Skip to Content
Merck

Key Documents

View All Documentation

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C28H32N3O6P
CAS Number:
172611-23-3
Molecular Weight:
537.54
MDL number:
MFCD03788162
UNSPSC Code:
12352209
NACRES:
NA.22
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library