8.52073

Fmoc-Glu-OAll

Novabiochem^®

• Sinônimo(s): Fmoc-Glu-OAll, N-α-Fmoc-L-glutamic acid α-allyl ester
• Fórmula empírica (Notação de Hill): C₂₃H₂₃NO₆
• Número CAS: 144120-54-7
• Peso molecular: 409.43
• Número MDL: MFCD00467718
• Código UNSPSC: 12352209
• NACRES: NA.22

Propriedades

• Nível de qualidade: 200
• linha de produto: Novabiochem^®
• Ensaio: ≥95.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• Formulário: powder
• adequação da reação: reaction type: Fmoc solid-phase peptide synthesis
• fabricante/nome comercial: Novabiochem^®
• pf: 118-122 °C
• aplicação(ões): peptide synthesis
• grupo funcional: carboxylic acid
• temperatura de armazenamento: 2-30°C
• cadeia de caracteres SMILES: N([C@@H](CCC(=O)O)C(=O)OCC=C)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C23H23NO6/c1-2-13-29-22(27)20(11-12-21(25)26)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,25,26)/t20-/m0/s1
• chave InChI: ORKKMGRINLTBPC-FQEVSTJZSA-N

Descrição

Descrição geral

Orthogonally-protected building block for the synthesis of head-to-tail cyclic peptides ^[1,2] by Fmoc SPPS.The α-allyl ester can be selectively removed in the presence of Fmoc- and tBu-based protecting groups by treatment with Pd(Ph₃P)₄/ CHCl₃/AcOH/NMM^[3], thereby facilitating the synthesis of branched esters and amides, and lactones and lactams incorporating a glutamyl unit.

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

Literature references

^[1] W. Bannwarth, et al. (1992) Tetrahedron Lett., 33, 4557.
^[2] F. Albericio, et al. (1993) Tetrahedron Lett., 34, 1549.
^[3] S. A. Kates, et al. in ′Peptides, Chemistry, Structure & Biology, Proc. 13th American Peptide Symposium′, ESCOM, Leiden, 1994, pp. 113.

Ligação

Replaces: 04-12-1158

Nota de análise

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(157A)): ≥ 98 %
Purity (TLC(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 1.0 %

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

Informações legais

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable