56047-44-0Relevant academic research and scientific papers
Synthesis method of multi-configuration long-chain phenyl amino acid compound
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Paragraph 0071-0077; 0127-0133, (2021/03/05)
The invention relates to a method for synthesizing a multi-configuration long-chain phenyl amino acid compound. The method comprises the following steps: reacting a compound shown in a formula I witha compound shown in a formula II or an isomer thereof in
Inhibition of tyrosine phenol-lyase by tyrosine homologues
Do, Quang,Nguyen, Giang T.,Phillips, Robert S.
, p. 2243 - 2251 (2016/08/26)
We have designed, synthesized, and evaluated tyrosine homologues and their O-methyl derivatives as potential inhibitors for tyrosine phenol lyase (TPL, E.C. 4.1.99.2). Recently, we reported that homologues of tryptophan are potent inhibitors of tryptophan indole-lyase (tryptophanase, TIL, E.C. 4.1.99.1), with Ki values in the low μM range (Do et al. Arch Biochem Biophys 560:20–26, 2014). As the structure and mechanism for TPL is very similar to that of TIL, we postulated that tyrosine homologues could also be potent inhibitors of TPL. However, we have found that homotyrosine, bishomotyrosine, and their corresponding O-methyl derivatives are competitive inhibitors of TPL, which exhibit Ki values in the range of 0.8–1.5?mM. Thus, these compounds are not potent inhibitors, but instead bind with affinities similar to common amino acids, such as phenylalanine or methionine. Pre-steady-state kinetic data were very similar for all compounds tested and demonstrated the formation of an equilibrating mixture of aldimine and quinonoid intermediates upon binding. Interestingly, we also observed a blue-shift for the absorbance peak of external aldimine complexes of all tyrosine homologues, suggesting possible strain at the active site due to accommodating the elongated side chains.
β-Phenylselenoalanine as a dehydroalanine precursor-efficient synthesis of alternariolide (AM-toxin I)
Hashimoto, Kimiko,Sakai, Mitsuru,Okuno, Toshikatsu,Shirahama, Haruhisa
, p. 1139 - 1140 (2007/10/03)
Alternariolide (AM-toxin) is synthesized in 44% overall yield from L-2-amino-5-(4-methoxyphenyl)pentanoic acid; D-β-phenylselenoalanine is used as the dehydroalanine precursor.
Synthesis of Unusual Aromatic L-Amino Acids by Asymmetric Hydrogenation of Cyclic Dehydrodipeptides
Aoyagi, Haruhiko,Horike, Fumio,Nakagava, Atsuko,Yokote, Sayuri,Park, Namgyu,et al.
, p. 323 - 324 (2007/10/02)
To prepare L-Tyr(Me) and L-Amp (L-2-amino-5-(p-methoxyphenyl)pentanoic acid), their precursors cyclo(-ΔTyr(Me)-L-Ala-) and cyclo(-ΔAmp-L-Ala-) were hydrogenated in N,N-dimethylformamide.The content of LL isomers in the hydrogenated products was over 94percent.Mild acid hydrolysis of the hydrogenated products and subsequent recrystallization gave pure L-Tyr(Me) and L-Amp.
