8.52090

Fmoc-Tyr(PO(NMe₂)₂)-OH

Novabiochem^®

• Synonym(e): Fmoc-Tyr(PO(NMe₂)₂)-OH, N-α-Fmoc-O-(bis-dimethylamino-phosphono)-L-tyrosine
• Empirische Formel (Hill-System): C₂₈H₃₂N₃O₆P
• CAS-Nummer: 172611-23-3
• Molekulargewicht: 537.54
• MDL number: MFCD03788162
• UNSPSC Code: 12352209
• NACRES: NA.22

Eigenschaften

• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥93.0% (acidimetric), ≥96% (TLC), ≥96.0% (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
• SMILES string: [P](=O)(N(C)C)(N(C)C)Oc1ccc(cc1)CC(NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O
• InChI: 1S/C28H32N3O6P/c1-30(2)38(35,31(3)4)37-20-15-13-19(14-16-20)17-26(27(32)33)29-28(34)36-18-25-23-11-7-5-9-21(23)22-10-6-8-12-24(22)25/h5-16,25-26H,17-18H2,1-4H3,(H,29,34)(H,32,33)
• InChI key: WBUXJDYGAMFMPS-UHFFFAOYSA-N

Beschreibung

General description

Fmoc-Tyr(PO(NMe₂)₂)-OH is a useful derivative for the synthesis of phosphotyrosine-containing peptides by Fmoc SPPS ^[1]. As the side-chain phosphate group is fully protected, this derivative is compatible with all coupling methods.Regeneration of phosphotyrosine from the phosphodiamidate is effected by acid catalyzed hydrolysis using 90% aq. TFA.

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


Literature references

^[1] H. G. Chao, et al. (1995) J. Org. Chem., 60, 7710.

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(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 96.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 93.0 %
Water (K. F.): ≤ 4.5 %
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: 04-12-1205

Legal Information

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

Sicherheitshinweise

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