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Merck
CN

8.52035

Fmoc-Glu-OtBu

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

别名:

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

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关于此项目

经验公式(希尔记法):
C24H27NO6
化学文摘社编号:
分子量:
425.47
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
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产品名称

Fmoc-Glu-OtBu, Novabiochem®

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

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

Quality Level

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

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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