200132-16-7

Basic information

• Product Name: FMOC-ARG(PBF)-OPFP
• Synonyms: N-α-Fmoc-NG-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine pentafluorophenyl ester;N-alpha-Fmoc-N-gamma-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine pentafluorophenyl ester;Fmoc-Arg(Pbf)-OPfp;(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)pentanoate;Fmoc-Nw-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine pentafluorophenyl ester;FMoc-Arg(Pbf)-OPfp ( FMoc-Arg(Pbf)-OPfp );Fmoc-Arg(Pbf)-OPfp technical, >=80% (HPLC)
• CAS NO: 200132-16-7
• Molecular Formula: C40H39F5N4O7S
• Molecular Weight: 814.825
• Product Categories: amino
• Mol File: 200132-16-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.44 g/cm3
• Refractive Index: 1.616
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: FMOC-ARG(PBF)-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ARG(PBF)-OPFP(200132-16-7)
• EPA Substance Registry System: FMOC-ARG(PBF)-OPFP(200132-16-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 200132-16-7(Hazardous Substances Data)

Usage

General Description

FMOC-ARG(PBF)-OPFP is a chemical compound used in peptide synthesis and research. It consists of three main components: FMOC, which is a protective group for amino acids, ARG(PBF), which is an amino acid derivative, and OPFP, which is a protecting group for the amine group of the amino acid. The FMOC group allows for the selective deprotection of the amino acid, while the ARG(PBF) group serves as an amino acid building block with a specific protecting group, and the OPFP group helps to protect the amine group from unwanted reactions during peptide synthesis. FMOC-ARG(PBF)-OPFP is important for the controlled and precise synthesis of peptides in chemical and biological research.

InChI:InChI=1/C40H39F5N4O7S/c1-19-20(2)36(21(3)26-17-40(4,5)56-34(19)26)57(52,53)49-38(46)47-16-10-15-28(37(50)55-35-32(44)30(42)29(41)31(43)33(35)45)48-39(51)54-18-27-24-13-8-6-11-22(24)23-12-7-9-14-25(23)27/h6-9,11-14,27-28H,10,15-18H2,1-5H3,(H,48,51)(H3,46,47,49)/t28-/m0/s1

Relevant articles and documents

METHOD FOR PRODUCING BIVALIRUDIN

A method for producing bivalirudin using solid phase peptide synthesis by the following steps: a) mixing a Fmoc-amino acid resin or a Fmoc-peptide resin with a de-protective agent so as to remove Fmoc-; b) in the presence of a condensing agent, condensing a Fmoc- or Boc-amino acid with the amino acid or the peptide bound to the resin; c) repeating the steps a) and b) to yield a peptide resin represented by Formula I, (SEQ?ID?NO.?1) Boc-D-Phe1-Pro2-Arg(Pbf)3-Pro4-Gly5-Gly6-Gly7- Gly8-Asn(Trt)9-Gly10-Asp(OtBu)11-Phe12-Glu (OtBu)13-Glu(OtBu)14-Ile15-Pro16-Glu(OtBu)17-Glu (OtBu)18-Tyr(tBu)19-Leu20-Resin?(I) and d) in the presence of a cleavage agent, separating the peptide from the resin to yield bivalirudin represented by Formula II (SEQ ID NO. 2). D-Phe-Pro-Arg-Pro-Gly-Gly-Gly-Gly-Asn-Gly-Asp-Phe- Glu-Glu-Ile-Pro-Glu-Glu-Tyr-Leu?(II) Based on its total volume, the de-protective agent is composed of between 3 and 20% of piperidine and between 0.5 and 10% of bicyclic amidine. The method is low in cost and the resultant bivalirudin has high purity.