8.52373

Fmoc-Cys(STmp)-OH

for peptide synthesis, Novabiochem^®

• Sinônimo(s): Fmoc-Cys(STmp)-OH, N-α-Fmoc-S-2,4,6-trimethoxyphenylthio-L-cysteine
• Fórmula empírica (Notação de Hill): C₂₇H₂₇NO₇S₂
• Número CAS: 1403834-74-1
• Peso molecular: 541.64
• Código UNSPSC: 12352209
• NACRES: NA.22

Propriedades

• product name: Fmoc-Cys(STmp)-OH, Novabiochem^®
• Nível de qualidade: 200
• linha de produto: Novabiochem^®
• forma: powder
• adequação da reação: reaction type: Fmoc solid-phase peptide synthesis
• fabricante/nome comercial: Novabiochem^®
• aplicação(ões): peptide synthesis
• grupo funcional: thiol
• temperatura de armazenamento: 15-25°C

Descrição

Descrição geral

Fmoc-Cys(STmp)-OH is a novel new tool for the regioselective synthesis of multiple disulfide bridged peptides by Fmoc SPPS. The STmp group is stable to piperidine but is extremely easy to remove by mild thiolysis. Albericio has reported removing four STmp groups on the solid phase with only three 5 minute treatments of 0.1 M N-methylmorpholine (NMM) in DMF containing 5% DTT.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Cysteine-Containing Peptides

Literature references:
^[1] T. M. Postma, et al. (2012) Org. Lett., 14, 5468.
^[2] T. M. Postma & F. Albericio (2013) Org. Lett., 15, 616.

Aplicação

Applications of Fmoc-Cys(STmp)-OH:

• Synthesis of insulin analogs by regiospecific disulfide bond formation.
• A review on step-wise introduction of disulfide bonds.
• Synthesis of human insulin-like peptide 6.

Nota de análise

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 94.0 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clearly soluble
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.05 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Informações legais

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable