128917-74-8

Basic information

• Product Name: FMOC-12-AMINODODECANOIC ACID
• Synonyms: N-(9-FLUORENYLMETHOXYCARBONYL)-12-AMINODODECANOIC ACID;N-(9-FLUORENYLMETHOXYCARBONYL)-12-AMINOLAURIC ACID;N-(9-FLUORENYLMETHYLOXYCARBONYL)-12-AMINO-DODECANOIC ACID;FMOC-12-ADO-OH;FMOC-12-AMINODODECANOIC ACID;FMOC-12-AMINOLAURIC ACID;FMOC-NH-(CH2)11-COOH;12-(FMOC-AMINO)DODECANOIC ACID
• CAS NO: 128917-74-8
• Molecular Formula: C₂₇H₃₅NO₄
• Molecular Weight: 437.57
• Product Categories: Amino Acids
• Mol File: 128917-74-8.mol

Chemical Properties

• Melting Point: 102 °C
• Boiling Point: 628.8 °C at 760 mmHg
• Flash Point: 334.1 °C
• Appearance: /
• Density: 1.119 g/cm³
• Storage Temp.: Store at 0°C
• PKA: 4.78±0.10(Predicted)
• BRN: 9593537
• CAS DataBase Reference: FMOC-12-AMINODODECANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-12-AMINODODECANOIC ACID(128917-74-8)
• EPA Substance Registry System: FMOC-12-AMINODODECANOIC ACID(128917-74-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 128917-74-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Fmoc-12-aminododecanoic acid is used as a PROTAC linker for the synthesis of protein degradation molecules, which can modulate the activity of target proteins and induce their degradation. This application is crucial for the development of novel therapeutics against various diseases, including cancer and neurodegenerative disorders.
Used in Chemical Synthesis:
Fmoc-12-aminododecanoic acid is used as a building block in the synthesis of various organic compounds, such as peptides, polymers, and other bioconjugates. The terminal carboxylic acid group allows for the formation of stable amide bonds with primary amine groups, enabling the creation of complex molecular structures.
Used in Research and Development:
Fmoc-12-aminododecanoic acid is used as a research tool for studying protein-protein interactions, protein degradation pathways, and the development of new chemical probes. Its ability to be deprotected and conjugated to other molecules makes it a versatile compound for exploring various biological processes and mechanisms.

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 693-57-2 12-Aminododecanoic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 932378-47-7 1-(12'-N-FMOC-aminolauroyl)-2-(tetrahydropyran-2-yl)-3-(p-toluenesulfonyl)-sn-glycerol 
• 1373400-32-8 (-)-5'-O-(12-(N-Fmoc-aminododecanoyl))-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine 
• 1373400-34-0 (-)-5'-O-(12-aminododecanoyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine 
• 1609492-13-8 C₇₇H₁₀₈ClN₁₇O₂₄*C₂HF₃O₂ 

Relevant articles and documents

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We prepared pyrene-labeled peptide amphiphiles (PAs) consisting of a hydrophobic linear- or branched-alkyl chain (for 1 or 2, respectively) and a hydrophilic histidine-rich peptide of HGGGHGHGGGHG (HG12). Both peptides have a strong tendency to form nanofibrils (NFs) in aqueous media. The resulting histidine-coated NFs show a great binding affinity to Cu2+ as a fluorescence light-off sensor. Interestingly, the emission spectra of the pyrene probe show that the different supramolecular assemblies between 1 and 2 can significantly affect the binding affinity to specific metal ions. In particular, light-up fluorescent Ag+ detection of NFs of 2 through inhibition of photoinduced electron transfer (PET) was observed even at a low concentration of PA solution. As a means to determine the biological responsibility of 2 to Ag+, intracellular detection using the turn-on response was performed. A considerable enhancement of fluorescence in NF-loaded HeLa cells was observed. In addition, the NFs were used as a template scaffold for the production of Ag nanoparticles (AgNPs) with high monodispersity and stability. The NFs decorated with AgNPs are shown to possess highly effective and long-term antibacterial activity against both Gram-negative and -positive bacteria.

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