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Fmoc-Ac7c-OH
Chemical name: 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cycloheptane-1-carboxylic acid
- Product code:FAA8670
- CAS No.:188751-56-6
- Formula:C23H25NO4
- Molecular weight:379.46 g/mol
from $1,500.00
description
This derivative can be used as constrained building block for structure activity relationship studies. Such alpha,alpha-disubstituted amino acids are widely used in peptide design because of their structure promoting effects. The presence of Ac7c allows to adopt beta-turn conformations and to stabilize helical folds.
references
A combined extended and helical backbone for Boc-(Ala-Leu-Ac7c-)2-OMe; I. L. Karle, S. Prasad, P. Balaram; J. Pept. Res. 2004; 63(2): 175-180. https://doi.org/10.1111/j.1399-3011.2003.00120.x.
Direct preparation of diacetals from 1,2-diketones and their use as 1,2-diol protecting groups; A. Hence, S. V. Ley, H. M. I. Osborn, D. R. Owen, J.-F. Poisson, S. L. Warriner, K. E. Wesson; J. Chem. Soc., Perkin Trans. 1, 1997; 2023-2031. https://doi.org/10.1039/A702497E.
Stereochemistry of peptides containing 1-aminocycloheptane-1-carboxylic acid (Ac7c); G. Valle, M. Crisma, C. Toniolo, Sudhanand, R. Balaji Rao, M. Sukumar, P. Balaram, Int. J. Pept. Protein Res. 1991, 38(6): 511-518. https://doi.org/10.1111/j.1399-3011.1991.tb01534.x.
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