Fmoc N-hydroxysuccinimide ester
Fmoc N-hydroxysuccinimide ester (CAS: 82911-69-1, C19H15NO5) is a valuable reagent with a molecular weight of 337.33 g/mol. It is primarily utilised for the efficient and selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. This compound facilitates dipeptide formation with greater efficiency compared to Fmoc-Cl and has been instrumental in the synthesis of complex glycopeptides, making it a key component in peptide chemistry and chemical synthesis.
- IUPAC
- 9-Fluorenylmethyl N-succinimidyl carbonate,N-(9-Fluorenylmethoxycarbonyloxy)succinimide,Fmoc-OSu
- Synonyms
- 9-Fluorenylmethyl N-succinimidyl carbonateN-(9-Fluorenylmethoxycarbonyloxy)succinimideFmoc-OSu
Peptide Synthesis
Fmoc N-hydroxysuccinimide ester is an efficient reagent for preparing N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids, crucial for solid-phase peptide synthesis. Its use results in high yields and reduced dipeptide formation compared to alternative methods.
Glycopeptide Synthesis
This compound has been specifically employed in the synthesis of glycopeptides. It enables the controlled introduction of the Fmoc protecting group onto amino acid residues within complex carbohydrate-peptide structures.
Amine Protection
As a member of the protecting and derivatizing reagents category, it serves as a reliable agent for protecting amine functionalities during multi-step organic synthesis and chemical biology research.
| Molecular weight | 337.33 |
|---|---|
| Empirical formula | C19H15NO5 |
| Assay | ≥98.0% (HPLC) |
| Storage temperature | 2-8°C |
| Application | Most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids in high yield. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It has been employed in the synthesis of glycopeptides. |
| Melting point | 150-153 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H317May cause an allergic skin reaction
- H411Toxic to aquatic life with long-lasting effects
Precautionary statements
- P273Avoid release to the environment
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Transport (UN / ADR) | UN 3077 9 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn,N |
| Risk statements (R) | 22-43-51/53 |
| Safety statements (S) | 24-37-61 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is Fmoc N-hydroxysuccinimide ester used for?
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Fmoc N-hydroxysuccinimide ester is predominantly used for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids, particularly in peptide and glycopeptide synthesis, and as a general amine protecting reagent.
What are the CAS number and formula for Fmoc N-hydroxysuccinimide ester?
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The CAS number is 82911-69-1, and its empirical formula is C19H15NO5.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Fmoc N-hydroxysuccinimide ester with an assay of ≥98.0% (HPLC). We do not represent this product as USP, BP, or EP grade.
What are the safety considerations when handling Fmoc N-hydroxysuccinimide ester?
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This compound is classified as harmful if swallowed (H302), may cause an allergic skin reaction (H317), and is toxic to aquatic life with long-lasting effects (H411). Always use appropriate personal protective equipment, including eyeshields and gloves, and ensure adequate ventilation. A type N95 (US) or P1 (EN143) respirator filter is recommended.
How is Fmoc N-hydroxysuccinimide ester shipped and exported by TSS?
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Fmoc N-hydroxysuccinimide ester is classified under UN 3077, Hazard Class 9, Packing Group III, and is suitable for export. Storage at 2-8°C is recommended.
How can I request a sample or quote for Fmoc N-hydroxysuccinimide ester?
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To request a sample or obtain a quote, please contact the TSS sales team through our website or by phone, providing the product name and CAS number (82911-69-1).
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