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Boc-D-Pro(4-NHFmoc)-OH (2R,4S)
Nombre químico: (2R,4S)-N-alpha-t-Butyloxycarbonyl-4-(9-fluorenylmethyloxycarbonyl)amino-D-proline // Sinónimos: trans-Boc-D-Pro(4-NHFmoc)-OH, N-Boc-trans-4-N-Fmoc-amino-D-proline, (2R,4S)-Fmoc-4-amino-1-Boc-pyrrolidine-2-carboxylic acid, (2R,4S)-1-Boc-4-(Fmoc-amino)-pyrrolidine-2-carboxylicacid, (2R,4S)-4-((( 9H-fluoren-9-yl)methoxy)carbonylamino)-1-(t-butoxy
- Nº Artículo:BAA4570
- Nº CAS:1018332-23-4
- Fórmula:C25H28N2O6
- Storage temperature:2-8°C
- Masa molecular:452,51 g/mol
from 230,00 €
description
This building block is reported as a sort of a,g-locked g-aminobutanoic acid (GABA) surrogate. The 4-amino and 2-carboxy group can easily be used for the incorporation into peptide sequences leaving the Na-proline site free for covalent bonding to various tethers and functional units.
Typically, peptide bonds are in trans conformation. Residues at the pyrrolidine ring of proline induce cis-/ trans-amide bond conformation through steric and/or electronic effects.
Thus, BAA4570 and its (2R,4R)-derivative BAA3690 can be used for conformational studies and for tuning pharmaceutical and biological properties of peptides.
references
Discovery of Subnanomolar Arginine-Glycine-Aspartate-Based anb3/anb5 Integrin Binders Embedding 4-Aminoproline Residues; F. Zanardi, P. Burreddu, G. Rassu, L. Auzzas, L. Battistini, C. Curti, A. Sartori, G. Nicastro, G. Menchi, N. Cini, A. Bottonoceti, S. Raspanti, and G. Casiraghi; J. Med. Chem. 2008; 51: 1771-1782; https://doi.org/10.1021/jm701214z
The cis-4-Amino-L-proline Residue as a Scaffold for the Synhesis of Cyclic and Linear Endomorphin-2 Analogues; A. Mollica, F. Pinnen, A. Stefanucci, F. Feliciani, C. Campestre, L. Mannia, A. P. Sobolev, G. Lucente, P. Davis, J. Lai, S.-W. Ma, F. Porreca, V. J. Hruby; J. Med. Chem. 2012; 55: 3027-3035; https://doi.org/10.1021/jm201402v
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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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