N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[[(2-phenylacetyl)amino]methyl]-L-cysteine

Name: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[[(2-phenylacetyl)amino]methyl]-L-cysteine
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CAS No. 159680-21-4
Cat. No. CS-0162111
Purity≥98%
MDL No.MFCD18427303

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[[(2-phenylacetyl)amino]methyl]-L-cysteine|CS-0162111

Structure of 159680-21-4

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Description

Fmoc-S-[[(2-phenylacetyl)amino]methyl]-L-cysteine is a specialized cysteine derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a phenylacetyl-modified side chain. This configuration enables selective incorporation in solid-phase peptide synthesis, where the Fmoc moiety facilitates orthogonal deprotection. The modified thiol group supports site-specific conjugation strategies in chemical biology applications.

Application

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[[(2-phenylacetyl)amino]methyl]-L-cysteine serves as a protected cysteine building block for peptide synthesis, enabling site-specific incorporation of thiol-containing residues. The Fmoc group provides orthogonal protection for the amine, while the phenylacetyl side chain offers enhanced stability and compatibility with standard deprotection protocols. Its well-defined reactivity facilitates efficient coupling and purification in solid-phase and solution-phase workflows, supporting scalable synthesis of complex peptides and heterocyclic scaffolds.

General Information

CAS No. 159680-21-4
Cat. No. CS-0162111
Purity ≥98%
MDL No. MFCD18427303
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₆N₂O₅S
Molecular Weight 490.57
Synonym(s) N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((2-phenylacetamido)methyl)-L-cysteine
SMILES O=C(O)[C@H](CSCNC(CC1=CC=CC=C1)=O)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Computational Chemistry Data

TPSA 104.73
LogP 4.0279
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 10

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Cysteine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[[(2-phenylacetyl)amino]methyl]-L-cysteine

CAS No. 159680-21-4

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