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47619 Sigma-Aldrich

Fmoc-Ser(tBu)-OH

≥98.0% (HPLC)

Synonym: Fmoc-O-tert-butyl-L-serine

  • CAS Number 71989-33-8

  • Empirical Formula (Hill Notation) C22H25NO5

  • Molecular Weight 383.44

  •  Beilstein/REAXYS Number 3632013

  •  EC Number 276-260-6

  •  MDL number MFCD00037127

  •  eCl@ss 32160406

  •  PubChem Substance ID 57651041

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Properties

Related Categories Amino Acids & Derivatives, Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Serine - Amino Acids and Derivatives,
InChI Key   REITVGIIZHFVGU-IBGZPJMESA-N
assay   ≥98.0% (HPLC)
optical activity   [α]20/D +25.5±1°, c = 1% in ethyl acetate
storage temp.   2-8°C

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.

Packaging

10, 25 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Natural Amino Acid Building Blocks for Peptide Synthesis

With a growing peptide drug market the fast, reliable and uncomplicated synthesis of peptides is of paramount importance.1 Today, the most common synthetic approaches to medium and even large peptide...
Matthias Junkers
ChemFiles 2008, 8.7, 22.
Keywords: Building blocks, Peptide synthesis, Peptidomimetics, Solid phase peptide synthesis

Peer-Reviewed Papers
15

References

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