47625

Fmoc-Glu(OtBu)-OH

≥98.0% (HPLC), for peptide synthesis

• Synonym(e): Fmoc-L-glutaminsäure-5-tert.-butylester
• Empirische Formel (Hill-System): C₂₄H₂₇NO₆
• CAS-Nummer: 71989-18-9
• Molekulargewicht: 425.47
• Beilstein: 3636375
• EG-Nummer: 276-253-8
• MDL-Nummer: MFCD00037135
• UNSPSC-Code: 12352209
• eCl@ss: 32160406
• PubChem Substanz-ID: 57651045
• NACRES: NA.26

Eigenschaften

• product name: Fmoc-Glu(OtBu)-OH, ≥98.0% (HPLC)
• Assay: ≥98.0% (HPLC)
• Form: powder
• Optische Aktivität: [α]20/D −5.0±2.0°, c = 1% in acetic acid: water (4:1)
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Verunreinigungen: ~4% water
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: Fmoc
• Lagertemp.: 2-8°C
• SMILES String: CC(C)(C)OC(=O)CC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
• InChI: 1S/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)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,27,28)/t20-/m0/s1
• InChIKey: OTKXCALUHMPIGM-FQEVSTJZSA-N

Beschreibung

Allgemeine Beschreibung

Fmoc-Glu(OtBu)-OH is widely used as a building block in peptide synthesis for the protection of amine groups.

Anwendung

Fmoc-Glu(OtBu)-OH (Fmoc-L-glutamic acid 5-tert-butyl ester) can be employed as a:

• Ligand in the synthesis of cis-substituted cyclopropane carboxylic acids via C-H activation of cyclopropane carboxamides using Pd catalyst.
• Linker in the preparation of multi-small molecule-conjugated PTX (paclitaxel) derivatives.

It can be also used as a building block in the preparation of stapled α-helical peptides , and peptide C-terminal thioesters .

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)