Citation:
Tomoyuki IKAI, Takayuki YAMADA. Synthesis of novel glucose-based polymers and their applications as chiral stationary phases for high performance liquid chromatography[J]. Chinese Journal of Chromatography,
;2016, 34(1): 4-9.
doi:
10.3724/SP.J.1123.2015.10037
-
Two novel polymers containing glucose units as the main-chain that only differ in terms of their regioregularity were synthesized to evaluate their chiral recognition abilities as chiral stationary phases (CSPs) for high performance liquid chromatography (HPLC). The regioregular polymer (poly-5) shows clear resolution ability for the racemate of cobalt (Ⅲ) acetylacetonate (Co(acac)3), whereas the corresponding regioirregular polymer (poly-3) does not show any chiral recognition for Co(acac)3. The regioregular polymer main-chain seems to play an important role not only in providing an efficient interaction with the racemate but also in expressing the chiral recognition ability as a CSP for HPLC.
-
Keywords:
- biomass,
- chiral discrimination,
- chirality,
- enantioseparation,
- glucose,
- regioregularity
-
-
-
[1]
[1] Pasteur L. C R Acad Sci, 1858, 46: 615
-
[2]
[2] Pasteur L. C R Acad Sci, 1848, 34: 535
-
[3]
[3] Allenmark S G. Chromatographic Enantioseparation: Methods and Applications. Chichester: Ellis Horwood, 1988
- [4]
-
[5]
[5] Ahuja S. Chiral Separations by Chromatography. Washington, DC: American Chemical Society, 2000
- [6]
- [7]
- [8]
-
[9]
[9] Thompson R. J Liq Chromatogr Relat Technol, 2005, 28: 1215
- [10]
- [11]
- [12]
-
[13]
[13] Yashima E, Iida H, Okamoto Y Schurig V, ed. Differentiation of Enantiomers I, Topics in Current Chemistry 340. Berlin Heidelberg: Springer-Verlag, 2013: 41
-
[14]
[14] Fernandes C, Tiritan M E, Pinto M. Chromatographia, 2013, 76: 871
-
[15]
[15] Sierra I, Pérez-Quintanilla D, Morante S, et al. J Chromatogr A, 2014, 1363: 27
-
[16]
[16] Al-Othman Z A, Al-Warthan A, Ali I. J Sep Sci, 2014, 37: 1033
- [17]
- [18]
-
[19]
[19] Yashima E, Yamamoto C, Okamoto Y. Synlett, 1998: 344
-
[20]
[20] Okamoto Y, Yashima E. Angew Chem Int Ed, 1998, 37: 1020
-
[21]
[21] Yashima E, Okamoto Y. Bull Chem Soc Jpn, 1998, 68: 3289
- [22]
-
[23]
[23] Stringham R W. Adv Chromatogr, 2006, 44: 257
- [24]
-
[25]
[25] Shen J, Ikai T, Okamoto Y. J Chromatogr A, 2014, 1363: 51
-
[26]
[26] Osaka I, Mccullough R D. Accounts Chem Res, 2008, 41: 1202
-
[27]
[27] Deckers S, Steverlynck J, Willot P, et al. J Phys Chem C, 2015, 119: 18513
- [28]
-
[29]
[29] Okamoto Y, Aburatani R, Hatada K. J Chromatogr A, 1987, 389: 95
-
[30]
[30] Okamoto Y, Kawashima M, Hatada K. J Chromatogr A, 1986, 363: 173
-
[31]
[31] Koller H, Rimbock K H, Mannschreck A. J Chromatogr, 1983, 282: 89
-
[1]
-
-
-
[1]
Genlin Sun , Yachun Luo , Zhihong Yan , Hongdeng Qiu , Weiyang Tang . Chiral metal-organic frameworks-based materials for chromatographic enantioseparation. Chinese Chemical Letters, 2024, 35(12): 109787-. doi: 10.1016/j.cclet.2024.109787
-
[2]
Ke QIAO , Yanlin LI , Shengli HUANG , Guoyu YANG . Advancements in asymmetric catalysis employing chiral iridium (ruthenium) complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2091-2104. doi: 10.11862/CJIC.20240265
-
[3]
Dongheng WANG , Si LI , Shuangquan ZANG . Construction of chiral alkynyl silver chains and modulation of chiral optical properties. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 131-140. doi: 10.11862/CJIC.20240379
-
[4]
Yiming Yang , Lichao Sun , Qingfeng Zhang . Plasmonic nanocrystals with intrinsic chirality: Biomolecule-directed synthesis and applications. Chinese Journal of Structural Chemistry, 2025, 44(1): 100467-100467. doi: 10.1016/j.cjsc.2024.100467
-
[5]
Erzhuo Cheng , Yunyi Li , Wei Yuan , Wei Gong , Yanjun Cai , Yuan Gu , Yong Jiang , Yu Chen , Jingxi Zhang , Guangquan Mo , Bin Yang . Galvanostatic method assembled ZIFs nanostructure as novel nanozyme for the glucose oxidation and biosensing. Chinese Chemical Letters, 2024, 35(9): 109386-. doi: 10.1016/j.cclet.2023.109386
-
[6]
Shengfei Dong , Ziyu Liu , Xiaoyi Yang . Hydrothermal liquefaction of biomass for jet fuel precursors: A review. Chinese Chemical Letters, 2024, 35(8): 109142-. doi: 10.1016/j.cclet.2023.109142
