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8.52177

Sigma-Aldrich

Fmoc-Glu(OtBu)-Ser(psiMe,Mepro)-OH

Novabiochem®

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Synonym(s):
Fmoc-Glu(OtBu)-Ser(psiMe,Mepro)-OH
Empirical Formula (Hill Notation):
C30H36N2O8
CAS Number:
Molecular Weight:
552.62

Quality Level

product line

Novabiochem®

assay

≥97% (TLC)
≥97.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

hydroxyl

storage temp.

2-8°C

InChI

1S/C30H36N2O8/c1-29(2,3)40-25(33)15-14-23(26(34)32-24(27(35)36)17-39-30(32,4)5)31-28(37)38-16-22-20-12-8-6-10-18(20)19-11-7-9-13-21(19)22/h6-13,22-24H,14-17H2,1-5H3,(H,31,37)(H,35,36)/t23-,24-/m0/s1

InChI key

DSGXIRQTDFOKPQ-ZEQRLZLVSA-N

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Fmoc-Trp(Boc)-Ser(psiMe,Mepro)-OH Novabiochem®

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Fmoc-Trp(Boc)-Ser(psiMe,Mepro)-OH

functional group

hydroxyl

functional group

hydroxyl

functional group

hydroxyl

functional group

hydroxyl

assay

≥97% (TLC), ≥97.0% (HPLC)

assay

≥97% (TLC), ≥97.0% (HPLC)

assay

≥97% (TLC), ≥97.0% (HPLC)

assay

≥97% (TLC), ≥97.0% (HPLC)

product line

Novabiochem®

product line

Novabiochem®

product line

Novabiochem®

product line

Novabiochem®

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

General description

This pseudoproline dipeptide is undoubtedly the most effective and simplest to use tool for overcoming aggregation and enhancing peptide quality in Fmoc SPPS for peptide containing the Glu-Ser dipeptide motif. It consists of a dipeptide in which the serine residue has been reversibly protected as a structure-breaking proline-like TFA-labile oxazolidine. The reason the pseudoproline residue is introduced as a dipeptide is because it avoids the need to acylate the hindered oxazolidine nitrogen. This has the added advantage of extending the peptide chain by two residues in one step. The serine residue is regenerated during the normal TFA-mediated cleavage reaction.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aggregation in Fmoc SPPS

Linkage

Replaces: 05-20-1002

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(157A)): ≥ 97 %
Purity (TLC(CMA2)): ≥ 97 %
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Ethyl acetate (HS-GC): ≤ 2.0 %
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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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Protocols

The ease of assembly of a given peptide sequence is hard to predict, which makes peptide synthesis challenging. Review methods and reagents for avoiding aggregation in solid-phase peptide synthesis.

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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