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CAS 133970-31-7

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N(alpha)-fmoc-N(epsilon)-(2-chloro-Z)-L-lysine

Description:
N(alpha)-Fmoc-N(epsilon)-(2-chloro-Z)-L-lysine is a modified amino acid commonly used in peptide synthesis and research. The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino function, allowing for selective reactions at the carboxyl end or side chains. The "N(epsilon)-(2-chloro-Z)" modification indicates that the lysine's side chain is protected with a Z (benzyloxycarbonyl) group, which can be removed under specific conditions, and the presence of a chlorine atom enhances the reactivity of the side chain. This compound is typically utilized in solid-phase peptide synthesis, where the protection and deprotection of functional groups are crucial for the successful assembly of peptides. Its unique structure allows for the introduction of specific functionalities, making it valuable in the development of peptide-based therapeutics and research applications. The compound's stability, solubility, and reactivity are influenced by its functional groups, making it an important tool in synthetic organic chemistry and biochemistry.
Formula:C29H29ClN2O6
InChI:InChI=1/C29H29ClN2O6/c30-25-14-6-1-9-19(25)17-37-28(35)31-16-8-7-15-26(27(33)34)32-29(36)38-18-24-22-12-4-2-10-20(22)21-11-3-5-13-23(21)24/h1-6,9-14,24,26H,7-8,15-18H2,(H,31,35)(H,32,36)(H,33,34)/t26-/m1/s1
SMILES:c1ccc(c(c1)COC(=NCCCC[C@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12)O)Cl
Synonyms:
  • Fmoc-Lys(2-chloro-Z)-OH
  • Fmoc-Lys(2-Cl-Z)-OH
  • D-Lysine, N6-[[(2-chlorophenyl)methoxy]carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • N-(9-Fluorenylmethyloxycarbonyl)-N'-(2-Chlorobenzyloxycarbonyl)-L-Lysine
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