Monday, March 26, 2012

How to get Fmoc-Val-OH?

Fmoc-Val-OH
CAS No.:68858-20-8
Molecular formula:C20H21NO4
Molecular weight:339.4
Purity(HPLC):98.5% min.
Fmoc-Val-OH is white crystalline powder with melting point of 143~146 ℃. Specific rotation(20/D) is -17o (c=1, DMF).
Fmoc-Val-OH is a solid phase peptide synthesis (SPPS)that has been the most efficient method for the preparation of peptides since its introduction in 1963 by Bruce Merrifield. The t-Boc amino acid derivatives had been used dominantly for the SPPS until the Fmoc chemistry was introduced to overcome the t-Boc chemistry problems, repetitive TFA treatment which might catalyze the side reactions and cleave the peptide chain prematurely. In Fmoc synthesis, the growing peptide is subjected to mild base treatment using piperidine to remove the Fmoc group, and TFA is required only for the final deprotection and cleavage from the resin. The comparison experiments  between Fmoc and t-Boc approache indicate that Fmoc chemistry is more reliable and tends to give the desired peptides in better purities.
Attaching the first amino acid to the resin requires special protocols, and racemization of the Fmoc-amino acid can result when special precautions are not taken. Using pre-loaded Fmoc-amino acid Wang resins save time and effort.
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