Fmoc-L-Alanine Pentafluorophenyl Ester, CAS No. 86060-86-8

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86060-86-8

Catalog No. EBD222730

CAS 86060-86-8

Name Fmoc-L-Alanine Pentafluorophenyl Ester

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Basic Information

Synonyms: Fmoc-L-AlaninePentafluorophenylEster n-alpha-(9-fluorenylmethyloxycarbonyl)-l-alaninepentafluorphenylester n-alpha-fmoc-l-alaninepentafluorophenylester fmoc-alanine-opfp fmoc-ala-opfp fmoc-l-ala-opfp nalpha-9-fluorenylmethoxycarbonyl-l-alaninepentafluorophenylester n-(9-fluorenylmethoxycarbonyl)-l-alaninepentafluorophenyl pentafluorophenylN-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alaninate

Molecular Formula: C24H16F5NO4

Molecular Weight: 477.38

MDL Number: MFCD00065612

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Basic Synthetic Reagents > Condensation Reagents

Product Description:

N-Fmoc-L-alanine pentafluorophenyl ester is a protected amino acid derivative widely used in solid-phase peptide synthesis (SPPS). It features an N-terminal 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a pentafluorophenyl (Pfp) ester as the activated carboxyl component. The Fmoc group is base-labile and is commonly removed using piperidine, while the Pfp ester is a highly reactive acylating agent. Its primary application is as a building block for the automated, stepwise assembly of peptides. The Pfp ester reacts efficiently with the free amino group of a growing peptide chain anchored to a resin, facilitating rapid and high-yielding coupling reactions. This reagent is particularly valued for its stability, ease of handling, and the minimal racemization associated with its use, making it a staple in both research and industrial-scale peptide production. Beyond its role as a protected amino acid monomer, it serves as a specialized peptide coupling reagent. The compound is typically stored under inert conditions to maintain its reactivity and is handled with standard laboratory safety precautions due to its potential as a skin and respiratory irritant.

Physical Properties

Boiling Point: 574.072 °C at 760 mmHg

Flash Point: 300.988 °C

Density: 1.426 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: white to yellow powder