8.52347

Fmoc-Tyr(SO3nP)-OH

≥95.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonym(s): Fmoc-Tyr(SO3nP)-OH, N-Fmoc-O-(2,2 dimethylpropylsulfo)-L-tyrosine
• Empirical Formula (Hill Notation): C₂₉H₃₁NO₈S
• CAS Number: 878408-63-0
• Molecular Weight: 553.62
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• product name: Fmoc-Tyr(SO3nP)-OH, Novabiochem^®
• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥95.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: sulfonic acid
• storage temp.: -10 to -25°C

Description

General description

A novel derivative for the synthesis of sulfotyrosine-containing peptides by Fmoc SPPS. The sulfate neopentyl group is stable to TFA, and thus protects the sulfotyrosine residue from degradation during the cleavage reaction, but is easily cleaved post-cleavage by treatment of the peptide with aqueous ammonium acetate ^[1].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally -Protected Building Blocks for Fmoc SPPS

Literature references

^[1] L. S. Simpson & T. S. Widlanski (2006) J. Am. Chem. Soc., 128, 1605.
^[2] L. S. Simpson, et al. (2009) Chemistry & Biology, 16, 153.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (DC(BAW0)): ≥ 97 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 4 ml DMF): clearly soluble

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: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable