86060-94-8

Basic information

• Product Name: FMOC-MET-OPFP
• Synonyms: N-ALPHA-FMOC-L-METHIONINE PENTAFLUOROPHENYL ESTER;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-METHIONINE PENTAFLUORPHENYL ESTER;FMOC-MET-OPFP;FMOC-METHIONINE-OPFP;FMOC-L-METHIONINE PENTAFLUOROPHENYL ESTER;FMOC-L-MET-OPFP;NALPHA-9-Fluorenylmethoxycarbonyl-L-methionine pentafluorophenyl ester;N(fluorenylmethoxycarbonyl)-L-methionine pentafluorophenyl
• CAS NO: 86060-94-8
• Molecular Formula: C₂₆H₂₀F₅NO₄S
• Molecular Weight: 537.5
• Product Categories: Amino Acids;Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86060-94-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 101-103℃
• Boiling Point: 650.6 °C at 760 mmHg
• Flash Point: 347.3 °C
• Appearance: white powder
• Density: 1.408 g/cm³
• Vapor Pressure: 8.27E-17mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• PKA: 10.09±0.46(Predicted)
• CAS DataBase Reference: FMOC-MET-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-MET-OPFP(86060-94-8)
• EPA Substance Registry System: FMOC-MET-OPFP(86060-94-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 86060-94-8(Hazardous Substances Data)

Usage

General Description

FMOC-MET-OPFP is a chemical compound consisting of a fluorenylmethyloxycarbonyl (FMOC) protecting group attached to a methionine (MET) residue, which in turn is linked to an o,p-phenylenebis(oxycarbonyl) (OPFP) moiety. FMOC-MET-OPFP is commonly used in the synthesis and modification of peptides and proteins. The FMOC group serves to protect the amine group of the methionine residue during peptide synthesis, while the OPFP group can be used for the introduction of crosslinking functionality in peptides. FMOC-MET-OPFP is an important tool in the field of peptide chemistry, enabling the design and creation of novel peptides with diverse functions and applications.

InChI:InChI=1/C26H20F5NO4S/c1-37-11-10-18(25(33)36-24-22(30)20(28)19(27)21(29)23(24)31)32-26(34)35-12-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,17-18H,10-12H2,1H3,(H,32,34)/t18-/m0/s1

Upstream product

• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 
• 63-68-3 L-methionine 
• 71989-28-1 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 244633-31-6 pentafluorophenyl 4-nitrobenzenesulfonate 
• 103321-54-6 Fmoc-methioninechloride 

Downstream Products

• 140684-61-3 Fmoc-Met-Thr(Bzl)-Thr(Bzl)-Ala-Gln-Gly-O^tBu 
• 133565-47-6 Fmoc-Met-ol 
• 252570-76-6 C₇₄H₁₁₀N₂₀O₁₆S 
• 252570-77-7 C₇₄H₁₁₀N₂₀O₁₆S 
• 252570-75-5 C₆₆H₁₀₅N₁₉O₁₆S 
• 252570-74-4 C₇₁H₁₀₅N₁₉O₁₅S 
• 252570-79-9 C₈₂H₁₁₅N₂₁O₁₆S 
• 252570-73-3 C₆₉H₁₀₄N₁₈O₁₅S 
• 1334511-52-2 N-(9-fluorenylmethoxycarbonyl)-L-methionyl-N-ethyl-S-triphenylmethyl-L-cysteine 
• 1947-37-1 cholecystokinin-4 

Relevant articles and documents

Synthesis of aryl esters of protected amino acids from aryl sulfonates

Aryl esters of Boc- and Fmoc-protected amino acids derived from electron-deficient phenols have been prepared in good yields from aryl 4- nitrobenzenesulfonates in the presence of 1-hydroxy-benzotriazole as catalyst.

9-Fluorenylmethyl Pentafluorophenyl Carbonate as a Useful Reagent for the Preparation of N-9-Fluorenylmethyloxycarbonylamino Acids and their Pentafluorophenyl Esters

9-Fluorenylmethyl pentafluorophenyl carbonate is a useful reagent for the efficient, side reaction-free introduction of N-9-fluorenylmethyloxycarbonyl protecting group into amino acids and for the subsequent preparation of their pentafluorophenyl esters.Some new compounds of both types are described.