19794-53-7Relevant articles and documents
Marine Cyanobacterial Fatty Acid Amides Acting on Cannabinoid Receptors
Montaser, Rana,Paul, Valerie J.,Luesch, Hendrik
, p. 2676 - 2681 (2012)
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An efficient chemoenzymatic method to prepare optically active O-methyl-l-serine
Wang, Zhi-Yuan,Xu, Li-Sheng,Gao, Ji,Liu, Jun-Zhong,Zhang, Hong-Juan,Liu, Qian,Jiao, Qing-Cai
, p. 1653 - 1656 (2013/02/23)
O-Methyl-l-serine and its derivatives are relevant in peptide synthesis (food, pharmaceuticals, and cosmetics). Optically active O-methyl-l-serine was prepared using a chemoenzymatic method from inexpensive acrylamide. Our method is a four step reaction sequence; bromination of acrylamide; etherification of dibromopropionamide; ammonolysis of α-bromo-β-methoxy-propionamide; enzymatic racemization; and selective hydrolysis. The double-enzyme catalyst system, which consists of α-amino-*-caprolactam racemase (Locus, E01594) and peptidase B (Locus, D84499), was successfully applied to produce enantiopure O-methyl-l-serine (ee >99.9%) in high yield (>99.7%). Optically active O-methyl-l-serine was obtained with a total yield of 82.4%.
Calyxamides A and B, cytotoxic cyclic peptides from the marine sponge Discodermia calyx
Kimura, Miki,Wakimoto, Toshiyuki,Egami, Yoko,Tan, Karen Co,Ise, Yuji,Abe, Ikuro
experimental part, p. 290 - 294 (2012/05/05)
Cyclic peptides containing 5-hydroxytryptophan and thiazole moieties were isolated from the marine sponge Discodermia calyx collected near Shikine-jima Island, Japan. The structures of calyxamides A (1) and B (2), including the absolute configurations of all amino acids, were elucidated by spectroscopic analyses and degradation experiments. The structures are similar to keramamides F and G, previously isolated from Theonella sp. The analysis of the 16S rDNA sequences obtained from the metagenomic DNA of D. calyx revealed the presence of Candidatus Entotheonella sp., an unculturable δ-proteobacterium inhabiting the Theonella genus and implicated in the biosynthesis of bioactive peptides.
