136554-94-4

Basic information

• Product Name: FMOC-D-TRP-OPFP
• Synonyms: N-Fmoc-D-tryptophan pentafluorophenyl ester;FMOC-D-TRP-OPFP;FMOC-D-TRYPTOPHAN-OPFP;FMOC-D-TRYPTOPHAN PENTAFLUOROPHENYL ESTER;N-ALPHA-FMOC-D-TRYPTOPHAN PENTAFLUOROPHENYL ESTER;(R)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(1H-indol-3-yl)propanoate;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan pentafluorophenyl ester;D-Tryptophan,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
• CAS NO: 136554-94-4
• Molecular Formula: C32H21F5N2O4
• Molecular Weight: 592.51
• Product Categories: Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 136554-94-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 755.176 °C at 760 mmHg
• Flash Point: 410.516 °C
• Appearance: /Solid
• Density: 1.453 g/cm³
• Refractive Index: 1.631
• Storage Temp.: -15°C
• PKA: 10.27±0.46(Predicted)
• CAS DataBase Reference: FMOC-D-TRP-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-TRP-OPFP(136554-94-4)
• EPA Substance Registry System: FMOC-D-TRP-OPFP(136554-94-4)

Safety Data

• Hazardous Substances Data: 136554-94-4(Hazardous Substances Data)

Usage

General Description

FMOC-D-TRP-OPFP is a chemical compound consisting of FMOC (9-fluorenylmethoxycarbonyl), D-TRP (D-tryptophan), and OPFP (octyloxyphenyl). FMOC-D-TRP-OPFP is commonly used in peptide synthesis and solid-phase peptide synthesis due to its ability to protect the amine group of the amino acid. The FMOC group is easily removed under mild acidic conditions, making it a popular choice for the synthesis of peptides. D-TRP is a modified form of the amino acid tryptophan, and OPFP is a protecting group commonly used in peptide chemistry to block specific functional groups during synthesis.Overall, FMOC-D-TRP-OPFP is a crucial component in the production of peptides and plays a key role in protecting specific amino acid functional groups during solid-phase 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-/m1/s1

Upstream product

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

Downstream Products

• 439613-95-3 H-Phe-Val-Trp-Ile-NH₂ 
• 1947-37-1 cholecystokinin-4 

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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