174653-61-3

Basic information

• Product Name: N_α-(9-fluorenylmethoxycarbonyl)-N_ε-(2-nitrobenzyloxycarbonyl)-lysine
• Synonyms: N_α-(9-fluorenylmethoxycarbonyl)-N_ε-(2-nitrobenzyloxycarbonyl)-lysine
• CAS NO: 174653-61-3
• Molecular Weight: 547.565
• Mol File: 174653-61-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N_α-(9-fluorenylmethoxycarbonyl)-N_ε-(2-nitrobenzyloxycarbonyl)-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: N_α-(9-fluorenylmethoxycarbonyl)-N_ε-(2-nitrobenzyloxycarbonyl)-lysine(174653-61-3)
• EPA Substance Registry System: N_α-(9-fluorenylmethoxycarbonyl)-N_ε-(2-nitrobenzyloxycarbonyl)-lysine(174653-61-3)

Safety Data

• Hazardous Substances Data: 174653-61-3(Hazardous Substances Data)

Upstream product

• 42854-99-9 o-nitrobenzyl chloroformate 
• 105047-45-8 Fmoc-Lys-OH 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 71731-66-3 4-nitrobenzyl carbonazidate 
• 612-25-9 2-Nitrobenzyl alcohol 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 1622984-08-0 c[Lys-Lys(CO-Tr-Bn)-Leu-Lys-Lys-(p-nitrobenzyloxycarbonyl)-Phe-Lys-Lys-Leu-Gln] 
• 1622984-07-9 c[Lys-Lys(CO-CCH)-Leu-Lys-Lys(hexanoic acid)-Phe-Lys-Lys-Leu-Gln] 
• 1622984-06-8 c[Lys-Lys(1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl)-Leu-Lys-Lys(CO-C₅H₁₁)-Phe-Lys-Lys-Leu-Gln] 
• 1622984-05-7 Fmoc-Lys-Lys(1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl)-Leu-Lys-Lys(p-nitrobenzyloxycarbonyl)-Phe-Lys-Lys-Leu-Gln-OAll 
• 1622984-09-1 Fmoc-Lys-Lys(p-nitrobenzyloxycarbonyl)-Leu-Lys-Lys(1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl)-Phe-Lys-Lys-Leu-Gln-OAll 
• 1622984-03-5 c[Lys-Lys(1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl)-Leu-Lys-Lys(p-nitrobenzyloxycarbonyl)-Phe-Lys-Lys-Leu-Gln] 
• 1622984-04-6 c[Lys-Lys(p-nitrobenzyloxycarbonyl)-Leu-Lys-Lys(1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl)-Phe-Lys-Lys-Leu-Gln] 
• 143294-03-5 H-Tyr-D-Ala-Phe-Glu(<*>)-Val-Val-Lys(<*>)-NH₂ 

Relevant articles and documents

Synthesis of caged peptides using caged lysine: Application to the synthesis of caged AIP, a highly specific inhibitor of calmodulin-dependent protein kinase II

N(α)-Fmoc-N(ε)-(2-nitrobenzyloxycarbonyl)-lysine has been prepared and used in the solid-phase synthesis of caged peptides. The synthesized caged AIP (cagedKcageKALRRQEAVDAL) showed characteristics required for caged peptides including a significantly red

Solid-phase synthesis of peptide conjugates derived from the antimicrobial cyclic decapeptide BPC194

The solid-phase conjugation of the antimicrobial peptide c(KKLKKFKKLQ) (BPC194) to a linear or cyclic sequence through a 1,2,3-triazole ring is described. Cyclic alkynylpeptidyl resins derived from BPC194 were treated with azidopeptides derived from the antimicrobial peptide BP100 or from the bacteriocin iturin A. The cyclic alkynyl-peptidyl resins incorporated at the 3-position a propargylglycine, a glutamic acid residue derivatized with propargylamine or a lysine bearing a propioloyl group. The reactions of the cyclic alkynyl resins with the BP100-derived azidopeptides depended on the length and the sequence of the azidopeptides. The reactions were performed by treatment of the alkynyl resin with CuI and ascorbic acid, and required the presence of piperidine/DMF or DIEA in 2,6-lutidine/DMF. The latter conditions also allowed the conjugation of the alkynyl-peptidyl resin bearing a propioloyl lysine to a linear or cyclic azidopeptide derived from the cyclic moiety of iturin A.