1135616-49-7

Basic information

• Product Name: FMOC-ARG(ME,PBF)-OH
• Synonyms: FMOC-ARG(ME,PBF)-OH;N-ALPHA-FMOC-N-OMEGA-METHYL-N-OMEGA'-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE;N5-[[[(2,3-Dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino](methylimino)methyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-ornithine;FMoc-Arg(Pbf,Me)-OH;(S,Z)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-5-(3-Methyl-2-((2,2,4,6,7-pentaMethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)guanidino)pentanoic acid;N-α-(9-Fluorenylmethoxycarbonyl)-N-ω-methyl-N-ω'-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine;Fmoc-Arg(Me,Pbf);Nα-Fmoc-Nω-methyl-Nω'-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine≥ 98% (HPLC)
• CAS NO: 1135616-49-7
• Molecular Formula: C35H42N4O7S
• Molecular Weight: 662.8
• Product Categories: Fmoc Amino Acids - Arg;amino acids
• Mol File: 1135616-49-7.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Density: 1.33
• Storage Temp.: Store at 0°C
• PKA: 3.80±0.21(Predicted)
• CAS DataBase Reference: FMOC-ARG(ME,PBF)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ARG(ME,PBF)-OH(1135616-49-7)
• EPA Substance Registry System: FMOC-ARG(ME,PBF)-OH(1135616-49-7)

Safety Data

• Hazardous Substances Data: 1135616-49-7(Hazardous Substances Data)

Usage

Description

FMOC-Arg(ME,PBF)-OH is a protected form of arginine, an essential amino acid, which is double-protected by butyloxycarbonyl (BOC) and 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl (PBF) groups. This derivative is specifically designed for introducing mono-methyl-arginine during Fmoc solid-phase peptide synthesis (SPPS). It is a crucial intermediate in various scientific fields, including peptide synthesis, asymmetric synthesis, medicinal chemistry, and polymer chemistry. FMOC-Arg(ME,PBF)-OH is characterized by its white powder appearance.

Uses

Used in Peptide Synthesis:
FMOC-Arg(ME,PBF)-OH is used as a reactant/reagent for the design, synthesis, and structure-activity relationship of macrocyclic peptidomimetics. These peptidomimetics are engineered to bind to WDR5, a protein involved in various cellular processes, and block the WDR5-MLL protein-protein interaction. This blocking action has potential applications in the development of therapeutic agents for various diseases.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, FMOC-Arg(ME,PBF)-OH serves as an important intermediate for the synthesis of novel compounds with potential therapeutic properties. Its unique structure allows for the development of new drugs that can target specific biological pathways, contributing to the advancement of pharmaceutical research.
Used in Asymmetric Synthesis:
FMOC-Arg(ME,PBF)-OH is utilized as a key building block in asymmetric synthesis, a technique that involves the selective synthesis of one enantiomer of a chiral molecule over another. This selective synthesis is crucial in the development of enantiomerically pure compounds, which often exhibit different biological activities and are essential in the pharmaceutical industry.
Used in Polymer Chemistry:
In polymer chemistry, FMOC-Arg(ME,PBF)-OH is employed as a monomer for the synthesis of novel polymers with specific properties. These polymers can be tailored for various applications, such as drug delivery systems, biomaterials, and sensors, due to their unique structural features and functional groups.

References

https://www.merckmillipore.com/CN/zh/product/Fmoc-Arg%28Me%2CPbf%29-OH,MDA_CHEM-852105?ReferrerURL=https%3A%2F%2Fguge6.firstguo.com%2F&bd=1 https://en.wikipedia.org/wiki/Peptide_synthesis Kim, Tae-il, et al. "Arginine-conjugated polypropylenimine dendrimer as a non-toxic and efficient gene delivery carrier." Biomaterials 28.11 (2007): 2061-2067.