Fmoc-Met(O)-OH [76265-70-8] HEADING_TITLE

N-Fmoc-L-methionine-D,L-sulfoxide

Catalog #: ALM103 CAS #: 76265-70-8
Formula: C20H21NO5S M.W.: 387.5

Fmoc-Met(O)-OH

 

 

 

 

 

 

 

Fmoc-Met(O)-OH may be used in place of Fmoc-Met-OH in solid phase peptide synthesis.  It is utilized mostly when signifcant percentages of methionine residues in peptides become oxidized during synthesis and purification.  In such instances, replacing Met with Met(O) produces a uniform peptide product that may be purifed more easily.  After purification, the methionine sulfoxide residues can be reduced to methione (Technical Bulletin 1153) and thus produce the desired peptide.

Methionine oxidation occurs naturally in proteins.  Generally this results in deactivation of the protein, but in a few instances, oxidation of methionine resiues to methionine sulfoxide activates the protein (A Drazic, J Winter, Biochim. Biophys. Acta, 2014, January 10, Epublished ahead of print).  Within living organisms, methionine sulfoxide reductases catalyze the reduction of methionine sulfoxide residues to methionine.

 

Products Similar to Fmoc-Met(O)-OH

Cat. # Product Cat. # Product
AFM101 Fmoc-Met-OH ABM101 Boc-Met-OH
AFM104 Fmoc-Met(O2)-OH ABM105 Boc-Met(O)-OH
AFM201 Fmoc-D-Met-OH ABM201 Boc-D-Met-OH
AFM191 Fmoc-Met-OPfp UBM101 Boc-beta-HMet-OH
AFM291 Fmoc-D-Met-OPfp DBM101 Boc-Methioninol
MFM101 Fmoc-MeMet-OH AZM101 Z-Met-OH
UFM101 Fmoc-beta-HMet-OH AZM201 Z-D-Met-OH
UFL102 Fmoc-Nle-OH    
UFL202 Fmoc-D-Nle-OH    
UFL112 Fmoc-beta-HNle-OH

MSDS