82176-99-6

Basic information

• Product Name: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((3-nitropyridin-2-yl)thio)-L-cysteine
• CAS NO: 82176-99-6
• Molecular Weight: 497.552
• Mol File: 82176-99-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((3-nitropyridin-2-yl)thio)-L-cysteine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((3-nitropyridin-2-yl)thio)-L-cysteine(82176-99-6)
• EPA Substance Registry System: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((3-nitropyridin-2-yl)thio)-L-cysteine(82176-99-6)

Safety Data

• Hazardous Substances Data: 82176-99-6(Hazardous Substances Data)

Upstream product

• 68206-45-1 3-nitro-2-pyridinesulfenyl chloride 
• 67436-13-9 (R)-3-tert-Butylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 
• 141892-41-3 Fmoc-L-Cys(PMB)-OH 
• 86060-81-3 S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine 
• 68118-08-1 methyl 3-nitro-2-pyridinesulfenate 
• 135248-89-4 N^α-fluoren-9-ylmethoxycarbonyl-L-cysteine 
• 53298-33-2 N^α-Fmoc-S-benzylcysteine 
• 103213-32-7 N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine 
• 153815-22-6 4-methoxybenzyl 3-nitro-2-pyridyl sulfide 
• 69212-31-3 benzyl 3-nitro-2-pyridyl sulfide 
• 5470-18-8 2-Chloro-3-nitropyridine 

Relevant articles and documents

Use of solid-supported 4-fluorophenyl 3-nitro-2-pyridinesulfenate in the construction of disulfide-linked hybrid molecules

To construct disulfide-linked hybrid molecules systematically and efficiently, we established a more practical solid-phase disulfide ligation (SPDSL) system with enhanced utility. The group Npys-OPh(pF) shows reactivity similar to that of Npys-Cl, but it is more stable. An efficient synthesis of the cyclic peptide oxytocin and a peptide-sugar conjugate was accomplished as models. These results indicate that the Npys-OPh(pF) resin functions as a common synthetic platform in SPDSL.

ACTIVATION OF CONVENTIONAL S-PROTECTING GROUPS OF CYSTEINE BY CONVERSION INTO THE 3-NITRO-2-PYRIDINESULFENYL (NPYS) GROUP

All the conventional S-protecting groups of cysteine which were tested could be selectively converted to the 3-nitro-2-pyridine-sulfenyl (Npys) group after treatment with an appropriate Npys halide.Unidirectional formation of an unsymmetrical disulfide bond is possible when Cys(Npys) is mixed with a free thiol of another Cys residue.Some of these features were exploited during the solid phase synthesis of lysine8-vasopressin.