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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
Molecular Weight:
337.33
MDL Number:
MFCD00010733
MOL File:
82911-69-1.mol
MSDS File:
SDS
Last updated:2025-10-10 22:54:41
Product description Number Pack Size Price
Fmoc-OSu Novabiochem? 8.51014 25g $137
Fmoc-OSu Novabiochem? 8.51014 100g $414
Fmoc-OSu Novabiochem® 8.51014 1 kg $2580
Fmoc-OSu Novabiochem® 8.51014 1 kg $2580
Fmoc N-hydroxysuccinimide ester ≥98.0% (HPLC) 46920 5G $93.4
More product size

Fmoc-OSu Properties

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
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)
FDA UNII AD7AUS3GKT
UNSPSC Code 12352108
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H317-H411
Precautionary statements  P261-P264-P273-P280-P301+P312-P302+P352
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
10-21
Hazard Note  Moisture Sensitive
HazardClass  9
HS Code  29251995
Limited Quantities 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
2 0

Fmoc-OSu price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.51014 Fmoc-OSu Novabiochem? 82911-69-1 25g $137 2025-07-31 Buy
Sigma-Aldrich 8.51014 Fmoc-OSu Novabiochem? 82911-69-1 100g $414 2025-07-31 Buy
Sigma-Aldrich 8.51014 Fmoc-OSu Novabiochem® 82911-69-1 1 kg $2580 2025-07-31 Buy
Sigma-Aldrich 8.51014 Fmoc-OSu Novabiochem® 82911-69-1 1 kg $2580 2025-07-31 Buy
Sigma-Aldrich 46920 Fmoc N-hydroxysuccinimide ester ≥98.0% (HPLC) 82911-69-1 5G $93.4 2025-07-31 Buy
Product number Packaging Price Buy
8.51014 25g $137 Buy
8.51014 100g $414 Buy
8.51014 1 kg $2580 Buy
8.51014 1 kg $2580 Buy
46920 5G $93.4 Buy

Fmoc-OSu Chemical Properties,Uses,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-(9-Fluorenylmethoxycarbonyloxy)succinimide is used in conjunction with Isothiocyanate to conduct partial Edman Degradation on biologically active peptides.

Uses

Reagent for the preparation of pure Fmoc amino acids free from contamination by Fmoc-dipeptides.

Uses

N-protecting reagent for oligonucleotide and peptide syntheses

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.
The deprotection mechanism of Fmoc

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.]

