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8.52035

Sigma-Aldrich

Fmoc-Glu-OtBu

≥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:
Molecular Weight:
425.47
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22

Pricing and availability is not currently available.

Product Name

Fmoc-Glu-OtBu, Novabiochem®

Quality Level

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

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This Item
208722208743208724
form

solid

form

lyophilized solid

form

solid

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage condition

OK to freeze, protect from light, desiccated

storage condition

OK to freeze

storage condition

OK to freeze, desiccated (hygroscopic)

storage condition

OK to freeze, desiccated

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

ambient

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).

Linkage

Replaces: 04-12-1075

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.

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Che Bian et al.
Frontiers in endocrinology, 10, 531-531 (2019-08-27)
Aims: To explore the molecular mechanism by which 17β-estradiol (estrogen 2, E2) regulates glucose transporter 2 (GLUT2) and insulin secretion in islet β cells through G protein-coupled estrogen receptor (GPER) via Akt/mTOR pathway. Methods: SPF-grade SD male rats were used
Mami Tamaki et al.
Immunology letters, 160(1), 72-78 (2014-04-11)
Sexual dimorphism in asthma links the estrogen and allergic immune responses. The function of estrogen was classically believed to be mediated through its nuclear receptors, i.e., estrogen receptors (ERs). However, recent studies established the important roles of G-protein-coupled estrogen receptor
Cui Tang et al.
International journal of clinical and experimental pathology, 7(6), 3213-3223 (2014-07-18)
Clinical and epidemiological studies have shown that estrogen may be involved in the development and progression of papillary thyroid carcinoma (PTC). G protein-coupled estrogen receptor 1 (GPER1) is a novel seven-transmembrane estrogen receptor that functions alongside traditional nuclear estrogen receptors

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