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101mer Proteins with Liberty Blue

November 10, 2015

“The Liberty Blue is fast, reliable, and makes difficult peptides in high purity. We are very satisfied with the Liberty Blue and would highly recommend it for both protein synthesis and methodological development.”

Prof. Fernando Albericio
Group Leader Chemistry & Molecular Pharmacology
Institute for Research in Biomedicine (IRB) - University of Barcelona

 

Professor Fernando Albericio is a globally recognized pioneer in peptide synthesis with research covering all aspects of peptide synthesis and combinatorial chemistry methodologies. In 1981, he received his Ph.D. from the University of Barcelona under the supervision of Prof. Ernest Giralt. Subsequently, he completed postdoctoral work at Tufts University, the Université d’Aix-Marseille, and the University of Minnesota. In 1994, he received the Leonidas Zervas award from the European Peptide Society. Since 1995, he has been a Professor at the University of Barcelona and Group Leader at the Institute for Research in Biomedicine (IRB) . To date, Prof. Albericio has published more than 750 papers, co-authored 3 books, and holds more than 50 patents.

 

The Albericio group has recently been active in improving the coupling process during solid phase peptide synthesis cycles. Some of his recent work includes highlighting the effective use of 2-methyltetrahydrofuran (2-Me-THF)1 and tetrahydrofuran (THF) or acetonitrile (ACN)2 as more environmentally friendly solvent replacements for DMF. Additionally, an improved coupling involving the hydrochloride salt of 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) with the potassium salt of the Oxyma/Oxyma-B additives were disclosed3. Furthermore, a Tetrahydropyranyl (Thp) side chain protecting group for cysteine was recently used that showed improvements toward epimerization and C-terminal 3-(1-piperidinyl)alanine formation4. Advantageously, the Thp protecting group shown in Figure 1 also improved the solubility of cysteine containing peptides compared to the traditional Trityl (Trt) protection. Together, these improvements offer important advancements toward green peptide chemistry and enhancement of synthesis quality.

Synthesis of Fmoc-Cys(Thp)-OH

Figure 1. Synthesis of Fmoc-Cys(Thp)-OH 

 

 

The Albericio group acquired CEM’s Liberty Blue™ Peptide Synthesizer in 2014 (Figure 2). Prof. Albericio commented that the system has been useful for protein synthesis research and methodology development due to its speed and ability to make difficult peptides. Recently, the Liberty Blue was utilized to make a 101mer HIV-protease analog. The 101mer protein was able to be purified and used for subsequent studies. Prof. Albericio added “The Liberty Blue is fast, reliable, and makes difficult peptides in high purity. We are very satisfied with the Liberty Blue and would highly recommend it for both protein synthesis and methodological development.”

 

Fernando Albericio and Gerardo Acosta with Liberty Blue

 Figure 2. Prof. Fernando Albericio and Researcher Gerardo Acosta with the Liberty Blue

 

 

A Selection of Recent Publications from the Albericio Group:

 

[1] 2-Methyltetrahydrofuran and cyclopentyl methyl ether for green solid-phase peptide synthesis

Amino Acids 2015, 137 Sep 24. [Epub ahead of print]

DOI: 10.1007/s00726-015-2095-x

 

[2] Peptide synthesis beyond DMF: THF and ACN as excellent and friendlier alternatives

Org. Biomol. Chem., 2015, 13, 2393–2398

DOI: 10.1039/C4OB02046D

 

[3] EDC*HCl and Potassium Salts of Oxyma and Oxyma-B as Superior Coupling Cocktails for Peptide Synthesis

Eur. J. Org. Chem. 2015, 14, 3116-3120

DOI: 10.1002/ejoc.201500142

 

[4] Tetrahydropyranyl, a Nonaromatic Acid-Labile Cys Protecting Group

Org. Lett. 2015, 17(7), 1680-1683

DOI: 10.1021/acs.orglett.5b00444

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