-AMC

Item No. 45716

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1,1-dimethylethoxy)carbonyl]-L-leucylglycyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-argininamide
CAS Number
65147-09-3
Synonyms
  • Boc-Leu-Gly-Arg-7-amino-4-methylcoumarin
Molecular Formula
C29H43N7O7
Formula Weight
601.7
Purity
≥90%
Emission
440-460 nm
Excitation
340-360 nm
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
CC(C1=CC=C(NC([C@H](CCCNC(N)=N)NC(CNC([C@H](CC(C)C)NC(OC(C)(C)C)=O)=O)=O)=O)C=C1O2)=CC2=O
InChi Code
InChI=1S/C29H43N7O7/c1-16(2)12-21(36-28(41)43-29(4,5)6)25(39)33-15-23(37)35-20(8-7-11-32-27(30)31)26(40)34-18-9-10-19-17(3)13-24(38)42-22(19)14-18/h9-10,13-14,16,20-21H,7-8,11-12,15H2,1-6H3,(H,33,39)(H,34,40)(H,35,37)(H,36,41)(H4,30,31,32)/t20-,21-/m0/s1
InChi Key
DLAQYOHJZUTWDJ-SFTDATJTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Boc-Leu-Gly-Arg-AMC is a fluorogenic substrate for complement convertases, human airway trypsin-like protease (HAT), and urokinase-type plasminogen activator (uPA).1,2,3 Upon enzymatic cleavage by these proteases, 7-amino-4-methylcoumarin (AMC) is released and its fluorescence can be used to quantify complement convertase, HAT, or uPA activity. AMC displays excitation/emission maxima of 340-360/440-460 nm, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kölln, J., Spillner, E., Andrä, J., et al. Complement inactivation by recombinant human C3 derivatives. J. Immunol. 173(9), 5540-5545 (2004).

    2. Böttcher-Friebertshäuser, E., Freuer, C., Sielaff, F., et al. Cleavage of influenza virus hemagglutinin by airway proteases TMPRSS2 and HAT differs in subcellular localization and susceptibility to protease inhibitors. J. Virol. 84(11), 5605-5614 (2010).

    3. Lee, S.-L., Dickson, R.B., and Lin, C.-Y. Activation of hepatocyte growth factor and urokinase/plasminogen activator by matriptase, an epithelial membrane serine protease. The Journal of Biological Chemisty 275(47), 36720-36725 (2000).