16913-49-8Relevant academic research and scientific papers
Development of simple firefly luciferin analogs emitting blue, green, red, and near-infrared biological window light
Iwano, Satoshi,Obata, Rika,Miura, Chihiro,Kiyama, Masahiro,Hama, Kazutoshi,Nakamura, Mitsuhiro,Amano, Yoshiharu,Kojima, Satoshi,Hirano, Takashi,Maki, Shojiro,Niwa, Haruki
, p. 3847 - 3856 (2013/07/04)
Simple firefly luciferin analogs emitting blue, green, and red light were developed. The longest emission maximum was observed at 675 nm, which belongs to the NIR biological window (650-900 nm), useful for deep site bioimaging of living animals. The analogs showed a slow rise of emission intensity compared with the rapid emission of natural luciferin. The light emission of the adenylated analogs was strongly enhanced compared with those of analogs themselves.
Synthesis of dihydronaphthalenes via aryne Diels-Alder reactions: Scope and diastereoselectivity
Dockendorff, Chris,Sahli, Stefan,Olsen, Madeline,Milhau, Ludovic,Lautens, Mark
, p. 15028 - 15029 (2007/10/03)
Novel aryne Diels-Alder reactions with functionalized acyclic dienes are reported. These give useful cis-substituted dihydronaphthalene building blocks in good yield which are not easily accessible via other means, as demonstrated in the synthesis of sert
Stereodefined and polyunsaturated inhibitors of histone deacetylase based on (2E,4E)-5-arylpenta-2,4-dienoic acid hydroxyamides
Marson, Charles M.,Serradji, Nawal,Rioja, Alphonso S.,Gastaud, Sebastien P.,Alao, John P.,Coombes, R. Charles,Vigushin, David M.
, p. 2477 - 2481 (2007/10/03)
Syntheses of (2E,4E)-5-arylpenta-2,4-dienoic acid hydroxyamides are described, some of which are potent inhibitors of histone deacetylase, a double bond conferring more than a 10-fold increase in potency compared with the triple bond analogue oxamflatin.
CD exciton chirality method. New red-shifted chromophores for hydroxyl groups
Cai, Guolin,Bozhkova, Nina,Odingo, Joshua,Berova, Nikolina,Nakanishi, Koji
, p. 7192 - 7198 (2007/10/02)
When hydroxyl groups are derivatized to apply the CD exciton chirality method, the absorption maxima of introduced chromophores should not overlap with that of the substrate, except for cases in which the coupling between the existing and the introduced chromophores are deliberately sought for. Thus, the availability of red-shifted chromophores that do not overlap with the substrate absorption would greatly expand the applicability of this versatile CD method. Four such red-shifted chromophores, chrom-II, -III, -IV, and -V, have been developed to convert hydroxyl groups into esters that absorb strongly in the range 360-410 nm. Using the chromophoric triazole amide, they can readily derivatize hydroxyl groups of the substrates on a microscale. The bischromophoric esters of 1(R),2(R)-cyclohexanediol (14-18) exhibited intense exciton-split CD curves with the signs correctly representing the absolute sense of twist between the two hydroxyl groups. The 1,2-diol moieties of taxinine (2) and chromomycin A3 (3) derivatives, already having strong absorptions at 260-275 nm, were esterified with the new chromophores; this gave rise to strong couplets isolated from the CD Cotton effects of starting materials, the signs of which were in agreement with the absolute configurations of these two natural products. These O-acylating chromophores should be useful for determinations of absolute configurations and conformations of chiral substrates, including biopolymers; they could also be conveniently used in conjunction with the red-shifted chromophores developed recently for primary amino groups.
