8.52338

Fmoc-thioproline

Novabiochem^®

• Synonyme(s) : Fmoc-thioproline, Fmoc-thiaproline,Fmoc-thiazolidine-4-carboxylic acid
• Formule empirique (notation de Hill): C₁₉H₁₇N₄S
• Numéro CAS: 133054-21-4
• Poids moléculaire : 333.43
• Code UNSPSC : 12352209
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Pureté: ≥98% (TLC); ≥99.0% (HPLC)
• Forme: powder
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Fabricant/nom de marque: Novabiochem^®
• Application(s): peptide synthesis
• Groupe fonctionnel: Fmoc
• Température de stockage: 15-25°C
• InChI: 1S/C19H17NO4S/c21-18(22)17-10-25-11-20(17)19(23)24-9-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,22)/t17-/m0/s1
• Clé InChI: HUWNZLPLVVGCMO-KRWDZBQOSA-N

Description

Description générale

A building block for the introduction of thiaproline (Thz) during Fmoc SPPS. Thz has been employed as a masked cysteine residue to prevent self-ligation during native chemical ligation reactions (NCL) of peptide thioesters bearing an N-terminal Cys residue ^[6]. Once ligation is complete, the N-terminal Cys residue of the resultant peptide is unmasked by ring-opening the Thz residue by treatment with methoxyamine, thereby enabling its subsequent ligation to another peptide thioester fragment.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

^[1] M. Villain, et al. in ′Peptides: The wave of the future, Proc. Second Int.& 17th American Peptide Symposium′, M. Lebl & R A. Houghten (Eds), American peptide Society, 2001, pp. 107.

Remarque sur l'analyse

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

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

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3