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8.52035

Fmoc-Glu-OtBu

Name: Fmoc-Glu-OtBu
Brand: MM

≥99.0% (HPLC), for peptide synthesis, Novabiochem^®

Synonym(s):

Fmoc-Glu-OtBu, N-α-Fmoc-L-glutamic acid α-t.-butyl ester

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₂₇NO₆

CAS Number:

84793-07-7

Molecular Weight:

425.47

MDL number:

MFCD00065648

UNSPSC Code:

12352209

NACRES:

NA.22

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Properties

Product Name

Fmoc-Glu-OtBu, Novabiochem^®

Quality Segment

200

product line

Novabiochem^®

assay

≥95.0% (acidimetric), ≥98% (TLC), ≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem^®

mp

105-110 °C

application(s)

peptide synthesis

functional group

carboxylic acid

storage temp.

2-30°C

SMILES string

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

InChI

1S/C24H27NO6/c1-24(2,3)31-22(28)20(12-13-21(26)27)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,26,27)/t20-/m0/s1

InChI key

GOPWHXPXSPIIQZ-FQEVSTJZSA-N

Description

General description

Selectively protected building block for library synthesis or the preparation of γ-glutamyl peptides by Fmoc SPPS. After condensation of the side-chain carboxy with an appropriate amine or alcohol, the γ-amino and carboxy functions can be selectively unmasked with 20% piperidine in DMF and 50% TFA in DCM respectively, facilitating the synthesis of branched esters, amides, lactams and lactones containing the glutamyl unit.

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

Application

Discovery of novel OXM-based glucagon-like peptide 1 (GLP-1)/glucagon receptor dual agonists: Research utilized Fmoc-Glu-OtBu for the synthesis of novel dual agonists, underlining its application in developing treatments for metabolic disorders (X Zhang, Y Cai, et al. - Peptides, 2023).
Engineering a potent and long-acting GLP-1/Y2 receptor dual agonist: Fmoc-Glu-OtBu was used in the synthesis of a dual agonist, showcasing its utility in pharmaceutical developments for diabetes and obesity (J Xu, S Wang, et al. - Peptides, 2023).

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 1.00 %

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

Other Notes

Replaces: 04-12-1075

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