Fmoc-D-Cys(Trt)-OH, CAS No. 167015-11-4

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167015-11-4

Catalog No. EBD2199532

CAS 167015-11-4

Name Fmoc-D-Cys(Trt)-OH

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Basic Information

Synonyms: n-alpha-(9-fluorenylmethyloxycarbonyl)-s-trityl-d-cysteine n-alpha-fmoc-s-trityl-d-cysteine n-alpha-(9-fluorenylmethoxycarbonyl)-s-trityl-d-cysteine 9-fluorenylmethoxycarbonyl-s-trityl-d-cysteine fmoc-s-trityl-d-cysteine fmoc-d-cysteine(trityl) fmoc-d-cysteine(trt)-oh fmoc-d-cys(trt) n-fmoc-s-trityl-d-cysteine N-alpha-(9-fluorenylmethyloxycarbonyl)-S-trityl-L-cysteine D-Cysteine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)- Fmoc-D-Cys(Trt)-OH

Molecular Formula: C37H31NO4S

Molecular Weight: 585.72

MDL Number: MFCD00151922

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

Product Description:

N-Fmoc-S-trityl-D-cysteine is a protected derivative of the amino acid D-cysteine. Its structure features an N-terminal 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and an S-trityl (triphenylmethyl) protecting group on the thiol side chain. This dual protection scheme is specifically designed for solid-phase peptide synthesis (SPPS) using the Fmoc strategy. This compound serves as a crucial building block for the controlled incorporation of D-cysteine into synthetic peptides. The Fmoc group is selectively removed under mild basic conditions during chain elongation, while the acid-labile S-trityl group provides orthogonal protection for the thiol functionality. This allows for the synthesis of peptides containing free cysteine residues for subsequent disulfide bond formation or site-specific modifications, which are essential for studying peptide structure-activity relationships and developing peptide-based therapeutics and biochemical probes. As a non-natural (D-configured) and protected amino acid derivative, it is a specialized reagent primarily used in peptide chemistry and life science research. It is not a commodity chemical but a high-value building block for constructing complex biomolecules.

Physical Properties

Boiling Point: 763.4 °C at 760 mmHg

Flash Point: 415.5 °C

Density: 1.27 g/cm3

Storage: 2-8°C