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Fmoc-N-propargyl-MPBA
Nom chimique: 4-(4-(((9-Fluorenylmethyloxycarbonyl)(propargyl)amino)methyl)-3-methoxyphenoxy)butanoic acid // Synonymes: 4-(4-(((((9H-fluoren-9-yl)methoxy)carbonyl)(prop-2-yn-1-yl)amino)methyl)-3-methoxyphenoxy)butanoic acid, 4-(3-methoxy-4-[(Fmoc)(propargyl)aminomethyl]-phenoxy-butanoic acid
- n° Art.:RL-3780
- n° CAS:1009362-00-8
- Formule:C30H29NO6
- Storage temperature:2-8°C
- Masse moléculaire:499,20 g/mol
from Sur demande
description
A propargyl-substituted MPBA linker derived from 4-hydroxy-3-methoxybenzaldehyde, which can be elongated using standard Fmoc-based solid phase chemistry and linked to supports by standard coupling procedures. The benzylic bond can be cleaved by addition of 90% TFA with appropriate scavengers.
This linker is reported to enable access to triazole-containing cyclic pseudopeptides.
references
Synthesis of a biologically active triazole-containing analogue of cystatin A through successive peptidomimetic alkyne-azide ligations; I. E. Valverde, F. Lecaille, G. Lalmanach, V. Aucagne, A. F. Delmas; Angew. Chem. Int. Ed. Engl. 2012; 51(3): 718-722. https://doi.org/10.1002/anie.201107222.
Biomimetic Screening of Class-B G Protein-Coupled Receptors; C. Devigny, F. Perez-Balderas, B. Hoogeland, S. Cuboni, R. Wachtel, C. P. Mauch, K. J. Webb, J. M. Deussing, F. Hausch; J. Am. Chem. Soc. 2011; 133(23): 8927-8933. https://doi.org/10.1021/ja200160s.
Backbone Amide Linker Strategy for the Synthesis of 1,4-Triazole-Containing Cyclic Tetra- and Pentapeptides; J. Springer, K. R. de Cuba, S.
Calvet-Vitale, J. A. J. Geenevasen, P. H. H. Hermkens, H. Hiemstra, J. H. van Maarseveen; Eur. J. Chem. 2008; 15: 2592-2600. https://doi.org/10.1002/ejoc.200800143.
An alternative method for the preparation of resin-bound secondary amines; R. E. Austin, C. A. Waldraff, F. Al-Obeidi; Tetrahedron Lett. 2002; 43(19): 3555-3556. https://doi.org/10.1016/S0040-4039(02)00569-5.
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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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