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H-L-Ala-AMC
Chemical name: L-Alanine-7-amido-4-methylcoumarin // Synonyms: (S)-2-amino-N-(4-methyl-2-oxo-2H-chromen-7-yl)propanamide, L-Alanine 4-methylcoumaryl-7-amide, Ala-7-amino-4-methylcoumarin, H-Ala-AMC, Ala-AMC
- Product code:HAA1200
- CAS No.:77471-41-1
- Formula:C13H14N2O3
- Storage temperature:2-8°C
- Molecular weight:246,27 g/mol
- Purity :min. 99%
- Enantiomeric Purity:min. 99,7%
from €60.00
description
HAA1200 is a fluorogenic substrate for Aminopeptidase M, which is a metalloprotease that hydrolyzes N-terminal amino acids. The substrate shows a weak fluorescence (absorption/emission ~ 330/390 nm). After enzymatic cleavage, the fluorescence of the end product (AMC) is drastically increased (absorption/emission ~ 340/440 nm). AMC combines a high fluorescence yield with a large Stokes shift and is relatively photostable.
references
Synthesis of a Statistically Exhaustive Fluorescent Peptide Substrate Library for Profiling Protease Specificity; J. E. Sheppeck II, H. Kar, L. Gosink, J. B. Wheatley, E. Gjerstad, S. M. Loftus, A. R. Zubiria, J. W. Janc; Bioorg. Med. Chem. Lett. 2000, 10: 2639-2642. https://doi.org/10.1016/S0960-894X(00)00545-X.
Synthesis and Fluorogenic Properties of Some 1-(Coumarin-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones; M. S. Mustafa, M. M. El-Abadelah, M. S. Mubarak; Int. J. Chem. 2011, 3(4): 89-103. https://doi.org/10.5539/ijc.v3n4p89.
Rapid and general profiling of protease specificity by using combinatorial fluorogenic substrate libraries; J. L. Harris, B. J. Backes, F. Leonetti, S. Mahrus, J. A. Ellman, C. S. Craik; Proc. Natl. Acad. Sci. USA. 2000, 97(14): 7754-7759. https://doi.org/10.1073/pnas.140132697.
A Simple Fluorescent Labeling Method for Studies of Protein Oxidation, Protein Modification, and Proteolysis; A. M. Pickering, K. J. A. Davies; Free Radic Biol Med. 2012, 52(2): 239-246. https://doi.org/10.1016/j.freeradbiomed.2011.08.018.
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