247127-51-1

Basic information

• Product Name: N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe
• Synonyms: Fmoc-(N-beta-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl)-L-alpha,beta-diaminopropionic aci;(S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-3-((1-(4,4-diMethyl-2,6-dioxocyclohexylidene)ethyl)aMino)propanoic acid;3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]amino]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine;Fmoc-(N-beta-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl)-L-alpha,beta-diaminopropionic;(9H-Fluoren-9-yl)MethOxy]Carbonyl Dap(Dde)-OH
• CAS NO: 247127-51-1
• Molecular Formula: C₂₈H₃₀N₂O₆
• Molecular Weight: 490.5476
• Product Categories: amino acids;Unusual Amino Acids
• Mol File: 247127-51-1.mol

Chemical Properties

• Boiling Point: 719.2±60.0 °C(Predicted)
• Appearance: /
• Density: 1.270±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.47±0.10(Predicted)
• CAS DataBase Reference: N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe(CAS DataBase Reference)
• NIST Chemistry Reference: N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe(247127-51-1)
• EPA Substance Registry System: N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe(247127-51-1)

Safety Data

• Hazardous Substances Data: 247127-51-1(Hazardous Substances Data)

Usage

Uses

Used in Bioorganic Chemistry Research:
N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe is used as a key component in peptide synthesis for bioorganic chemistry research. Its application enables the selective modification of peptides, allowing researchers to explore and develop novel peptide sequences with specific properties and functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe is utilized as a building block in the synthesis of therapeutic peptides. Its ability to selectively modify and add functional groups to peptides contributes to the development of innovative drugs with targeted actions and improved efficacy.
Used in Solid-Phase Peptide Synthesis:
N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe is employed as a crucial reagent in solid-phase peptide synthesis. Its application allows for the stepwise assembly of peptide sequences with precise control over the addition of amino acids, facilitating the production of complex and functional peptides for various applications.

Upstream product

• 1755-15-3 2-acetyldimedone 
• 181954-34-7 3-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 126-81-8 dimedone 

Relevant articles and documents

On-Resin Preparation of Allenamidyl Peptides: A Versatile Chemoselective Conjugation and Intramolecular Cyclisation Tool

The ability to modify peptides and proteins chemoselectively is of continued interest in medicinal chemistry, with peptide conjugation, lipidation, stapling, and disulfide engineering at the forefront of modern peptide chemistry. Herein we report a robust method for the on-resin preparation of allenamide-modified peptides, an unexplored functionality for peptides that provides a versatile chemical tool for chemoselective inter- or intramolecular bridging reactions with thiols. The bridging reaction is biocompatible, occurring spontaneously at pH 7.4 in catalyst-free aqueous media. By this “click” approach, a model peptide was successfully modified with a diverse range of alkyl and aryl thiols. Furthermore, this technique was demonstrated as a valuable tool to induce spontaneous intramolecular cyclisation by preparation of an oxytocin analogue, in which the native disulfide bridge was replaced with a vinyl sulfide moiety formed by thia-Michael addition of a cysteine thiol to the allenamide handle.

Parallel solid-phase synthesis of vitronectin receptor (αvβ3) inhibitors

A combinatorial approach for rapid optimization of a vitronectin receptor (αvβ3) inhibitor lead was accomplished by solid-phase synthesis. Orthogonally bis protected 2,3-diaminopropionic acid was used to immobilize the C-terminus of the molecule. Selective deprotection and functionalization of the α-amino group followed by acyl resorcinol scaffold attachment and N-terminus diversification was used to explore structure-activity relationship (SAR). (C) 2000 Elsevier Science Ltd. All rights reserved.