86061-00-9

Basic information

• Product Name: FMOC-GLN-OPFP
• Synonyms: FMOC-GLN-OPFP;FMOC-GLUTAMINE-OPFP;FMOC-L-GLUTAMINE PENTAFLUOROPHENYL ESTER;N-ALPHA-FMOC-L-GLUTAMINE PENTAFLUOROPHENYL ESTER;NALPHA-9-Fluorenylmethoxycarbonyl-L-glutamine pentafluorophenyl ester;(9-fluorenylmethoxycarbonyl)-L-glutamine pentafluorophenyl;(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-amino-5-oxopentanoate;N-(9-Fluorenylmethoxycarbonyl)-L-glutamine pentafluorophenyl ester
• CAS NO: 86061-00-9
• Molecular Formula: C₂₆H₁₉F₅N₂O₅
• Molecular Weight: 534.43
• Product Categories: Amino Acids;Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86061-00-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 153-154℃ (ethanol hexane )
• Boiling Point: 717.926 °C at 760 mmHg
• Flash Point: 387.988 °C
• Appearance: /
• Density: 1.45 g/cm³
• Refractive Index: 1.573
• Storage Temp.: -15°C
• PKA: 10.15±0.46(Predicted)
• CAS DataBase Reference: FMOC-GLN-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-GLN-OPFP(86061-00-9)
• EPA Substance Registry System: FMOC-GLN-OPFP(86061-00-9)

Safety Data

• Hazardous Substances Data: 86061-00-9(Hazardous Substances Data)

Usage

Description

FMOC-GLN-OPFP, with the chemical name 9-fluorenylmethoxycarbonyl-L-glutamine (4-(trifluoromethyl)phenyl) ester, is a glutamine derivative that serves as a valuable building block in the field of organic chemistry and peptide synthesis. It is characterized by its unique structure, which includes a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a 4-(trifluoromethyl)phenyl ester moiety, making it a versatile compound for various applications.

Uses

Used in Pharmaceutical Industry:
FMOC-GLN-OPFP is used as a building block for the synthesis of anti-HIV-1 peptide derivatives. Its incorporation into peptide structures allows for the development of therapeutic agents that can target and combat the Human Immunodeficiency Virus Type 1 (HIV-1), contributing to the advancement of treatments for HIV/AIDS.
Used in Organic Chemistry:
As a glutamine derivative, FMOC-GLN-OPFP is utilized in the synthesis of various organic compounds and molecules. Its unique structure, featuring the Fmoc protecting group and the 4-(trifluoromethyl)phenyl ester, makes it a suitable candidate for the creation of complex organic molecules with potential applications in various fields, such as pharmaceuticals, materials science, and agrochemicals.
Used in Peptide Synthesis:
FMOC-GLN-OPFP plays a crucial role in peptide synthesis, where it serves as a protected amino acid building block. The Fmoc group provides a stable and easily removable protecting group for the amino side chain, facilitating the stepwise assembly of peptide sequences. This allows for the efficient and controlled synthesis of peptides with specific functions and properties, such as those with anti-HIV-1 activity or other therapeutic applications.

InChI:InChI=1/C26H19F5N2O5/c27-19-20(28)22(30)24(23(31)21(19)29)38-25(35)17(9-10-18(32)34)33-26(36)37-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H2,32,34)(H,33,36)/t17-/m0/s1

Upstream product

• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 71989-20-3 N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine 

Downstream Products

• 143063-37-0 Fmoc-Gln-Arg(Mtr)-OH 
• 113-79-1 Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH₂ 
• 125453-47-6 1-(N-Fluorenylmethoxycarbonyl-L-glutamylamino)-1-((benzyloxycarbonyl)amino)methane 
• 143063-40-5 Fmoc-Thr(tBu)-Gln-Arg(Mtr)-Phe-OBzl 
• 143063-43-8 H-Glu(OtBu)-Thr(tBu)-Gln-Arg(Mtr)-Phe-OBzl 
• 143063-38-1 Fmoc-Gln-Arg(Mtr)-Phe-OBzl 
• 143063-41-6 H-Thr(tBu)-Gln-Arg(Mtr)-Phe-OBzl 
• 143038-19-1 Fmoc-Ser(^tBu)-Phe-Gln-Glu(O^tBu)-OH 
• 143038-32-8 Fmoc-Phe-Gln-Glu(OtBu)-OH 
• 143063-39-2 H-Gln-Arg(Mtr)-Phe-OBzl 
• 143038-33-9 H-Phe-Gln-Glu(OtBu)-OH 
• 143063-42-7 Fmoc-Glu(OtBu)-Thr(tBu)-Gln-Arg(Mtr)-Phe-OBzl 

Relevant articles and documents

Preparation and Applications of Pentafluorophenyl Esters of 9-Fluorenylmethyloxycarbonyl Amino Acids for Peptide Synthesis

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