8.52006

Fmoc-Cys(Acm)-OH

Novabiochem^®

• Synonyme(s) : Fmoc-Cys(Acm)-OH, N-α-Fmoc-S-acetamidomethyl-L-cysteine
• Formule empirique (notation de Hill): C₂₁H₂₂N₂O₅S
• Numéro CAS: 86060-81-3
• Poids moléculaire : 414.47
• Numéro MDL: MFCD00038769
• Code UNSPSC : 12352209

Propriétés

• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Pureté: ≥96.0% (acidimetric); ≥98% (TLC); ≥99.0% (HPLC)
• Forme: powder
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Fabricant/nom de marque: Novabiochem^®
• Pf: 147-150 °C
• Application(s): peptide synthesis
• Groupe fonctionnel: thiol
• Température de stockage: 2-30°C
• InChI: 1S/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m0/s1
• Clé InChI: CSMYOORPUGPKAP-IBGZPJMESA-N

Description

Description générale

The side-chain Acm group is stable to TFA but can be removed with Hg(II) ^[1] or Ag(I) ^[2] to give cysteinyl peptides, or oxidatively with Tl(III) ^[3] or I₂ ^[4] to generate cystinyl peptides.

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

Literature references

^[1] D. F. Veber, et al. (1972) J. Am. Chem. Soc., 94, 5456.
^[2] M. Yoshida, et al. (1990) Chem. Pharm. Bull., 38, 273.
^[3] N. Fujii, et al. (1987) Chem. Pharm. Bull., 36, 2339.
^[4] B. Kamber, et al. (1980) Helv. Chim. Acta, 63, 899.

Liaison

Replaces: 04-12-1014

Remarque sur l'analyse

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011B)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (25 mmole in 50 ml DMF): clearly soluble
UV/VIS (E(450 bis 600 nm)): ≤ 50 mAU
Assay (acidimetric): ≥ 96.0 %
Water (K. F.): ≤ 5.00 %

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

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315 - H319 - H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable