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    168300-88-7

    Catalog No. EBD2207282

    CAS 168300-88-7

    Name Fmoc-D-Cys(Acm)-OH

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    Basic Information

    Synonyms: n-alpha-(9-fluorenylmethyloxycarbonyl)-s-(acetyl-aminomethyl)-d-cysteine D-Cysteine,S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]- Fmoc-D-Cys(Acm)-OH fmoc-d-cysteine(acm)-oh fmoc-d-acetamidomethyl-l-cysteine fmoc-s-acetamidomethyl-d-cysteine n-alpha-(9-fluorenylmethoxycarbonyl)-s-acetamidomethyl-d-cysteine n-alpha-fmoc-s-acetamidomethyl-d-cysteine

    Molecular Formula: C21H22N2O5S

    Molecular Weight: 414.47

    MDL Number: MFCD00077053

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Special Functional Group Blocks

    Product Description:
    Fmoc-S-acetamidomethyl-D-cysteine (Fmoc-Cys(Acm)-OH) is a protected derivative of the non-natural D-enantiomer of the amino acid cysteine. Its chemical structure features an Fmoc (9-fluorenylmethoxycarbonyl) group protecting the alpha-amino group and an Acm (acetamidomethyl) group protecting the thiol (sulfhydryl) side chain of cysteine. This specific D-configuration is crucial for its intended applications. This compound is a specialized building block primarily used in solid-phase peptide synthesis (SPPS). The Acm protecting group is orthogonal to many other common protecting groups, allowing for the selective deprotection and subsequent formation of disulfide bonds in complex peptide sequences. It is essential for the synthesis of peptides containing D-cysteine or for constructing peptides with specific, regioselectively formed intramolecular disulfide bridges, which are common in constrained peptide therapeutics and research tools. The product finds significant application in pharmaceutical research for developing peptide-based drugs, enzyme inhibitors, and diagnostic probes where structural rigidity and stability conferred by disulfide bonds are required. Handling requires standard precautions for laboratory chemicals.
    Physical Properties

    Boiling Point: 714.1 °C at 760 mmHg

    Flash Point: 385.7 °C

    Density: 1.327 g/cm3

    mg g kg ml l t