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8.52071

Fmoc-Tyr(PO(OBzl)OH)-OH

Name: Fmoc-Tyr(PO(OBzl)OH)-OH
Brand: MM

≥95.0% (HPLC), for peptide synthesis, Novabiochem^®

Synonym(s):

Fmoc-Tyr(PO(OBzl)OH)-OH, N-α-Fmoc-O-benzyl-L-phosphotyrosine

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About This Item

Empirical Formula (Hill Notation):

C₃₁H₂₈NO₈P

CAS Number:

191348-16-0

Molecular Weight:

573.53

MDL number:

MFCD00797871

UNSPSC Code:

12352209

NACRES:

NA.22

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Properties

Product Name

Fmoc-Tyr(PO(OBzl)OH)-OH, Novabiochem^®

Quality Segment

200

product line

Novabiochem^®

assay

≥90.0% (acidimetric), ≥95% (TLC), ≥95.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem^®

mp

90-105 °C

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

15-25°C

SMILES string

[P](=O)(OCc5ccccc5)(Oc1ccc(cc1)C[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O)O

InChI

1S/C31H28NO8P/c33-30(34)29(18-21-14-16-23(17-15-21)40-41(36,37)39-19-22-8-2-1-3-9-22)32-31(35)38-20-28-26-12-6-4-10-24(26)25-11-5-7-13-27(25)28/h1-17,28-29H,18-20H2,(H,32,35)(H,33,34)(H,36,37)/t29-/m0/s1

InChI key

WNFKGEXQEWKECX-LJAQVGFWSA-N

Description

General description

An excellent building block for the preparation of phosphotyrosine-containing peptides ^[1] by Fmoc SPPS. This derivative can be introduced using standard activation methods, such as PyBOP^® and TBTU. Using this reagent, even peptides containing multiple phosphorylation sites have been prepared efficiently by standard Fmoc SPPS methods ^[1].

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

Literature references

^[1] P. White & J. Beythien in ′Innovations & Perspectives in Solid Phase Synthesis and Combinatorial Libraries, 4th International Symposium′, Mayflower Scientific Ltd., Birmingham, 1996, pp. 557.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 98.5 % (a/a)
Purity (TLC(CMA1)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.0 %
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: 04-12-1156

Legal Information

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

PyBOP 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