8.52071

Fmoc-Tyr(PO(OBzl)OH)-OH

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

• Synonym(s): Fmoc-Tyr(PO(OBzl)OH)-OH, N-α-Fmoc-O-benzyl-L-phosphotyrosine
• Empirical Formula (Hill Notation): C₃₁H₂₈NO₈P
• CAS Number: 191348-16-0
• Molecular Weight: 573.53
• MDL number: MFCD00797871
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Product Name: Fmoc-Tyr(PO(OBzl)OH)-OH, Novabiochem^®
• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥90.0% (acidimetric), ≥95% (TLC), ≥95.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 90-105 °C
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 15-25°C
• SMILES string: [P](=O)(OCc5ccccc5)(Oc1ccc(cc1)C[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O)O
• InChI: 1S/C31H28NO8P/c33-30(34)29(18-21-14-16-23(17-15-21)40-41(36,37)39-19-22-8-2-1-3-9-22)32-31(35)38-20-28-26-12-6-4-10-24(26)25-11-5-7-13-27(25)28/h1-17,28-29H,18-20H2,(H,32,35)(H,33,34)(H,36,37)/t29-/m0/s1
• InChI key: WNFKGEXQEWKECX-LJAQVGFWSA-N

Description

General description

An excellent building block for the preparation of phosphotyrosine-containing peptides ^[1] by Fmoc SPPS. This derivative can be introduced using standard activation methods, such as PyBOP^® and TBTU. Using this reagent, even peptides containing multiple phosphorylation sites have been prepared efficiently by standard Fmoc SPPS methods ^[1].

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


Literature references

^[1] P. White & J. Beythien in ′Innovations & Perspectives in Solid Phase Synthesis and Combinatorial Libraries, 4th International Symposium′, Mayflower Scientific Ltd., Birmingham, 1996, pp. 557.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 98.5 % (a/a)
Purity (TLC(CMA1)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.1 %

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

Other Notes

Replaces: 04-12-1156

Legal Information

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

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable