8.52022

Fmoc-Cys(tButhio)-OH

Novabiochem^®

• Synonym(s): Fmoc-Cys(tButhio)-OH, N-α-Fmoc-S-t.-butylthio-L-cysteine
• Empirical Formula (Hill Notation): C₂₂H₂₅NO₄S₂
• CAS Number: 73724-43-3
• Molecular Weight: 431.57
• MDL number: MFCD00042617
• UNSPSC Code: 12352209
• EC Index Number: 277-574-6

Properties

• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥95.0% (acidimetric); ≥97.0% (HPLC); ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 69-79 °C
• application(s): peptide synthesis
• functional group: thiol
• storage temp.: 15-25°C
• InChI: 1S/C22H25NO4S2/c1-22(2,3)29-28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
• InChI key: ZDUMTHLUTJOUML-IBGZPJMESA-N

Description

General description

Building block for introduction of cysteinyl residues by Fmoc SPPS. The t-Buthio group can be selectively removed using thiols ^[1] or tributylphosphine^[2,3]. This protecting group is stable to TFA if thiol scavengers are not used.

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

Literature references

^[1] U. Weber & P. Hartter (1970) Hoppe-Seyler′s Z. Physiol. Chem., 351, 1384.
^[2] U. T. Ruegg & H. G. Gattner (1975) Hoppe-Seyler′s Z. Physiol. Chem., 356, 1527.
^[3] N. J. C. Beekman, et al. (1997) J. Peptide Res., 50, 357.

Linkage

Replaces: 04-12-1041

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(011B)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 2.00 %

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

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable