8.52090
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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| Size/SKU | Availability | Price |
|---|---|---|
1 g | Check Cart for Availability | $276.00 |
5 g | Check Cart for Availability | $1,100.00 |
About This Item
Empirical Formula (Hill Notation):
C28H32N3O6P
CAS Number:
Molecular Weight:
537.54
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Quality Segment
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
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.
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.
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
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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