Fmoc-S-Boc-3-aminopropyl-L-cysteine
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Fmoc-S-Boc-3-aminopropyl-L-cysteine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

This unusal amino acid derivative can be used as lysine or arginine mimetic.

Category
BOC-Amino Acids
Catalog number
BAT-004553
CAS number
173963-91-2
Molecular Formula
C26H32N2O6S
Molecular Weight
500.62
Fmoc-S-Boc-3-aminopropyl-L-cysteine
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylsulfanyl]propanoic acid
Synonyms
Fmoc-L-Cys(Boc-3-aminopropyl)-OH; (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylsulfanyl]propanoic acid
Appearance
White powder
Purity
≥ 98% (HPLC)
Melting Point
115-119 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C26H32N2O6S/c1-26(2,3)34-24(31)27-13-8-14-35-16-22(23(29)30)28-25(32)33-15-21-19-11-6-4-9-17(19)18-10-5-7-12-20(18)21/h4-7,9-12,21-22H,8,13-16H2,1-3H3,(H,27,31)(H,28,32)(H,29,30)/t22-/m0/s1
InChI Key
VODQCWHZYBQNRK-QFIPXVFZSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCCSCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-S-Boc-3-aminopropyl-L-cysteine, a specialized amino acid derivative utilized in biochemistry and peptide synthesis, finds diverse applications in the following fields:

Peptide Synthesis: Integral to solid-phase peptide synthesis (SPPS), Fmoc-S-Boc-3-aminopropyl-L-cysteine acts as a foundational building block for constructing intricate peptides. Its Fmoc group safeguards the amino acid during synthesis, ensuring precise integration into peptide chains. This compound facilitates the incorporation of functional groups that can later be tailored for specific research or therapeutic objectives.

Proteomics: In the realm of proteomics research, Fmoc-S-Boc-3-aminopropyl-L-cysteine serves as a tool for generating peptide libraries meant for high-throughput screening. These libraries assist in uncovering protein interactions, binding affinities, and functional regions within proteins. Customizing peptides with this amino acid derivative aids in in-depth characterization of proteins.

Drug Development: Playing a crucial role in peptide-based drug design, this amino acid derivative offers a distinct side chain that can be leveraged to enhance the stability, bioavailability, and specificity of therapeutic peptides. Scientists utilize Fmoc-S-Boc-3-aminopropyl-L-cysteine to fine-tune peptide drugs, boosting their therapeutic effectiveness while minimizing adverse reactions.

Bioconjugation: Utilized in bioconjugation methodologies, Fmoc-S-Boc-3-aminopropyl-L-cysteine facilitates the linking of peptides with various biomolecules like proteins, nucleic acids, or small compounds. This capacity is pivotal for creating multifunctional molecules tailored for diagnostic or therapeutic purposes. By harnessing this compound, researchers can engineer conjugates with precise functionalities for targeted delivery or molecular imaging.

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