Cas no 86060-94-8 (Fmoc-Met-OPfp)

Fmoc-Met-OPfp (N-(9-Fluorenylmethoxycarbonyl)-L-methionine pentafluorophenyl ester) is a protected amino acid derivative widely used in solid-phase peptide synthesis (SPPS). The Fmoc group provides orthogonal protection for the α-amino group, while the pentafluorophenyl (OPfp) ester enhances reactivity as an activated carboxyl component, facilitating efficient coupling with amino groups. This derivative is particularly valuable for introducing methionine residues into peptide chains with high selectivity and minimal racemization. Its stability under standard Fmoc-SPPS conditions and compatibility with a range of solvents make it a reliable choice for peptide chemists. Proper handling under inert conditions is recommended to preserve reactivity.
Fmoc-Met-OPfp structure
Fmoc-Met-OPfp structure
Product Name:Fmoc-Met-OPfp
CAS No:86060-94-8
MF:C26H20F5NO4S
MW:537.498323440552
MDL:MFCD00065665
CID:720773
PubChem ID:24871035
Update Time:2025-06-07

Fmoc-Met-OPfp Chemical and Physical Properties

Names and Identifiers

    • L-Methionine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
    • FMOC-MET-OPFP
    • H-Phe-OH
    • L-Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester (9CI)
    • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-methionine 2,3,4,5,6-pentafluorophenyl ester (ACI)
    • Fmoc-Met-OPfp
    • MDL: MFCD00065665
    • Inchi: 1S/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
    • InChI Key: OKDPSRDTLNXPFQ-SFHVURJKSA-N
    • SMILES: C(C1C2=CC=CC=C2C2C=CC=CC1=2)OC(=O)N[C@@H](CCSC)C(=O)OC1C(F)=C(F)C(F)=C(F)C=1F

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 37
  • Rotatable Bond Count: 11

Experimental Properties

  • Color/Form: White powder
  • Density: 1.408±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 101-103 oC
  • Solubility: Insuluble (1.1E-6 g/L) (25 oC),
  • Solubility: Not determined

Fmoc-Met-OPfp Security Information

Fmoc-Met-OPfp Pricemore >>

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Fmoc-Met-OPfp Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Ethyl acetate
Reference
9-Fluorenylmethyl pentafluorophenyl carbonate as a useful reagent for the preparation of N-[(9-fluorenylmethoxy)carbonyl] amino acids and their pentafluorophenyl esters
Schon, Istvan; Kisfaludy, Lajos, Synthesis, 1986, (4), 303-5

Fmoc-Met-OPfp Raw materials

Fmoc-Met-OPfp Preparation Products

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