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8.52071

Sigma-Aldrich

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

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

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Synonym(s):
Fmoc-Tyr(PO(OBzl)OH)-OH, N-α-Fmoc-O-benzyl-L-phosphotyrosine
Empirical Formula (Hill Notation):
C31H28NO8P
CAS Number:
Molecular Weight:
573.53
UNSPSC Code:
12352209
NACRES:
NA.22

Quality Level

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

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

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.

Linkage

Replaces: 04-12-1156

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.

Legal Information

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

Regulatory Information

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Protocols

We provide an overview of our available reagents, together with recommendations and details of their use for synthesis of peptides containing post-translationally modified amino acids.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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