CAS 82911-69-1

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

Description:

N-(9-Fluorenylmethoxycarbonyloxy)succinimide, commonly referred to as FMOC-succinimide, is a chemical compound widely used in organic synthesis, particularly in peptide chemistry. It serves as a protective group for amino acids, allowing for selective reactions without interfering with other functional groups. The structure features a succinimide moiety linked to a 9-fluorenylmethoxycarbonyl (FMOC) group, which is known for its stability under basic conditions and ease of removal under mild acidic conditions. This compound is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and dimethylformamide. Its applications extend beyond peptide synthesis to include use in various coupling reactions and as a reagent in organic transformations. The FMOC group is favored for its ability to provide a stable protective environment while facilitating subsequent reactions, making it a valuable tool in synthetic organic chemistry. Safety precautions should be observed when handling this compound, as it may pose health risks if inhaled or ingested.

Formula: C₁₉H₁₅NO₅

InChI: InChI=1/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

InChI key: InChIKey=WMSUFWLPZLCIHP-UHFFFAOYSA-N

SMILES: C(OC(ON1C(=O)CCC1=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• (2,5-Dioxopyrrolidin-1-yl) 9H-fluoren-9-ylmethyl carbonate
• (9H-Fluoren-9-yl)methyl succinimidyl carbonate
• (Fluorenylmethoxycarbonyl)hydroxysuccinimide ester
• 1-(9H-Fluorenylmethoxycarbonyloxy)-2,5-pyrrolidinedione
• 1-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]oxy]pyrrolidine-2,5-dione
• 1-{[(9H-fluoren-9-ylmethoxy)carbonyl]oxy}pyrrolidine-2,5-dione
• 2,5-Dioxopyrrolidin-1-yl (9H-fluoren-9-yl)methyl carbonate
• 2,5-Pyrrolidinedione, 1-[[(9H-fluoren-9-ylmethoxy)carbonyl]oxy]-
• 9-Fluorenylmethyl N-succinimidyl carbonate
• 9-Fluorenylmethyl succinimidyl carbonate
• 9-Fluorenylmethyl-N-hydroxysuccinimide
• Carbonic acid, 2,5-dioxo-1-pyrrolidinyl 9H-fluoren-9-ylmethyl ester
• FMOC-ONSu
• Fluorenylmethoxycarbonyl N-hydroxysuccinimide
• Fmoc-N-hydroxysuccinimide
• Fmoc-N-hydroxysuccinimide ester
• Fmoc-Osu
• N-(9-Fluorenylmethoxy Carbonyloxy) succinimide
• N-(9-Fluorenylmethyloxycarbonyl) oxysuccinimide
• N-(9H-Fluoren-2-ylmethoxycarbonyloxy)succinimide
• N-(9H-Fluoren-9-ylmethoxycarbonyloxy)succinimide
• N-Fmoc-succinimide
• Succinimidyl (9-fluorenyl)methyl carbonate
• N-(9-FluorenylmethoxyCarbonyloxy) Succinimide
• N-(9-fluorenylmethoxycarbonyloxy)-succinimide
• N-(9-Fluorenylmethoxycarbonyloxy)succinimide
• N-(9-FLUORENYLMETHOXYCARBONYL)SUCCINIMIDE
• 9-FLUORENYLMETHYLOXYCARBONYL-N-HYDROXYSUCCINIMIDE
• 9-FLUORENYLMETHYL N-HYDROXYSUCCINIMIDYL CARBONATE
• CARBONIC ACID FLUORENYLMETHYL SUCCIN-N-YL-ESTER
• N-(9-FLUORENEMETHOXYCARBONYLOXY)-SUCCINIMIDE
• CARBONIC ACID 2,5-DIOXO-PYRROLIDIN-1-YL ESTER 9H-FLUOREN-9-YLMETHYL ESTER
• N-(9-FLUORENYLMETHYLOXYCARBONYLOXY)-SUCCINIMIDE
• FMOC-SU
• FLUORENYLMETHYL SUCCINIMIDYL CARBONATE
• 9-FLUORENMETHYL SUCCINIMIDYL CARBONATE

N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98%

CAS: 82911-69-1

N-(9-Fluorenylmethoxycarbonyloxy)succinimide is the most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It is also employed in the synthesis of glycopeptides. Thi

Formula: C₁₉H₁₅NO₅

Purity: 98%

Color and Shape: White, Powder

Molecular weight: 337.33

Ref: 02-A13143

Fmoc-ONSU

CAS: 82911-69-1

Formula: C₁₉H₁₅NO₅

Purity: 97%

Color and Shape: Powder or Crystalline Powder

Molecular weight: 337.331

Ref: 10-F011742

Fmoc-OSu

CAS: 82911-69-1

Most efficient reagent for the selective preparation of Fmoc-derivatives of hydroxy amino acids in high yield. The advantage of Fmoc-OSu is that little or no oligopeptides are formed when amino acid derivatives are prepared. The use of this reagent in the synthesis of glycopeptides has been reported as well.

