102185-38-6

Basic information

• Product Name: BOC-ARG(MTS)-OH
• Synonyms: N-ALPHA-BOC-N(G)-MESITYLENESULFONYL-L-ARGININE;N-ALPHA-T-BOC-N-OMEGA-MESITYLENE-SULFONYL-L-ARGININE MONOCYCLOHEXYLAMMONIUM SALT;N-ALPHA-T-BUTOXYCARBONYL-N-OMEGA-(2-MESITYLENESULFONYL)-L-ARGININE 2-MESITYLENESULFONYL;N-ALPHA-TERT-BUTYLOXYCARBONYL-N'-(MESITYLENE-2-SULFONYL)-L-ARGININE;BOC-ARG(MTS)-OH;BOC-L-ARG(MTS);BOC-L-ARG(MTS)-OH;BOC-L-ARGININE (MTS)
• CAS NO: 102185-38-6
• Molecular Formula: C₂₁H₃₄N₄O₇S
• Molecular Weight: 486.59
• Product Categories: Amino Acids
• Mol File: 102185-38-6.mol
• Article Data: 0

Chemical Properties

• Appearance: White to off-ehite/Powder
• Density: 1.28g/cm3
• Refractive Index: 1.568
• Storage Temp.: −20°C
• CAS DataBase Reference: BOC-ARG(MTS)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ARG(MTS)-OH(102185-38-6)
• EPA Substance Registry System: BOC-ARG(MTS)-OH(102185-38-6)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 102185-38-6(Hazardous Substances Data)

Usage

Description

BOC-ARG(MTS)-OH, also known as tert-Butoxycarbonyl-L-arginine (MTS) ester, is a synthetic compound with a white powder appearance. It is a derivative of the naturally occurring amino acid L-arginine, featuring a tert-butoxycarbonyl (BOC) protecting group and an (MTS) ester functional group. The Mtr-guanidine protection of Arg in this compound allows for more facile acid-catalyzed cleavage compared to the tosyl protection, making it a useful building block in the synthesis of various bioactive peptides and pharmaceuticals.

Uses

Used in Pharmaceutical Synthesis:
BOC-ARG(MTS)-OH is used as a key intermediate in the synthesis of pharmaceuticals for various therapeutic applications. The compound's unique chemical properties, such as the Mtr-guanidine protection of Arg, enable the efficient synthesis of complex peptide-based drugs with improved stability and bioavailability.
Used in Peptide Synthesis:
In the field of peptide chemistry, BOC-ARG(MTS)-OH serves as a valuable building block for the construction of peptide sequences. Its acid-labile protecting group allows for selective deprotection and subsequent coupling reactions, facilitating the assembly of longer peptide chains with precise control over the sequence and structure.
Used in Research and Development:
BOC-ARG(MTS)-OH is utilized as a research tool in the development of new drugs and therapies. Its unique chemical properties make it an attractive candidate for studying the structure-activity relationships of bioactive peptides and for exploring novel methods of drug delivery and targeting.
Used in Drug Delivery Systems:
BOC-ARG(MTS)-OH can be incorporated into drug delivery systems to improve the stability, solubility, and bioavailability of peptide-based therapeutics. Its acid-labile protecting group can be exploited to enable controlled release of the active peptide in response to specific environmental triggers, such as changes in pH or the presence of specific enzymes.

InChI:InChI=1/C20H32N4O6S/c1-12-10-13(2)16(14(3)11-12)31(28,29)24-18(21)22-9-7-8-15(17(25)26)23-19(27)30-20(4,5)6/h10-11,15H,7-9H2,1-6H3,(H,23,27)(H,25,26)(H3,21,22,24)/t15-/m0/s1

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