Fmoc-OSu
- Product Name
- Fmoc-OSu
- CAS No.
- 82911-69-1
- Chemical Name
- Fmoc-OSu
- Synonyms
- FMOC-OSU;Fomc-Osu;(9H-Fluoren-9-yl)Methyl (2,5-dioxopyrrolidin-1-yl) carbonate;FMOC N-HYDROXYSUCCINIMIDE ESTER;FMOC-SU;FMOC-ONSU;9-FLUORENYLMETHYL SUCCINIMIDYL CARBONATE;FMOC-Succinimide;9-fluorenylmethyl-n-succinimide carbonate;9-FLUORENYLMETHYL N-SUCCINIMIDYL CARBONATE
- CBNumber
- CB9428667
- Molecular Formula
- C19H15NO5
- Formula Weight
- 337.33
- MOL File
- 82911-69-1.mol
Fmoc-OSu Property
- Melting point:
- 150-153 °C(lit.)
- Boiling point:
- 150-153°C
- Density
- 1.3460 (rough estimate)
- refractive index
- 1.5000 (estimate)
- storage temp.
- 2-8°C
- solubility
- Soluble in dimethyl sulfoxide and dimethyl formamide.
- form
- Microfine Powder
- color
- White or almost white
- Sensitive
- Moisture Sensitive
- BRN
- 3569540
- Stability:
- Moisture Sensitive
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2
- InChIKey
- WMSUFWLPZLCIHP-UHFFFAOYSA-N
- SMILES
- C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)(=O)ON1C(=O)CCC1=O
- CAS DataBase Reference
- 82911-69-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,N,Xn
- Risk Statements
- 36/37/38-51/53-43-22
- Safety Statements
- 22-24/25-26/37/39-26-61-37-24
- RIDADR
- UN 3077 9 / PGIII
- WGK Germany
- 3
- F
- 10-21
- Hazard Note
- Moisture Sensitive
- HazardClass
- 9
- HS Code
- 29251995
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Aquatic Chronic 2
Skin Sens. 1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H317May cause an allergic skin reaction
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 8.51014
- Product name
- Fmoc-OSu
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $137
- Updated
- 2025/07/31
- Product number
- 8.51014
- Product name
- Fmoc-OSu
- Purity
- Novabiochem?
- Packaging
- 100g
- Price
- $414
- Updated
- 2025/07/31
- Product number
- 8.51014
- Product name
- Fmoc-OSu
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 1 kg
- Price
- $2580
- Updated
- 2025/07/31
- Product number
- 8.51014
- Product name
- Fmoc-OSu
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 1 kg
- Price
- $2580
- Updated
- 2025/07/31
- Product number
- 46920
- Product name
- Fmoc N-hydroxysuccinimide ester
- Purity
- ≥98.0% (HPLC)
- Packaging
- 5G
- Price
- $93.4
- Updated
- 2025/07/31
Fmoc-OSu Chemical Properties,Usage,Production
Description
Fmoc-OSu (N-(9-Fluorenylmethoxycarbonyloxy)succinimide) is a reagent used in solid-phase peptide synthesis (SPPS) for Fmoc protection of amino groups, particularly amino acids. This reagent contains an Fmoc functional group, which is stable under acidic conditions and cleaves under alkaline conditions. Fmoc-OSu reacts with amino groups to form stable amide bonds, helping to reduce the occurrence of side reactions. Additionally, Fmoc-OSu can also be used as a fluorescent reagent.
Chemical Properties
White powder
Uses
N-protecting reagent for oligonucleotide and peptide syntheses
Uses
Reagent for the preparation of pure Fmoc amino acids free from contamination by Fmoc-dipeptides.
Uses
N-(9-Fluorenylmethoxycarbonyloxy)succinimide is used in conjunction with Isothiocyanate to conduct partial Edman Degradation on biologically active peptides.
Mechanism of action
The protective mechanism of Fmoc-OSu involves the amine group (R-NH₂) of the protected molecule acting as a nucleophile and attacking the carbonyl carbon of the Fmoc-OSu molecule, forming a tetrahedral intermediate. where the nitrogen of the amine is now bonded to the carbonyl carbon of the Fmoc group, yielding an Fmoc-protected amine and a succinimide. The Fmoc group is typically removed using bases such as piperidine, which can remove the Fmoc group without hydrolyzing the peptide backbone. In solid-phase peptide synthesis (SPPS), the removal of the Fmoc group occurs via a two-step mechanism: first, the acidic proton at the 9-position of the naphthalene ring system is removed using a mild base (preferably a secondary amine), followed by a β-elimination reaction, generating a highly reactive dibenzofuran (DBF) intermediate, which is immediately captured by the secondary amine to form a stable adduct.
Purification Methods
Recrystallise the carbonate from CHCl3/Et2O, or from pet ether (b 40-60o). [Pauet Can J Chem 60 976 1982, Lapatsaris et al. Synthesis 671 1983.]
Fmoc-OSu Preparation Products And Raw materials
Raw materials
Preparation Products
Fmoc-OSu Suppliers
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View Lastest Price from Fmoc-OSu manufacturers
- Product
- N-(9-Fluorenylmethoxycarbonyloxy)succinimide 82911-69-1
- Price
- US $10.00/KG
- Min. Order
- 1000KG
- Purity
- 99.99%
- Supply Ability
- 10 tons
- Release date
- 2025-10-10
- Product
- Fmoc-OSu 82911-69-1
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99%+
- Supply Ability
- 2000 kgs
- Release date
- 2025-09-13
- Product
- FMOC-OSU N-(9-FluorenylMethoxycarbonyloxy)succiniMide 82911-69-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 10MT
- Release date
- 2025-09-11