{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T04:26:57Z","timestamp":1760243217656,"version":"build-2065373602"},"reference-count":34,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2014,4,2]],"date-time":"2014-04-02T00:00:00Z","timestamp":1396396800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>G1 and G2 fluorene dendrimers with naphthalene termini were synthesized as a fluorescence turn-on type chemical sensor for vitamin K4. The fluorene dendrimers were prepared by Williamson ether reaction between the fluorene core with dihydroxy groups and dendritic naphthalene segments with methylene chloride by a convergent method. We investigated the relationship between the dendrimer generation and vitamin K4 recognition of fluorene dendrimer with naphthalene termini in CHCl3. Addition of vitamin K4 enhanced the fluorescence intensity of the fluorene dendrimer. Especially, the G2 fluorene dendrimer was found to be an effective chemical sensor for vitamin K4 and better than the G1 fluorene dendrimer.<\/jats:p>","DOI":"10.3390\/molecules19044135","type":"journal-article","created":{"date-parts":[[2014,4,2]],"date-time":"2014-04-02T11:09:47Z","timestamp":1396436987000},"page":"4135-4144","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Turn-on Type Chemical Sensing of Vitamin K4 by Fluorene Dendrimers with Naphthalene Segments"],"prefix":"10.3390","volume":"19","author":[{"given":"Naoya","family":"Adachi","sequence":"first","affiliation":[{"name":"Division of Liberal Arts, School of Science and Engineering,  Tokyo Denki University, Hatoyama, Hiki-gun, Saitama 350-0394, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hiroki","family":"Sugiyama","sequence":"additional","affiliation":[{"name":"Division of Science, School of Science and Engineering, Tokyo Denki University, Hatoyama,  Hiki-gun, Saitama 350-0394, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Masafumi","family":"Arai","sequence":"additional","affiliation":[{"name":"Division of Science, School of Science and Engineering, Tokyo Denki University, Hatoyama,  Hiki-gun, Saitama 350-0394, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hideo","family":"Ogawa","sequence":"additional","affiliation":[{"name":"Division of Science, School of Science and Engineering, Tokyo Denki University, Hatoyama,  Hiki-gun, Saitama 350-0394, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2014,4,2]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1378","DOI":"10.1126\/science.280.5368.1378","article-title":"Signal that regulate food intake and energy homeostasis","volume":"280","author":"Woods","year":"1998","journal-title":"Science"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"F8","DOI":"10.1152\/ajprenal.00336.2004","article-title":"Vitamin D","volume":"289","author":"Dusso","year":"2005","journal-title":"Am. J. Physiol. Renal. Physiol."},{"key":"ref_3","first-page":"389","article-title":"Compilation of a provisional UK database for the phylloquinone (vitamin K1) content of foods","volume":"83","author":"Price","year":"2000","journal-title":"Br. J. Nutr."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"5505","DOI":"10.3402\/fnr.v56i0.5505","article-title":"Vitamin K: Food composition and dietary intakes","volume":"56","author":"Booth","year":"2012","journal-title":"Food Nutr. Res."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"3116","DOI":"10.1001\/jama.287.23.3116","article-title":"Vitamins for chronic disease prevention in adults","volume":"287","author":"Fairfield","year":"2002","journal-title":"J. Am. Med. Assoc."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"74","DOI":"10.1093\/ajcn\/69.1.74","article-title":"Vitamin K intake and hip fractures in women: A prospective study","volume":"69","author":"Feskanich","year":"1999","journal-title":"Am. J. Clin. Nutr."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"464","DOI":"10.3177\/jnsv.53.464","article-title":"Vitamin K content of foods and dietary vitamin K intake in Japanese young women","volume":"53","author":"Kamao","year":"2007","journal-title":"J. Nutr. Sci. Vitaminol."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"939","DOI":"10.1079\/BJN20041261","article-title":"Vitamin K status of older individuals in northern China is superior to that of older individuals in the UK","volume":"92","author":"Yan","year":"2004","journal-title":"Br.J.Nutr."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1093\/jnci\/91.1.22","article-title":"Inhibition of metastases by anticoagulants","volume":"91","author":"Hejna","year":"1999","journal-title":"J. Natl. Cancer Inst."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"210","DOI":"10.1093\/ajcn\/88.1.210","article-title":"Phylloquinone intake, insulin sensitivity, and glycemic status in men and women","volume":"88","author":"Yoshida","year":"2008","journal-title":"Am. J. Clin. Nutr."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"537","DOI":"10.1038\/nature02214","article-title":"Mutation in VKORC1 cause warfarin resistance and multiple coagulation factor deficiency type 2","volume":"427","author":"Rost","year":"2004","journal-title":"Nature"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"43919","DOI":"10.1074\/jbc.M303136200","article-title":"Vitamin K2 regulation of bone homeostasis is mediated by the steroid and xenobiotic receptor SXR","volume":"278","author":"Tabb","year":"2003","journal-title":"J. Biol. Chem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"313","DOI":"10.1093\/aje\/kwm306","article-title":"Vitamin K and vitamin D status: Associations with inflammatory markers in the framingham offspring study","volume":"167","author":"Shea","year":"2008","journal-title":"Am. J. Epidemiol."