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CAS 141892-41-3

:

N(alpha)-fmoc-S-(4-methoxybenzyl)-L-cysteine

Description:
N(alpha)-Fmoc-S-(4-methoxybenzyl)-L-cysteine is a derivative of the amino acid cysteine, characterized by the presence of a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a 4-methoxybenzyl side chain. This compound is typically used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective group for the amino group, allowing for selective deprotection and coupling reactions. The presence of the sulfur atom in the cysteine residue is significant, as it can participate in disulfide bond formation, contributing to the stability and folding of peptides and proteins. The methoxybenzyl group enhances the hydrophobic character of the molecule, which can influence solubility and interaction with other molecules. Overall, N(alpha)-Fmoc-S-(4-methoxybenzyl)-L-cysteine is valued in biochemical research and pharmaceutical applications for its role in constructing complex peptide structures while maintaining the integrity of the cysteine residue.
Formula:C26H25NO5S
InChI:InChI=1/C26H25NO5S/c1-31-18-12-10-17(11-13-18)15-33-16-24(25(28)29)27-26(30)32-14-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-13,23-24H,14-16H2,1H3,(H,27,30)(H,28,29)/t24-/m0/s1
SMILES:COc1ccc(cc1)CSC[C@@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-Cys(Mob)-OH
  • Fmoc-Cys(4-MeO-Bzl)-OH
  • Fmoc-Cys(pMeOBzl)-OH
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-(4-methoxybenzyl)-L-cysteine
  • Fmoc-S-4-methoxybenzyl-L-cysteine
  • N-Fmoc-S-(4-Methoxybenzyl)-L-Cysteine
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