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8.52090

Sigma-Aldrich

Fmoc-Tyr(PO(NMe₂)₂)-OH

Novabiochem®

Synonym(s):

Fmoc-Tyr(PO(NMe₂)₂)-OH, N-α-Fmoc-O-(bis-dimethylamino-phosphono)-L-tyrosine

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About This Item

Empirical Formula (Hill Notation):
C28H32N3O6P
CAS Number:
Molecular Weight:
537.54
UNSPSC Code:
12352209
NACRES:
NA.22

Quality Level

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

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.

Linkage

Replaces: 04-12-1205

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.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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