2577-94-8

Basic information

• Product Name: methyl L-argininate
• Synonyms: methyl L-argininate;Methyl 2-amino-5-([amino(imino)methyl]amino)pentanoate;arginine methyl ester;Arginine methyl;L-Arginine methyl
• CAS NO: 2577-94-8
• Molecular Formula: C₇H₁₆N₄O₂
• Molecular Weight: 188.22754
• EINECS: 219-935-2
• Mol File: 2577-94-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 329.9°Cat760mmHg
• Flash Point: 153.3°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 0.000172mmHg at 25°C
• Refractive Index: 1.55
• PKA: 13.67±0.70(Predicted)
• CAS DataBase Reference: methyl L-argininate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl L-argininate(2577-94-8)
• EPA Substance Registry System: methyl L-argininate(2577-94-8)

Safety Data

• Hazardous Substances Data: 2577-94-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H16N4O2/c1-13-6(12)5(8)3-2-4-11-7(9)10/h5H,2-4,8H2,1H3,(H4,9,10,11)

Upstream product

• 67-56-1 methanol 
• 74-79-3 L-arginine 
• 1119-34-2 L-arginine hydrochloride 

Downstream Products

• 18598-72-6 N^α-trityl-L-arginine methyl ester 
• 116097-82-6 Z-Asp(OCH₃)-Arg-OCH₃ 
• 77935-56-9 H-Tyr(Bzl)-Arg-OMe*2HCl 
• 102683-29-4 N-(benzyloxycarbonyl)-L-tyrosyl-L-arginine methyl ester 
• 81189-59-5 Boc-D-Tyr(Br-Z)-Arg-OMe 
• 122774-39-4 For-Tyr-Arg-OMe 
• 6072-05-5 Z-Arg-OMe 
• 38453-62-2 N^α-trityl-L-arginine 
• 1620161-87-6 (6S,9S,15S)-methyl 6,9-dibenzyl-15-(3-guanidinopropyl)-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate 

Relevant articles and documents

Modified histidine containing amphipathic ultrashort antifungal peptide, His[2-p-(n-butyl)phenyl]-Trp-Arg-OMe exhibits potent anticryptococcal activity

In pursuit of ultrashort peptide-based antifungals, a new structural class, His(2-aryl)-Trp-Arg is reported. Structural changes were investigated on His-Trp-Arg scaffold to demonstrate the impact of charge and lipophilic character on the biological activity. The presence and size of the aryl moiety on imidazole of histidine modulated overall amphiphilic character, and biological activity. Peptides exhibited IC50 of 0.37–9.66 μg/mL against C. neoformans. Peptide 14f [His(2-p-(n-butyl)phenyl)-Trp-Arg-OMe] exhibited two-fold potency (IC50 = 0.37 μg/mL, MIC = 0.63 μg/mL) related to amphotericin B, without any cytotoxic effects up to 10 μg/mL. Peptide 14f act by nuclear fragmentation, membranes permeabilization, disruption and pore formations in the microbial cells as determined by the mechanistic studies employing Trp-quenching, CLSM, SEM, and HR-TEM. The amalgamation of short sequence, presence of appropriate aryl group on L-histidine, potent anticryptococcal activity, no cytotoxicity, and detailed mechanistic studies directed to the identification of 14f as a new antifungal structural lead.