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Unusual Amino Acids Unusual Amino Acids
Advanced ChemTech Product Spotlight: Fmoc gamma-Carboxylglutamic Acid

Fmoc gamma-Carboxlyglutamic Acid (Gla), CB7002 and CB7004, first found in the vitamin K-dependent blood clotting factor prothrombin, is an important amino acid in complexing calcium ions when incorporated in peptides and proteins. These Gla residues allow vitamin K-dependent proteins to bind calcium necessary for their biological functions in blood coagulation, bone hemeostasis and other areas1. It is found naturally in Conantonkin-T which is a 21 aminoamino acid peptide extracted from the venom of fish hunting cone snail, Conus tulipa2. Conantonkin-T inhibits N-methyl-D-Aspartate (NMDA) receptor mediated calcium influx in central nervous system neurons as evidenced by the sleep-like symptoms observed in young mice treated with the peptide. Glas is also found in alpha-Conotoxins Vc1.1 Rg1A which are peptides from the venom of marine Conus snails and are currently in development as a treatment for neuropathic pains3.

1Jian-Ke Tie, Da-Yun Jin, David R. Loiselle, R. Marshall Pope, David L. Straight and Darrell W. Stafford J. Biol. Chem. 2004 279: 54079-54087. First published on October 18, 2004, doi:10.1074/jbc.M408945200
2JA Haack, J River, TN Parks, EE Mena, LJ Cruz, BM Olivera, J Biol Chem (1990)265: 6025-9
3B Callaghan, A Haythornthwaite, G Berecki, RJ Clark, DJ Craick, DJ Adams J Neurosci (2008) 28: 10943-51


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