247175-69-5Relevant academic research and scientific papers
Synthesis of the methyl ester of tritium-labeled AK-toxin I, a host-specific toxin produced by Alternaria alternata Japanese pear pathotype
Okada, Masakazu,Miyagawa, Hisashi,Ueno, Tamio
, p. 1253 - 1260 (1999)
AK-toxin I, a host-specific toxin to Japanese pear (Pyrus serotina), was synthesized as its methyl ester from three precursor fragments: conjugated diene-carboxylic acid, chiral epoxyalcohol and β-methylphenylalanine. The epoxyalcohol fragment was derived from D-fructose, in which effective homologation of the hemiacetal carbon to alkyne by using dimethyl 1-diazo-2-oxopropylphosphonate was the key reaction. The diene-carboxylic acid fragment was prepared by repeated Wittig reactions, and was combined with the epoxyalcohol fragment by the Stille reaction. Esterification of the combined product with the stereochemically-pure β-methylphenylalanine fragment afforded the target compound. This method was used to prepare the methyl ester of tritium-labeled AK-toxin I with a specific radioactivity of 213 GBq/mmol.
Use of β-Methylphenylalanine (βMeF) Residues To Probe the Nature of the Interaction of Substance P with Its Receptor: Effects of βMeF-Containing Substance P Analogs on Rabbit Iris Smooth Muscle Contraction
Birney, David M.,Cole, Derek C.,Crosson, Craig E.,Kahl, Brenda F.,Neff, Bart W.,et al.
, p. 2478 - 2482 (2007/10/02)
The effects of substituting (2S,3S)-β-methylphenylalanine (S-βMeF) or (2S,3R)-β-methylphenylalanine (R-βMeF) for the Phe7 and/or Phe8 residues of the tachykinin substance P (SP, RPKPQQFFGLM-NH2) upon the ability of SP to stimulate co
