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Merck
CN

8.52117

Fmoc-Glu-O-2-PhiPr

Novabiochem®

Synonym(s):

Fmoc-Glu-O-2-PhiPr, N-α-Fmoc-L-glutamic acid α-2-phenylisopropyl ester

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About This Item

Empirical Formula (Hill Notation):
C29H29NO6
CAS Number:
Molecular Weight:
487.54
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
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Quality Segment

product line

Novabiochem®

assay

≥92.0% (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

carboxylic acid

storage temp.

15-25°C

SMILES string

N([C@@H](CCC(=O)O)C(=O)OC(C)(C)c4ccccc4)C(=O)OCC1c2c(cccc2)c3c1cccc3

InChI

1S/C29H29NO6/c1-29(2,19-10-4-3-5-11-19)36-27(33)25(16-17-26(31)32)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,31,32)/t25-/m0/s1

InChI key

UFFILNXPAXHSBT-VWLOTQADSA-N

General description

An excellent tool for the synthesis of head-to-tail cyclic peptides by Fmoc SPPS [1]. The 2-PhiPr group can be selectively removed on the resin with 1% TFA in DCM in the presence of the standard t-butyl-based side-chain protecting groups.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally -Protected Building Blocks for Fmoc SPPS

Literature references

[1] 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.

Analysis Note

Colour (visual): white to yellow
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (DC(018A)): ≥ 95 %
Purity (TLC(0811)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): passes test
Assay (acidimetric): ≥ 92.0 %
Water (K. F.): ≤ 2.5 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

Other Notes

Replaces: 04-12-1284

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)

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