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Fmoc-L-Lys(Boc)-DmbGly-OH
Chemischer Name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-t-butyloxycarbonyl-L-lysyl-N'-(2,4-dimethoxybenzyl)-glycine // Synonyme: N-(N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysyl)-N-(2,4-dimethoxybenzyl)glycine, Fmoc-Lys(Boc)-DmbGly-OH, Fmoc-L-Lys(Boc)-(DMB)Gly-OH,Fmoc-Lys(Boc)-(DMB)Gly-OH
- Art-Nr.:FDP1220
- CAS Nr.:2250437-41-1
- Formel:C37H45N3O9
- Molare Masse:675,78 g/mol
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description
2,4-Dimethoxybenzyl (Dmb) and 2,4,6-trimethoxybenzyl (Tmb) - used for temporary protection of the amide nitrogen of a peptide bond - prevent aggregation during solid phase synthesis. They can also increase peptide cyclization efficiency. Glycine building blocks are available as Fmoc-DmbGly-OH (FAA3390) and Fmoc-TmbGly-OH (FAA3400). For ease of synthesis a dipeptide building block can be used, in order to couple with one process two amino acids. Acidic deprotection methods as normally applied on Wang resin generate the native sequence.
references
N,O-bisFmoc derivatives of N-(2-hydroxy-4-methoxybenzyl)-amino acids: Useful intermediates in peptide synthesis; T. Johnson, M. Quibell, R. C. Sheppard; J. Pept. Sci. 1995; 1(1): 11-25. https://doi.org/10.1002/psc.310010104.
Innovation and perspectives in solid phase synthesis: peptides, proteins and nucleic acids, biological and biomedical applications; J. F. Kennedy, C. J. Knill; edited by R. Epton; Mayflower Scientific Ltd 1995; 71. https://doi.org/10.1002/pi.1995.210380416.
Proceeding of the 24th EPS; K. Jauch et al; edited by R. Ramage, R. Epton; Mayflower Scientific Ltd 1996; 497.
All-L-Leu-Pro-Leu-Pro: a challenging cyclization; M. El Haddadi, F. Cavelier, E. Vives, A. Azmani, J. Verducci, J. Martinez; J. Pept. Sci. 2000; 6(11): 560-570. https://doi.org/10.1002/1099-1387(200011)6:11<560::AID-PSC275>3.0.CO;2-I.
Efficient synthesis and comparative studies of the arginine and Nomega,Nomega-dimethylarginine forms of the human nucleolin glycine/arginine rich domain; S. Zahariev, C. Guarnaccia, F. Zanutin, A. Pintar, G. Esposito, G. Marvić, B. Krust, A. G. Hovanessian, S. Pongor; J. Pept. Sci. 2005; 11(1): 17-28. https://doi.org/10.1002/psc.577.
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