Formula: C₁₉H₁₅NO₅

Purity: 99.8%

Color and Shape: White

Molecular weight: 337.33

Ref: 01-4006805

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

CAS: 82911-69-1

Formula: C₁₉H₁₅NO₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 337.3261

Ref: IN-DA0034XN

Fmoc N-hydroxysuccinimide ester

CAS: 82911-69-1

Formula: C₁₉H₁₅NO₅

Purity: ≥ 98.0%

Color and Shape: White to off-white crystalline powder

Molecular weight: 337.34

Ref: 7W-GM5706

N-[(9H-Fluoren-9-ylmethoxy)carbonyloxy]succinimide

CAS: 82911-69-1

Formula: C₁₉H₁₅NO₅

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 337.33

Ref: 3B-F0239

1-({[(9H-Fluoren-9-yl)methoxy]carbonyl}oxy)pyrrolidine-2,5-dione

CAS: 82911-69-1

1-({[(9H-Fluoren-9-yl)methoxy]carbonyl}oxy)pyrrolidine-2,5-dione

Formula: C₁₉H₁₅NO₅

Purity: ≥95%

Color and Shape: white solid

Molecular weight: 337.32609g/mol

Ref: 54-OR18352

Fmoc-Osu (N-Fmoc-succinimide)

CAS: 82911-69-1

Formula: C₁₉H₁₅NO₅

Molecular weight: 337.33

Ref: 4Z-S-131003

Fmoc N-Hydroxysuccinimide Ester

CAS: 82911-69-1

Stability Moisture Sensitive
Applications Used in conjunction with Isothiocyanate to conduct partial Edman Degradation on biologically active peptides.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Heidenreich, O., et al.: J. Biol. Chem., 269, 2131 (1994), Kothe, U., et al.: Anal. Biochem., 356, 148 (2006), Thakkar, A., et al.: Anal. Chem., 78, 5935 (2006),

Formula: C₁₉H₁₅NO₅

Color and Shape: Neat

Molecular weight: 337.33

Ref: TR-F634000

Fmoc-OSu

CAS: 82911-69-1

Fmoc-OSu is a matrix that can be used as an absorption enhancer in biological and biochemical studies. The ester hydrochloride form of Fmoc-OSu is soluble in water and methanol, but not in organic solvents such as chloroform or ether. Fmoc-OSu is also a fluorescent derivative that can be used to label glycan structures in primary cells. The reaction solution with anhydrous sodium carbonate and glycan produces a cyclic peptide. This reaction is carried out at room temperature with analytical methods using a spectrophotometer or high performance liquid chromatography (HPLC).

Formula: C₁₉H₁₅NO₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 337.33 g/mol

Ref: 3D-FF10663

FMOC-OSu extrapure AR, 99%

CAS: 82911-69-1

Formula: C₁₉H₁₅NO₅

Purity: min. 99.0%

Color and Shape: White to off - white, Powder

Molecular weight: 337.33

Ref: SR-79235

Fmoc-OSu

CAS: 82911-69-1

Fmoc-OSu is a synthetic amino acid that is used in the synthesis of peptides and other biomolecules. It can be synthesized by solid-phase peptide synthesis using Fmoc chemistry, which involves an acid-labile protecting group. Fmoc-OSu has been shown to inhibit cancer cell growth, although its mechanism is not known.
Fmoc-OSu has been shown to have anti-inflammatory effects by inhibiting the proinflammatory cytokine TNFα.
Fmoc-OSu has also been shown to have glycan binding properties, which may be due to its ability to bind with sialic acid residues on glycoproteins or glycolipids.

Formula: C₁₉H₁₅NO₅

Purity: Min. 98.0 Area-%

Molecular weight: 337.33 g/mol

Ref: 3D-KFS-1042-PI