13836-37-8

Basic information

• Product Name: Boc-Arg(Tos)-OH
• Synonyms: BOC-ARG(TOS);BOC-ARG(TOS)-OH;BOC-ARGININE(TOS)-OH;BOC-L ARGININE (TOS);BOC-L-ARGININE(TOSYL);BOC-L-ARG(TOS);BOC-L-ARG(TOS)-OH;BOC-L-ARG(TOS)-OH ETOAC
• CAS NO: 13836-37-8
• Molecular Formula: C₁₈H₂₈N₄O₆S
• Molecular Weight: 428.51
• EINECS: 237-549-2
• Product Categories: Amino Acid Derivatives;Amino Acids;Arginine [Arg, R];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 13836-37-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: ~90 °C (dec.)
• Appearance: White to off-white/Powder
• Density: 1.31 g/cm³
• Refractive Index: 1.575
• Storage Temp.: -15°C
• PKA: 3.95±0.21(Predicted)
• BRN: 2683538
• CAS DataBase Reference: Boc-Arg(Tos)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Arg(Tos)-OH(13836-37-8)
• EPA Substance Registry System: Boc-Arg(Tos)-OH(13836-37-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13836-37-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Boc-Arg(Tos)-OH, is an arginine derivative and a building block used in peptide chemistry.

General Description

crystallized with ~10% (w/w) ethyl acetate

InChI:InChI=1/C18H28N4O6S/c1-12-7-9-13(10-8-12)29(26,27)22-16(19)20-11-5-6-14(15(23)24)21-17(25)28-18(2,3)4/h7-10,14H,5-6,11H2,1-4H3,(H,21,25)(H,23,24)(H3,19,20,22)

Upstream product

• 2651-15-2 N-[bis(methylthio)methylene]-p-toluenesulfonamide 

Downstream Products

• 110392-41-1 Ac-L-Phe-L-Arg-NH₂ 
• 141261-61-2 Cyclo(-Arg(Tos)-Gly-Asp(OcHex)-Phg-)2 
• 141261-60-1 Cyclo(-Arg(Tos)-Gly-Asp(OcHex)-Phg-) 
• 141261-62-3 Cyclo(-Arg-Gly-Asp-Phg-) 
• 73995-36-5 Boc-Arg(Tos)-ONSu 

Relevant articles and documents

A highly effective method for synthesis of N(ω)-substituted arginines as building blocks for Boc/Fmoc peptide chemistry

Chemically and optically pure N(ω)-substituted arginine derivatives were prepared with high yields in two steps, starting from N(α)-protected ornithine and ArSO2N=C(SMe)2. The compounds were applied to solid phase peptide synthesis using Boc as well as Fmoc chemistries.

Stable polypeptides having c-AMP production enhancing activity and the use thereof

Disclosed are (1) a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof: wherein X is hydrogen atom; or a lower alkyl group which may be substituted with a member selected from the group consisting of hydroxy group, substituted or unsubstituted amino group, carboxyl group, carbamoyl group, and substituted or unsubstituted aromatic group; and Y is one of amino acids or peptides consisting of 1 to 16 amino acid residues counted from the N-terminal side of Leu-Ala-Ala-Val-Leu-Gly-Lys-Arg-Tyr-Lys-Gln-Arg-Val-Lys-Asn-Lys SEQ ID NO: 20, and (2) a pharmaceutical composition comprising a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof, which has remarkable c-AMP activity and is useful as a nerve activating agent.

Antigen determinant peptides and a process for the preparation thereof

Antigen determinant peptides of the general formula I, H - Val - X - Y (I), in which X represents an octapeptidic to undecapeptidic sequence of a defined structure, Tyr-Tyr-Arg-Asp-Ser-Arg-Asn-Pro-Leu,Phe-Ile-His-Asn-Phe-Lys-Arg-Lys-Gly,Val-Pro-Arg-Arg-Lys-Ala-Lys-Ile,Leu-His-Thr-Gly-Glu-Arg-Asp-Trp-His-Leu-Gly,Ser-Gly-Lys-Ala-Arg-Gly-Trp-Phe, or Ser-Ile-Glu-Trp-Arg-Lys-Lys-Arg-Tyr-Ser, and Y stands for a hydroxyl or an amino group,available by fragment synthesis or successive condensation of the respective amino acid residues (stepwise build-up) in solution or on a solid carrier, are expected to be of use as diagnostic agents for the so-called acquired immunodeficiency syndrome (AIDS), and also to have a potential as monodeterminant antibodies and safe synthetic vaccine agents combating the human T-cell lymphotropic type III virus (HTLV-III, HIV).