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8.52085

Sigma-Aldrich

Fmoc-Glu(O-2-PhiPr)-OH

≥97% (TLC), for peptide synthesis, Novabiochem®

Sinónimos:

Fmoc-Glu(O-2-PhiPr)-OH, N-α-Fmoc-L-glutamic acid γ-2-phenylisopropyl ester

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About This Item

Fórmula empírica (notación de Hill):
C29H29NO6
Número de CAS:
200616-39-3
Peso molecular:
487.54
UNSPSC Code:
12352209
NACRES:
NA.22

product name

Fmoc-Glu(O-2-PhiPr)-OH, Novabiochem®

Quality Level

200

product line

Novabiochem®

assay

≥90.0% (acidimetric)
≥95.0% (HPLC)
≥97% (TLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

carboxylic acid

storage temp.

15-25°C

InChI

1S/C29H29NO6/c1-29(2,19-10-4-3-5-11-19)36-26(31)17-16-25(27(32)33)30-28(34)35-18-24-22-14-8-6-12-20(22)21-13-7-9-15-23(21)24/h3-15,24-25H,16-18H2,1-2H3,(H,30,34)(H,32,33)/t25-/m0/s1

InChI key

NPNRKQDJIWMHNG-VWLOTQADSA-N

General description

Quasi-orthogonally-protected Glu derivative. The 2-PhiPr group can be removed selectively in the presence of tBu-based protecting groups by treatment with 1% TFA in DCM [1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS [2] or for library synthesis. For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(Mtt) and Glu(O-2-PhiPr) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.

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

Literature references

[1] C. Yue, et al. (1993) Tetrahedron Lett., 34, 323.
[2] F. Dick, et al. in ′Peptides 1996, Proc. of 24th European Peptide Symposium′, R. Ramage & R. Epton (Eds), Mayflower Scientific Ltd., Birmingham, 1998, pp. 339.

Linkage

Replaces: 04-12-1199

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(011A)): ≥ 97 %
Purity (TLC(0811)): ≥ 97 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 2.0 %

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Selecting Orthogonal Building Blocks

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Selecting Orthogonal Building Blocks

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

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