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8.52058

Fmoc-Tyr(PO3H2)-OH

Novabiochem®

Synonym(s):

Fmoc-Tyr(PO₃H₂)-OH, N-α-Fmoc-O-phospho-L-tyrosine

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About This Item

Empirical Formula (Hill Notation):
C24H22NO8P
CAS Number:
147762-53-6
Molecular Weight:
483.41
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD00235902
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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

SMILES string

[P](=O)(Oc1ccc(cc1)C[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O)(O)O

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

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.

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.

Other Notes

Replaces: 04-12-1125

Legal Information

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

新产品

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Global Trade Item Number

SKUGTIN
852058000104027269087609
852058000504027269087616