8.52007

Fmoc-Cys(tBu)-OH

Novabiochem^®

• Synonym(s): Fmoc-Cys(tBu)-OH, N-α-Fmoc-S-t.-butyl-L-cysteine
• Empirical Formula (Hill Notation): C₂₂H₂₅NO₄S
• CAS Number: 67436-13-9
• Molecular Weight: 399.50
• MDL number: MFCD00037130
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥97.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 133-136 °C
• application(s): peptide synthesis
• functional group: thiol
• storage temp.: 2-30°C
• InChI: 1S/C22H25NO4S/c1-22(2,3)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)
• InChI key: IXAYZHCPEYTWHW-UHFFFAOYSA-N

Description

General description

The side-chain tBu group is stable to TFA and iodine oxidation. Treatment with MeSiCl₃/PhSOPh removes t-Bu and cyclizes in one step without scrambling existing disulphide bonds. Removed with Hg(II) to give cysteinyl peptides.

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

Literature references

^[1] S. N. McCurdy (1989) Pept. Res., 2, 147.

Linkage

Replaces: 04-12-1016

Analysis Note

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 %
Purity (TLC(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 97.0 %
Water (K. F.): ≤ 1.00 %

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