S-9-Fluorenylmethyl-L-cysteine tert-butyl ester hydrochloride
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S-9-Fluorenylmethyl-L-cysteine tert-butyl ester hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-002152
CAS number
2098496-89-8
Molecular Formula
C21H25NO2S·HCl
Molecular Weight
391.90
IUPAC Name
tert-butyl (2R)-2-amino-3-(9H-fluoren-9-ylmethylsulfanyl)propanoate;hydrochloride
Synonyms
L-Cys(Fm)-OtBu HCl
Appearance
White powder
Purity
≥ 98% (HPLC)
Melting Point
182-189°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C21H25NO2S.ClH/c1-21(2,3)24-20(23)19(22)13-25-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18;/h4-11,18-19H,12-13,22H2,1-3H3;1H/t19-;/m0./s1
InChI Key
KPTMNHBEXLJQBX-FYZYNONXSA-N
Canonical SMILES
CC(C)(C)OC(=O)C(CSCC1C2=CC=CC=C2C3=CC=CC=C13)N.Cl

S-9-Fluorenylmethyl-L-cysteine tert-butyl ester hydrochloride, a niche compound with specialized applications in chemistry and biochemistry, finds utility across various domains.

Peptide Synthesis: Integral to peptide synthesis, S-9-Fluorenylmethyl-L-cysteine tert-butyl ester hydrochloride acts as a safeguarding entity during peptide chain assembly, mitigating undesired side reactions. This indispensable function ensures the production of highly pure peptides, essential for both research endeavors and therapeutic interventions.

Chemical Synthesis: Functioning as a reagent in complex organic molecule synthesis, this compound plays a pivotal role by offering a robust protecting group that enables selective deprotection within intricate multi-step synthetic pathways. This feature proves particularly beneficial in generating pharmaceutical and fine chemical intermediates of high purity and quality.

Protein Modification: Employed in the precise site-specific modification of proteins, S-9-Fluorenylmethyl-L-cysteine tert-butyl ester hydrochloride aids in introducing functional groups to cysteine residues in a controlled manner. This critical modification technique is instrumental for exploring protein structure-function relationships and advancing the development of protein-based therapeutic modalities.

Bioconjugation: Widely utilized in bioconjugation methodologies, this compound facilitates the attachment of biomolecules like peptides and antibodies to diverse surfaces or other biomolecular entities. By enhancing the stability and specificity of the conjugation process, it plays a crucial role in various fields including diagnostics, drug delivery systems, and biosensor technology development.

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