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H-beta-Ala(SO3H)-OH
Nom chimique: (SR)-3-Amino-2-sulfo-propanoic acid // Synonymes: alpha-Sulfo-beta-Alanine
- n° Art.:HAA1860
- n° CAS:15924-28-4
- Formule:C3H7NO5S
- Storage temperature:2-8°C
- Masse moléculaire:169,16 g/mol
from 125,00 €
description
alpha-Sulfo-beta-Alanine has been used to couple to hydrophobic labels like Cyanine and Rhodamine dyes and other hydrophobic residues to increase their solubility in water. As di-or tripeptide a further increase of hydrophilicity can be achieved. Fmoc-beta-Ala(SO3H)-OH (FAA1915) can be coupled in SPPS by standard phosphonium or uronium based coupling reagents. In high throughput technologies for DNA sequencing and genomics charge-modified dye-labeled dideoxynucleoside-5’ -triphosphates were synthesized for ‘direct-load’ applications in DNA sequencing.
references
New insights into the water-solubilization of thiol-sensitive fluorogenic probes based on long-wavelength 7-hydroxycoumarin scaffolds; B. Roubinet, P.-Y. Renard and A. Romieu; Dyes and Pigments 2014; 110: 270-284. doi:http://dx.doi.org/10.1016/j.dyepig.2014.02.004.
N-Fmoc-alpha-sulfo-beta-alanine: a versatile building block for the water solubilisation of chromophores and fluorophores by solid-phase strategy; A. Romieu, T. Bruckdorfer, G. Clave, V. Grandclaude, C. Massif and P.-Y. Renard; Organic & Biomolecular Chemistry 2011; 9: 5337-5342. doi:10.1039/c1ob05730h.
Water solubilization of xanthene dyes by post-synthetic sulfonation in organic media; A. Romieu, D. Tavernier-Lohr, S. Pellet-Rostaing, M. Lemaire and P.-Y. Renard; Tetrahedron Letters 2010; 51: 3304-3308. doi:http://dx.doi.org/10.1016/j.tetlet.2010.04.080.
Water-Soluble BODIPY Derivatives; S. L. Niu, G. Ulrich, R. Ziessel, A. Kiss, P.-Y. Renard and A. Romieu; Org Lett 2009; 11: 2049-2052. doi:10.1021/ol900302n.
Postsynthetic Derivatization of Fluorophores with a-Sulfo-b-alanine Dipeptide Linker. Application to the Preparation of Water-Soluble Cyanine and Rhodamine Dyes; A. Romieu, D. Brossard, M. Hamon, H. Outaabout, C. Portal and P.-Y. Renard; Bioconjug Chem 2007; 19: 279-289. doi:10.1021/bc7003268.
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All information contained in our webshop is compiled to the best of our knowledge.
Prices and product availability are subject to change and require reconfirmation. Please contact us for further information.
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