6066-82-6
28920-43-6
82911-69-1
Synthesis of Fmoc-OSu from N-Hydroxysuccinimide and 9-Fluorenylmethyl chloroformate
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View Lastest Price from Fmoc-OSu manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(9-Fluorenylmethoxycarbonyloxy)succinimide pictures 2025-12-13 N-(9-Fluorenylmethoxycarbonyloxy)succinimide
82911-69-1
US $0.00-0.00 / kg 1kg 99% 800kg Wuhan Biocar Pharmacy CO.,Ltd.
FMOC-OSU pictures 2025-12-13 FMOC-OSU
82911-69-1
US $650.00 / KG 1KG 99 50TONS Xinxiang Juyuan Biological Technology Co., Ltd.
N-(9-Fluorenylmethoxycarbonyloxy)succinimide pictures 2025-12-13 N-(9-Fluorenylmethoxycarbonyloxy)succinimide
82911-69-1
US $10.00 / KG 1000KG 99.99% 10 tons .GZ HONESTCHEM CO.,LTD
  • FMOC-OSU pictures
  • FMOC-OSU
    82911-69-1
  • US $650.00 / KG
  • 99
  • Xinxiang Juyuan Biological Technology Co., Ltd.
9-fluorenylmethoxycarbonyloxysuccinimide N-(9-FluorenylmethoxyCarbonyloxy)Succinimide9-Fluorenylmethylsuccinimidylcarbonate CARBONIC ACID 2,5-DIOXO-PYRROLIDIN-1-YL ESTER 9H-FLUOREN-9-YLMETHYL ESTER CARBONIC ACID FLUORENYLMETHYL SUCCIN-N-YL-ESTER FLUORENYLMETHYL SUCCINIMIDYL CARBONATE 9-FLUORENMETHYL SUCCINIMIDYL CARBONATE 9-FLUORENYLMETHOXYCARBONYL-N-HYDROXYSUCCINIMIDE 9-FLUORENYLMETHYL N-HYDROXYSUCCINIMIDYL CARBONATE 9-FLUORENYLMETHYLOXYCARBONYL-N-HYDROXYSUCCINIMIDE 2,5-PYRROLIDINEDIONE,1-[[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]OXY]- 1-(9H-FLUORENYLMETHOXYCARBONYLOXY)2,5-PYRROLIDINEDIONE RARECHEM FM OC 0002 N-(9-FLUORENEMETHOXYCARBONYLOXY)-SUCCINIMIDE N-(9-FLUORENYLMETHOXYCARBONYL)SUCCINIMIDE N-(9-FLUORENYLMETHOXYCARBONYLOXY)SUCCINIMIDE N-(9H-FLUOREN-9-YLMETHOXY-CARBONYLOXY)SUCCINIMIDE N-(9H-FLUOREN-2-YLMETHOXYCARBONYLOXY)SUCCINIMIDE N-(9-FLUORENYLMETHYLOXYCARBONYLOXY)-SUCCINIMIDE FMOC-ONSU, N(9-FLUORENYMETHOXYCARBONYLOXY) SUCCINIMIDE (9H-Fluorene-9-ylmethyl)succinimidylcarbonate 9H-Fluorene-9-ylmethylsuccinimidyl=carbonate Carbonic acid (2,5-dioxo-1-pyrrolidinyl)=(9H-fluorene-9-yl)methyl ester Carbonic acid (9H-fluorene-9-ylmethyl)2,5-dioxo-1-pyrrolidinyl ester Carbonic acid 2,5-dioxopyrrolizino=9H-fluorene-9-ylmethyl ester N-(9H-Fluorene-9-ylmethoxycarbonyloxy)succinimide 9-Fluorenylmethyl succinimidyl carbonate / N-(9-Fluorenylmethoxycarbonyloxy)succinimide N-(9H-Fluoren-2-ylmethoxycarbonyloxy)succinimide,98% 9-Fluorenylmethyl N-succinimidyl carbonate, N-(9-Fluorenylmethoxycarbonyloxy)succinimide, Fmoc N-hydroxysuccinimide ester, Fmoc-OSu Fmoc N-hydroxysuccinimide ester ,98% 9-FLUORENYLMETHYOXYCARBONYL SUCCINIMIDE FMOC-OSU Fmoc-Osu N-(9-Fluorenylmethoxycarbonyloxy)succinimide 9-Fluorenylmethyloxycarbonyl-N-hydroxy-succinimide//Fmoc-Osu N-(9-Fluorenylmethox (9H-Fluoren-9-yl)methyl N-succinimidyl carbonate, FMOC-ONSu Fmoc-SuSEE11742 N-(9-Fluorenylmethoxy n-(fmoc-oxy)succinimide 1-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]OXY}PYRROLIDINE-2,5-DIONE 9-FLUORENYLMETHYL-N-SUCCINIMIDYLCARBONATE(FMOC-OSU) TIMTEC-BB SBB005973 Fluorenylmethyloxycarbonyl-N-hydroxysuccinimide ester Fmoc-Osu N-(9-fluorenylmethoxycarbonyloxy) Fluoren-9-ylmethyl succinimidyl carbonate N-(9H-FLUOREN-2-YLMETHOXYCARBONYLOXY)SUCCINIMIDE, FMOCOSU 9-Fluorenylmethyl succinimidyl carbonate, 98+% Fmoc-OSu (9-Fluorenylmethyl succinimidyl carbonate) 9-Fluorenylmethyl succinimidyl carbonate 9-fluorenylmethoxycarbonyloxysuccinimide 9-fluorenylmethylsuccinimidyl carbonate n-(9h-fluoren-2-ylmethoxycarbonyloxy)succinimide 9-Fluorenylmethyl Succinimidyl Carbonate(FMOC-ONSu) 9-FLUORENYLMETHYL-SUCCINIMIDYL-CARBONATE(FMOC-OSU) 1-[[(9H-Fluoren-9-ylmethoxy)carbonyl]oxy]-2,5-pyrrolidinedione N-FLUORENYLMETHYLSUCCINIMIDYLCARBONATE N-(9-Fluorenylmethyloxycarbonyl)oxysuccinimide (Fmoc-Osu NALPHA-9-Fluorenylmethoxycarbonyloxysuccinimide (FluorenylMethoxycarbonyl)hydroxysucciniMide Ester Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 9H-Fluoren-9-ylMethyl Ester SucciniMidyl (9-Fluorenyl)Methyl Carbon 9-Fluorenylmethyl N-Succinimidyl Carbonate N-(Fmoc-oxy)succinimide Carbonic Acid 9-Fluorenylmethyl N-Succinimidyl Ester Fmoc-OSu