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Boc-Cys(Bzl)-OH

CAS 5068-28-0C6H5CH2SCH2CH(COOH)NHCOOC(CH3)3Chemical Synthesis

Boc-Cys(Bzl)-OH (CAS: 5068-28-0) is a derivative of L-cysteine, featuring N-terminal tert-butoxycarbonyl (Boc) protection and a benzyl (Bzl) protecting group on the sulfur atom. This compound is a valuable building block in peptide synthesis, particularly for introducing cysteine residues into peptide chains while controlling reactivity. Its defined structure and purity make it suitable for advanced chemical research and development.

IUPAC
Boc-S-benzyl-L-cysteine
Synonyms
Boc-S-benzyl-L-cysteine
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Boc-Cys(Bzl)-OH (C6H5CH2SCH2CH(COOH)NHCOOC(CH3)3) — chemical structure, CAS 5068-28-0; Chemistry, fine chemical supplied by Tech Serve Solutions
Amino Acid DerivativesChemical BiologyChemical SynthesisCysteine/CystinePeptide Chemistry
01 /Applications

Peptide Synthesis

Boc-Cys(Bzl)-OH is extensively used as a protected amino acid in solid-phase and solution-phase peptide synthesis. The Boc group provides acid-labile protection for the amine, while the benzyl group protects the thiol, allowing for selective deprotection during peptide chain elongation.

Chemical Biology Research

This derivative serves as a tool in chemical biology for the synthesis of modified peptides, bioconjugates, and peptidomimetics. Its controlled reactivity is essential for creating complex biomolecules with specific functions.

Organic Synthesis

Beyond peptides, Boc-Cys(Bzl)-OH can be employed in various organic synthesis strategies where a protected cysteine moiety is required. It facilitates the controlled introduction of sulfur-containing functionalities into organic molecules.

02 /Properties
Molecular weight311.40
Linear formulaC6H5CH2SCH2CH(COOH)NHCOOC(CH3)3
Assay≥99.0% (T)
Optical activity[α]20/D −44±1°, c = 1% in acetic acid
Melting point86-88 °C
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
5068-28-0
MDL number
MFCD00065567
Beilstein registry
2000417
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is Boc-Cys(Bzl)-OH used for?

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Boc-Cys(Bzl)-OH is primarily used as a protected amino acid in peptide synthesis and for applications in chemical biology and organic synthesis requiring controlled introduction of cysteine residues.

What is the CAS number and formula for Boc-Cys(Bzl)-OH?

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The CAS number is 5068-28-0. The linear formula is C6H5CH2SCH2CH(COOH)NHCOOC(CH3)3.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Boc-Cys(Bzl)-OH with a purity of ≥99.0% (T). This is a high-purity grade suitable for research and synthesis. It is not supplied as USP, BP, EP, or pharmacopoeia grade.

How should Boc-Cys(Bzl)-OH be handled safely?

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Handle with appropriate personal protective equipment, including eyeshields and gloves. Use a type N95 (US) or type P1 (EN143) respirator filter. This compound has a WGK Germany rating of 3, indicating it is hazardous to water.

How is Boc-Cys(Bzl)-OH packed and shipped?

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Tech Serve Solutions exports fine chemicals globally, ensuring appropriate packaging for safe transport. Please contact us for specific shipping and export details.

How can I request a sample or quote for Boc-Cys(Bzl)-OH?

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To request a sample or a quote, please use the contact form on our website or email our sales department directly with your inquiry.

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