86069-87-6

Basic information

• Product Name: FMOC-TRP-OPFP
• Synonyms: FMOC-L-TRYPTOPHAN PENTAFLUOROPHENYL ESTER;FMOC-TRYPTOPHAN-OPFP;FMOC-TRP-OPFP;N-ALPHA-FMOC-L-TRYPTOPHAN PENTAFLUOROPHENYL ESTER;NALPHA-9-Fluorenylmethoxycarbonyl-L-tryptophanpentafluoroph;NALPHA-9-Fluorenylmethoxycarbonyl-L-tryptophan pentafluorophenyl ester;(fluorenylmethoxycarbonyl)-L-tryptophan pentafluorophenyl;(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(1H-indol-3-yl)propanoate
• CAS NO: 86069-87-6
• Molecular Formula: C₃₂H₂₁F₅N₂O₄
• Molecular Weight: 592.51
• Product Categories: Amino Acids;Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86069-87-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 184-185℃
• Boiling Point: 755.2oC at 760 mmHg
• Flash Point: 410.5oC
• Appearance: White/Powder
• Density: 1.452g/cm3
• Vapor Pressure: 1.08E-22mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• BRN: 4228691
• CAS DataBase Reference: FMOC-TRP-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-TRP-OPFP(86069-87-6)
• EPA Substance Registry System: FMOC-TRP-OPFP(86069-87-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 86069-87-6(Hazardous Substances Data)

Usage

General Description

FMOC-TRP-OPFP is a chemical compound often used in peptide synthesis. It consists of three main components: the FMOC group, which is a protective group used during peptide synthesis to protect the amine group of an amino acid; the TRP residue, which is an abbreviation for tryptophan and is an essential amino acid with a bulky indole ring; and the OPFP group, which is a protecting group commonly used for phenolic hydroxyl groups. FMOC-TRP-OPFP is commonly used in solid-phase peptide synthesis to protect the tryptophan residue during the synthetic process, allowing for efficient and controlled peptide synthesis.

InChI:InChI=1/C32H21F5N2O4/c33-25-26(34)28(36)30(29(37)27(25)35)43-31(40)24(13-16-14-38-23-12-6-5-7-17(16)23)39-32(41)42-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,38H,13,15H2,(H,39,41)/t24-/m0/s1

Upstream product

• 14533-84-7 pentafluorophenyl trifloroacetate 
• 35737-15-6 Fmoc-Trp-OH 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 73-22-3 L-Tryptophan 
• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 

Downstream Products

• 86061-09-8 (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{(S)-2-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid tert-butyl ester 
• 1947-37-1 cholecystokinin-4 
• 130738-29-3 Fmoc-Trp-Ala-Gly-Gly-Phe-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl 
• 130738-28-2 Fmoc-Trp-Ala-Gly-Gly-Asp(OBzl)-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl 
• 439613-95-3 H-Phe-Val-Trp-Ile-NH₂ 
• 86060-85-7 Fmoc-Gly-OPfp 
• 86091-60-3 (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{(S)-2-[(S)-2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid tert-butyl ester 
• 86091-61-4 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide 
• 51987-61-2 H-Trp-Leu-Asp(O-t-Bu)-Phe-NH₂ 

Relevant articles and documents

PREPARATION OF PENTAFLUOROPHENYL ESTERS OF FMOC PROTECTED AMINO ACIDS WITH PENTAFLUOROPHENYL TRIFLUOROACETATE

A high yield procedure for the preparation of pentafluorophenyl esters of Nα-9-fluorenylmethyloxycarbonyl protected amino acids is described.The procedure utilizes pentafluorophenyl trifluoroacetate.

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

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