99113-30-1Relevant academic research and scientific papers
Synthesis and biological evaluations of novel endomorphin analogues containing α-hydroxy-β-phenylalanine (AHPBA) displaying mixed μ/δ opioid receptor agonist and δ opioid receptor antagonist activities
Hu, Miao,Giulianotti, Marc A.,McLaughlin, Jay P.,Shao, Jiaan,Debevec, Ginamarie,Maida, Laura E.,Geer, Phaedra,Cazares, Margaret,Misler, Jaime,Li, Ling,Dooley, Colette,Ganno, Michelle L.,Eans, Shainnel O.,Mizrachi, Elisa,Santos, Radleigh G.,Yongye, Austin B.,Houghten, Richard A.,Yu, Yongping
, p. 270 - 281 (2015/04/21)
A novel series of endomorphin-1 (EM-1) and endomorphin-2 (EM-2) analogues was synthesized, incorporating chiral α-hydroxy-β-phenylalanine (AHPBA), and/or Dmt1-Tic2 at different positions. Pharmacological activity and metabolic stabil
A concise and efficient synthesis of (+)-preussin
Arevalo-Garcia, Enzo B.
, p. 47 - 50 (2014/04/03)
A novel and efficient synthesis of (+)-preussin (7) starting from N-butoxycarbonyl-L-phenylalaninal (1) is described. This natural product was synthesized under mild conditions and with good overall yield.
Allosteric regulation of the conformational dynamics of a cavitand receptor
Yan, Zhiqing,Chang, Yuning,Mayo, Dennis,Maslak, Veselin,Xia, Shijing,Badjic, Jovica D.
, p. 3697 - 3700 (2007/10/03)
Inspired by allostery in nature, we synthesized cavitand 1 and investigated regulation of its conformational dynamics. Quantitative 1H NMR studies have revealed that the rate of the conformational isomerization of 1 can be modulated using the e
Enantiospecific formation of 3,6-dihydro-1H-pyridin-2-ones: Low-pressure palladium-catalysed decarboxylative carbonylation of 3-tosyl-5-vinyloxazolidin- 2-ones
Knight, Julian G.,Lawson, Iain M.,Johnson, Christopher N.
, p. 227 - 230 (2007/10/03)
Palladium-catalysed decarboxylative carbonylation of 3-tosyl-5- vinyloxazolidin-2-ones 5 occurs at atmospheric pressure to give 1-tosyl-3,6-dihydro-1H-pyridin-2-ones 6. The reaction proceeds with no loss of enantiopurity and detosylation with sodium napht
A stereocontrolled synthesis of hapalosin
Oshitari, Tetsuta,Saiyinbilige,Mandai, Tadakatsu
, p. 185 - 190 (2007/10/03)
A facile synthetic method for two components of hapalosin, that is, β-hydroxy-γ-amino acid and β-hydroxy acid, has been established by utilizing chiral building blocks efficiently resolved in a lipase-catalyzed transesterification. Furthermore, the synthe
Alpha-hydroxyarylbutanamine inhibitors of aspartyl protease
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, (2008/06/13)
Acylated α-hydroxyarylbutanamines and related sulfonamides, ureas and carbamates that inhibit aspartyl protease are disclosed, as are methods of treating diseases, particularly HIV, using these compounds. The compounds have the formula: 1A representative
Design and synthesis of novel protease inhibitors. Tripeptide α′,ss′-epoxyketones as nanomolar inactivators of the proteasome
Spaltenstein, Andrew,Leban, Johann J.,Huang, Jim J.,Reinhardt, Kelli R.,Viveros, O. Humberto,Sigafoos, Jim,Crouch, Ronald
, p. 1343 - 1346 (2007/10/03)
Tripeptide α′,β′-epoxyketones were prepared stereospecifically starting from Boc-[S]-phenylalanine. Diastereomer 5b inhibited the chymotrypsin-like activity of porcine endothelial cell derived proteasome at low nanomolar concentrations.
Inactivation of serine protease, α-chymotrypsin by fluorinated phenylalanine analogues
Ohba, Tsuyoshi,Ikeda, Eitatsu,Takei, Hisashi
, p. 1875 - 1880 (2007/10/03)
Fluorinated phenylalanine analogues were found to be slow-binding or reversible competitive inhibitors of α-chymotrypsin. A series of these compounds were designed to inactivate α-chymotrypsin as a result of the formation of hydrogen-bonding between fluorine atom of the inhibitors and the amide protons known as oxy-anion hole in the active-site of serine and cysteine proteases.
An Efficient Stereoselective Synthesis of Δ4,5-Pipecolic Esters
Angle, Steven R.,Breitenbucher, J. Guy,Arnaiz, Damian O.
, p. 5947 - 5955 (2007/10/02)
The synthesis of racemic and enantiomerically homogeneous pipecolic esters from 1-amino-3-buten-2-ols is reported.The synthesis of enantiomerically homogeneous N-methylpipecolic esters requires four chemical steps from N-t-BOC-protected amino esters.The key step of the sequence is a conformationally restricted Claisen rearrangement.The method affords complete control of the absolute and relative stereochemistry of all three stereogenic centers in pipecolic ester 22 which is obtained in 33percent overall yield from N-t-BOC-L-alanine ethyl ester 16a.