-
[7]
Jiahui Li , Qiao Shi , Ying Xue , Mingde Zheng , Long Liu , Tuoyu Geng , Daoqing Gong , Minmeng Zhao . The effects of in ovo feeding of selenized glucose on liver selenium concentration and antioxidant capacity in neonatal broilers. Chinese Chemical Letters, 2024, 35(6): 109239-. doi: 10.1016/j.cclet.2023.109239
-
[8]
Yue Sun , Yingnan Zhu , Jiahang Si , Ruikang Zhang , Yalan Ji , Jinjie Fan , Yuze Dong . Glucose-activated nanozyme hydrogels for microenvironment modulation via cascade reaction in diabetic wound. Chinese Chemical Letters, 2025, 36(4): 110012-. doi: 10.1016/j.cclet.2024.110012
-
[9]
Huipeng Zhao , Xiaoqiang Du . Polyoxometalates as the redox anolyte for efficient conversion of biomass to formic acid. Chinese Journal of Structural Chemistry, 2024, 43(2): 100246-100246. doi: 10.1016/j.cjsc.2024.100246
-
[10]
Zixuan Guo , Xiaoshuai Han , Chunmei Zhang , Shuijian He , Kunming Liu , Jiapeng Hu , Weisen Yang , Shaoju Jian , Shaohua Jiang , Gaigai Duan . Activation of biomass-derived porous carbon for supercapacitors: A review. Chinese Chemical Letters, 2024, 35(7): 109007-. doi: 10.1016/j.cclet.2023.109007
-
[11]
Xuan Liu , Qing Li . Tailoring interatomic active sites for highly selective electrocatalytic biomass conversion reaction. Chinese Chemical Letters, 2025, 36(4): 110670-. doi: 10.1016/j.cclet.2024.110670
-
[12]
Kezuo Di , Jie Wei , Lijun Ding , Zhiying Shao , Junling Sha , Xilong Zhou , Huadong Heng , Xujing Feng , Kun Wang . A wearable sensor device based on screen-printed chip with biofuel cell-driven electrochromic display for noninvasive monitoring of glucose concentration. Chinese Chemical Letters, 2025, 36(2): 109911-. doi: 10.1016/j.cclet.2024.109911
-
[13]
Wenda WANG , Jinku MA , Yuzhu WEI , Shuaishuai MA . Waste biomass-derived carbon modified porous graphite carbon nitride heterojunction for efficient photodegradation of oxytetracycline in seawater. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 809-822. doi: 10.11862/CJIC.20230353
-
[14]
Yuchen Wang , Yaoyu Liu , Xiongfei Huang , Guanjie He , Kai Yan . Fe nanoclusters anchored in biomass waste-derived porous carbon nanosheets for high-performance supercapacitor. Chinese Chemical Letters, 2024, 35(8): 109301-. doi: 10.1016/j.cclet.2023.109301
-
[15]
Junqi Wang , Shuai Zhang , Jingjing Ma , Xiangjun Liu , Yayun Ma , Zhimin Fan , Jingfeng Wang . Augmenting levoglucosan production through catalytic pyrolysis of biomass exploiting Ti3C2Tx MXene. Chinese Chemical Letters, 2024, 35(12): 109725-. doi: 10.1016/j.cclet.2024.109725
-
[16]
Yuchen Wang , Zhenhao Xu , Kai Yan . Rational design of metal-metal hydroxide interface for efficient electrocatalytic oxidation of biomass-derived platform molecules. Chinese Journal of Structural Chemistry, 2025, 44(1): 100418-100418. doi: 10.1016/j.cjsc.2024.100418
-
[17]
Xuehua SUN , Min MA , Jianting LIU , Rui TIAN , Hongmei CHAI , Huali CUI , Loujun GAO . Pr/N co-doped biomass carbon dots with enhanced fluorescence for efficient detection of 2,4-dinitrophenylhydrazine. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 561-573. doi: 10.11862/CJIC.20240294
-
[18]
Zongyi Huang , Cheng Guo , Quanxing Zheng , Hongliang Lu , Pengfei Ma , Zhengzhong Fang , Pengfei Sun , Xiaodong Yi , Zhou Chen . Efficient photocatalytic biomass-alcohol conversion with simultaneous hydrogen evolution over ultrathin 2D NiS/Ni-CdS photocatalyst. Chinese Chemical Letters, 2024, 35(7): 109580-. doi: 10.1016/j.cclet.2024.109580
-
[19]
Xuexia Lin , Yihui Zhou , Jiafu Hong , Xiaofeng Wei , Bin Liu , Chong-Chen Wang . Facile preparation of ZIF-8/ZIF-67-derived biomass carbon composites for highly efficient electromagnetic wave absorption. Chinese Chemical Letters, 2024, 35(9): 109835-. doi: 10.1016/j.cclet.2024.109835
-
[20]
Linfang Wang , Jing Liu , Minghao Ren , Wei Guo . A highly sensitive fluorescent HClO probe for discrimination between cancerous and normal cells/tissues. Chinese Chemical Letters, 2024, 35(6): 108945-. doi: 10.1016/j.cclet.2023.108945
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(149)
- HTML views(18)