8.52058

Fmoc-Tyr(PO₃H₂)-OH

Novabiochem^®

• Synonym(s): Fmoc-Tyr(PO₃H₂)-OH, N-α-Fmoc-O-phospho-L-tyrosine
• Empirical Formula (Hill Notation): C₂₄H₂₂NO₈P
• CAS Number: 147762-53-6
• Molecular Weight: 483.41
• MDL number: MFCD00235902
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥85.0% (acidimetric); ≥95% (TLC); ≥95.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 15-25°C
• InChI: 1S/C24H22NO8P/c26-23(27)22(13-15-9-11-16(12-10-15)33-34(29,30)31)25-24(28)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,25,28)(H,26,27)(H2,29,30,31)/t22-/m0/s1
• InChI key: AMXUJIHSMANWDW-QFIPXVFZSA-N

Description

General description

A useful derivative for the synthesis of phosphotyrosine peptides ^{[1,2,3,4,5,67]} by Fmoc SPPS. Pyrophosphate formation has been noted in peptides containing adjacent Tyr(PO₃H₂) residues ^[4,5]. An evaluation of the optimal coupling conditions for introduction of this residue has been made ^[6].

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

Literature references

^[1] E. A. Ottinger, et al. (1993) Biochemistry, 32, 4354.
^[2] E. A. Ottinger, et al. (1995) Int. J. Peptide Protein Res., 46, 346.
^[3] F. Anjuere, et al. (1995) Anal. Biochem., 229, 61.
^[4] C. Garcia-Echeverria (1995) Lett. Pept. Sci., 2, 93.
^[5] R. M. Valerio, et al. (1995) Lett. Pept. Sci., 2, 33.
^[6] C. Garcia-Echeverria (1996) Lett. Pept. Sci., 2, 369.
^[7] L. F. Bonewald, et al. (1999) J. Peptide Res., 53, 161.

Linkage

Replaces: 04-12-1125

Analysis Note

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(CMA1)): ≥ 95 %
Purity (TLC(0110)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.1 %

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

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable