47619

Fmoc-Ser(tBu)-OH

≥98.0% (HPLC), for peptide synthesis

• Synonym(s): Fmoc-O-tert-butyl-L-serine
• Empirical Formula (Hill Notation): C₂₂H₂₅NO₅
• CAS Number: 71989-33-8
• Molecular Weight: 383.44
• Beilstein: 3632013
• EC Number: 276-260-6
• MDL number: MFCD00037127
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57651041
• NACRES: NA.26

Properties

• product name: Fmoc-Ser(tBu)-OH, ≥98.0% (HPLC)
• Assay: ≥98.0% (HPLC)
• form: powder
• optical activity: [α]20/D +25.5±1°, c = 1% in ethyl acetate
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-8°C
• SMILES string: CC(C)(C)OC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
• InChI: 1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
• InChI key: REITVGIIZHFVGU-IBGZPJMESA-N

Description

Application

Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis. Some of the reported examples are:

• Total synthesis of an antibiotic, daptomycin, by cyclization via a chemoselective serine ligation.
• Preparation of MUC1, a T-cell helper peptide, using iterative pentafluorophenyl ester-mediated fragment condensations.
• Linear solid-phase peptide synthesis of ubiquitin and diubiquitin.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves