200124-22-7

Basic information

• Product Name: BOC-ARG(PBF)-OH
• Synonyms: Boc-Arg(Pbf)-OH, >=98%;N5-[[[(2,3-Dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl)sulfonyl]amino]iminomethyl]-N2-BOC-L-ornithine;Nα-Boc-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sufonyl)-L-arginine99%;Nalpha-Boc-Nomega-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan-5-sulfonyl)-L-arginine;BOC-ARG(PBF)-OH;BOC-ARGININE(PBF)-OH;BOC-L-ARG(PBF)-OH;BOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE
• CAS NO: 200124-22-7
• Molecular Formula: C₂₄H₃₈N₄O₇S
• Molecular Weight: 526.65
• Product Categories: Arginine [Arg, R]
• Mol File: 200124-22-7.mol
• Article Data: 1

Chemical Properties

• Appearance: White powder
• Density: 1.31g/cm3
• Refractive Index: 1.581
• Storage Temp.: -15°C
• PKA: 3.94±0.21(Predicted)
• Water Solubility: Soluble in water or 1% acetic acid
• CAS DataBase Reference: BOC-ARG(PBF)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ARG(PBF)-OH(200124-22-7)
• EPA Substance Registry System: BOC-ARG(PBF)-OH(200124-22-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 200124-22-7(Hazardous Substances Data)

Usage

Description

BOC-ARG(PBF)-OH, also known as Nalpha-Boc-Nμ-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan-5-sulfonyl)-L-arginine, is a chemical compound that serves as a protected form of L-arginine. It is characterized by its potential applications in various fields, including peptide synthesis and pharmaceutical research. The compound may contain approximately 10% solvent.

Uses

1. Used in Peptide Synthesis:
BOC-ARG(PBF)-OH is used as a protected form of L-arginine for the synthetic preparation of peptides. It plays a crucial role in the production of autophagosomal marker lipoprotein LC3-II, which is essential for understanding the process of autophagy in cells.
2. Used in Anticancer Research:
BOC-ARG(PBF)-OH has been utilized as a building block in the synthesis of anticancer amphipathic peptide-dendronized compounds. These compounds exhibit potential applications in the development of novel anticancer drugs, targeting various types of cancer cells.
3. Used as a Triflating Reagent:
In addition to its applications in peptide synthesis and anticancer research, BOC-ARG(PBF)-OH is also used as a triflating reagent. This application highlights its versatility in chemical reactions and its potential use in various industries, including pharmaceuticals and materials science.

InChI:InChI=1/C24H38N4O7S/c1-13-14(2)19(15(3)16-12-24(7,8)34-18(13)16)36(32,33)28-21(25)26-11-9-10-17(20(29)30)27-22(31)35-23(4,5)6/h17H,9-12H2,1-8H3,(H,27,31)(H,29,30)(H3,25,26,28)/t17-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 200115-86-2 C₁₉H₃₀N₄O₅S 

Downstream Products

• 1221593-77-6 1-[5(S)-(N'-Pbf-guanidino)-2-(2,4,6-triisopropyl-benzenesulfonylamino)-pentanoyl]-piperidine-4-carboxylic acid ethyl ester 
• 1276122-67-8 {2-[2-tert-butylmalonyl-Arg(Pbf)]aminoethyl}methylcarbamic acid benzyl ester 
• 1048360-17-3 {2-[H-Arg(Pbf)]aminoethyl}methylcarbamic acid benzyl ester 
• 1221593-63-0 {2-[Ac-Arg(Pbf)]-aminoethyl}-ethyl-carbamic acid benzyl ester 
• 1221593-62-9 {2-[H-Arg(Pbf)]-aminoethyl}-ethyl-carbamic acid benzyl ester 
• 1276121-40-4 (S)-ethyl 1-(5-guanidino-2-(2,4,6-triisopropylphenylsulfonamido)pentanoyl)piperidine-4-carboxylate hydrochloride 
• 1221593-77-6 (S,E)-ethyl 1-(5-(2-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)-2-(2,4,6-triisopropylphenylsulfonamido)pentanoyl)piperidine-4-carboxylate 
• 1276121-38-0 (S)-ethyl 4-(5-guanidino-2-(2,4,6-triisopropylphenylsulfonamido)pentanoyl)piperazine-1-carboxylate hydrochloride 
• 1221593-73-2 4-[(S)-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}amino)-2-(2,4,6-triisopropyl-benzenesulfonylamino)-pentanoyl]-piperazine-1-carboxylic acid ethyl ester 
• 1048360-18-4 {2-[boc-Arg(Pbf)]-aminoethyl}methylcarbamic acid benzyl ester 

Relevant articles and documents

REPROGRAMMING UROKINASE INTO AN ANTIBODY-RECRUITING ANTICANCER AGENT

The present invention relates to chimeric (preferably, bifunctional) compounds, compositions comprising those compounds and methods of treating cancer in a patient or subject, especially including metastatic cancer where cancer cells exhibit ovrexpression