88932-71-2Relevant academic research and scientific papers
Chiral primary amine-polyoxometalate acid hybrids as asymmetric recoverable iminium-based catalysts
Li, Jiuyuan,Li, Xin,Zhou, Pengxin,Zhang, Long,Luo, Sanzhong,Cheng, Jin-Pei
experimental part, p. 4486 - 4493 (2009/12/25)
A new strategy for the immobilization of iminium organocatalysts through, the acid-base assembly of multidentate chiral primary amines and solid polyacids is presented, A suitable structurally distinctive C2-symmetric chiral primary amine (CPA)
Development of potent bifunctional endomorphin-2 analogues with mixed μ-/δ-opioid agonist and δ-opioid antagonist properties
Fujita, Yoshio,Tsuda, Yuko,Li, Tingyou,Motoyama, Takashi,Takahashi, Motohiro,Shimizu, Yoshiro,Yokoi, Toshio,Sasaki, Yusuke,Ambo, Akihiro,Kita, Atsuko,Jinsmaa, Yunden,Bryant, Sharon D.,Lazarus, Lawrence H.,Okada, Yoshio
, p. 3591 - 3599 (2007/10/03)
The C terminus of endomorphin-2 (EM-2) analogues (Tyr-Pro-Phe-NH-X) was modified with aromatic, heteroaromatic, or aliphatic groups (X = phenethyl,benzyl, phenyl, naphthyl, pyridyl, quinolyl, isoquinolyl, tert-butyl, cyclohexyl, or adamantyl; 3-18) to study their effect on opioid activity. Only 9 (1-naphthyl), 11 (5-quinolyl), 16 (cyclohexyl), and 18 (2-adamantyl) exhibited μ-opioid receptor affinity in the nanomolar range (Ki = 2.41-6.59 nM), which, however, was 3-to 10-fold less than the parent peptide. Replacement of Tyr1 by Dmt (2′,6′-dimethyl-L-tyrosine) (19-32) exerted profound effects: (i) acquisition of high μ-opioid receptor affinity (Ki = 0.11-0.52 nM) except 23 (Ph); (ii) presence of potent functional μ-opioid receptor agonism (IC50 1]EM-2), 27 (1-naphthyl), 29 (5-quinolyl), and 32 (5-isolquinolyl); (iii) association of weak δ-opioid antagonist activity (pA2 = 5.41-7.18) except 19 ([Dmt1]EM-2), 20 (H), 27 (1-naphthyl), and in particular 29 (5-quinolyl) with its potent δ-agonism (IC50 = 0.62 nM, pA2 = 5.88); (iv) production of antinociception after ic administration of 32 (5-isoquinolyl) in mice, a bioactivity absent in the corresponding Tyr1 analogue (14); and (v) preferential cis orientation (cis/trans = 3:2 to 7:3) at the Dmt-Pro amide bond, in contrast to the Tyr-Pro amide trans orientation (cis/trans = 1:2 to 1:3). Thus, [Dmt1]EM-2 analogues with hydrophobic C-terminal extensions provide model compounds with potent μ-opioid receptor bioactivity and dual functional agonism.
Design of plasma kallikrein inhibitors: Functional and structural requirements of plasma kallikrein inhibitors
Tsuda, Yuko,Wanaka, Keiko,Tada, Mayako,Okamoto, Shosuke,Hijikata-Okunomiya, Akiko,Okada, Yoshio
, p. 452 - 457 (2007/10/03)
The synthetic plasma kallikrein (PK) inhibitor trans-4- aminomethylcyclohexanecarbonylphenylalanine-4-carboxymethylanilide (PKSI- 527) consists of three parts. Each part was replaced by analogues in an attempt to improve the potency and the selectivity of PKSI-527. Among the peptides examined, trans-4-aminomethyl-cyclohexanecarbonylphenylalanine-4- carboxyanilide (peptide 16) inhibited PK with a high selectivity and an IC50 value of 2.7 μM, being as potent as PKSI-527.
Synthesis of Pyridine Derivatives of L-Phenylalanine as Antisickling Reagents
Altman, Janina,Gorecki, Marian,Wilchek, Meir,Votano, Joseph R.,Rich, Alexander
, p. 596 - 600 (2007/10/02)
Several bicyclic agents composed of L-phenylalanine coupled to various pyridines were synthesized: 2-, 3-, and 4-(L-phenylalanylamino)pyridine.All three compounds at 3 mM gave positive morphological antisickling effects on homozygous SS cells under reduce