},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Nollet, L.M.L., and Toldr\u00e1, F. (2013). Food Analysis for HPLC, CRC Press. [3rd ed.].","DOI":"10.1201\/b13024"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1261","DOI":"10.1023\/A:1003464211195","article-title":"Electrochemical oxidation of 2-methylnaphthalene-1,4-diacetate","volume":"28","author":"Kowalski","year":"1998","journal-title":"J. Appl. Electrochem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"89","DOI":"10.1016\/j.elecom.2012.10.026","article-title":"Charge-transfer interaction between melamine and quinones: Towards voltammetric determination of malamine","volume":"26","author":"Zhang","year":"2013","journal-title":"Electrochem. Commun."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"8619","DOI":"10.1021\/ja981211v","article-title":"Visualizable cylindrical macromolecules with controlled stiffness from backbones containing libraries of self-assembling dendritic side groups","volume":"120","author":"Percec","year":"1998","journal-title":"J. Am. Chem. Soc."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"509","DOI":"10.1038\/415509a","article-title":"Stepwise radial complexation of imine groups in phenylazomethine dendrimers","volume":"415","author":"Yamamoto","year":"2002","journal-title":"Nature"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1857","DOI":"10.1021\/cr900327d","article-title":"Dendrimers designed for function: From physical, photophysical, and supramolecular properties to applications in sensing, catalysis, molecular electronics, photonics, and nanomedicine","volume":"110","author":"Astruc","year":"2010","journal-title":"Chem. Rev."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"1097","DOI":"10.1021\/cr050136l","article-title":"Development of dendrimers: Macromolecules for use in organic light-emitting diodes and solar cells","volume":"107","author":"Lo","year":"2007","journal-title":"Chem. Rev."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"6047","DOI":"10.1021\/cr900186c","article-title":"Dendrimer porphyrins and phthalocyanines","volume":"109","author":"Li","year":"2009","journal-title":"Chem. Rev."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"4489","DOI":"10.1021\/ja000099+","article-title":"Energy transfer in supramolecular assemblies of oligo(p-phenylene vinylene)s terminated poly(propylene imine) dendrimers","volume":"122","author":"Schenning","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"10357","DOI":"10.1002\/chem.200801198","article-title":"Polysulfurated pyrene-cored dendrimers: Luminescent and electrochromic properties","volume":"14","author":"Gingras","year":"2008","journal-title":"Chem. Eur. J."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"2360","DOI":"10.1039\/c1py00222h","article-title":"Fluorescent carbazole dendrimers for the detection of explosives","volume":"2","author":"Tang","year":"2011","journal-title":"Polym. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1156","DOI":"10.1039\/c1sc00064k","article-title":"A dendrimer-based platform for simultaneous dual fluorescence imaging of hydrogen proxide and pH gradients produced in living cells","volume":"2","author":"Srikun","year":"2011","journal-title":"Chem. Sci."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1295\/polymj.PJ2008240","article-title":"A novel fluorescent fluoride chemosensor based on unmodified poly(amidoamine) dendrimer","volume":"41","author":"Yamaji","year":"2009","journal-title":"Polym. J."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"729","DOI":"10.2116\/analsci.21.729","article-title":"Poly(amide amine) dendrimer with naphthyl units as a fluorescent chemosensor for metal ions","volume":"21","author":"Kawakami","year":"2005","journal-title":"Anal. Sci."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1383","DOI":"10.2116\/analsci.22.1383","article-title":"Poly(amine ester) dendrimer with naphthyl units as a fluorescent chemosensor for Al(III), Cu(II), and Zn(II)","volume":"21","author":"Kawakami","year":"2006","journal-title":"Anal. Sci."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"3819","DOI":"10.1021\/cr990116h","article-title":"Convergent dendrons and dendrimers: From synthesis to applications","volume":"101","author":"Grayson","year":"2001","journal-title":"Chem. Rev."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"7638","DOI":"10.1021\/ja00177a027","article-title":"Preparation of polymers with controlled molecular architecture. A new convergent approach to dendritic macromolecules","volume":"112","author":"Hawker","year":"1990","journal-title":"J. Am. Chem. Soc."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"3845","DOI":"10.1016\/S0040-4020(03)00434-4","article-title":"Dendrimers with a cyclam core. Absorption spectra, multiple luminescence, and effect of protonation","volume":"59","author":"Saudan","year":"2003","journal-title":"Tetrahedron"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"4424","DOI":"10.1021\/ja029756j","article-title":"Dendrimers as ligands. Formation of a 2:1 luminescent complex between a dendrimer with a 1,4,8,11-tetraazacyclotetradecane (cyclam) core and Zn2+","volume":"125","author":"Saudan","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"9100","DOI":"10.1021\/ja902998g","article-title":"Enhancement of energy utilization in light-harvesting dendrimers by the pseudorotaxane formation at periphery","volume":"131","author":"Zeng","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1080\/1539445X.2012.756017","article-title":"Fluorescence turn-on sensing of ascorbic acid based on a hyperbranched conjugated polyelectrolyte","volume":"12","author":"Bao","year":"2014","journal-title":"Soft Mater."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/19\/4\/4135\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T21:09:51Z","timestamp":1760216991000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/19\/4\/4135"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,4,2]]},"references-count":34,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2014,4]]}},"alternative-id":["molecules19044135"],"URL":"https:\/\/doi.org\/10.3390\/molecules19044135","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2014,4,2]]}}}