条件下C—O—P键的形成

doi:10.7503/cjcu20131176

高等学校化学学报 ›› 2014, Vol. 35 ›› Issue (4): 707.doi: 10.7503/cjcu20131176

• 研究论文: 无机化学 • 上一篇下一篇

条件下C—O—P键的形成

王羽, 冯守华()

吉林大学化学学院, 无机合成与制备化学国家重点实验室, 长春 130012

收稿日期:2013-12-02 出版日期:2014-04-10 发布日期:2014-02-27
作者简介:联系人简介: 冯守华, 男, 博士, 教授, 博士生导师, 中国科学院院士, 主要从事无机水热化学研究. E-mail: shfeng@jlu.edu.cn
基金资助:
国家自然科学基金(批准号: 90922034, 21131002, 21201075)和高等学校博士学科点专项科研基金(批准号: 20110061130005)资助

Formation of C—O—P Bonds Under Hydrothermal Conditions^†

WANG Yu, FENG Shouhua^*()

State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry,Jilin University, Changchun 130012, China

Received:2013-12-02 Online:2014-04-10 Published:2014-02-27
Contact: FENG Shouhua E-mail:shfeng@jlu.edu.cn
Supported by:
† Supported by the National Natural Science Foundation of China(Nos.90922034, 21131002, 21201075) and the Specialized Research Fund for the Doctoral Program of Higher Education of China(No.20110061130005)

摘要/Abstract

摘要：

利用水热反应模拟原始地球的水热环境, 以甘油和磷酸二氢铵为原料, 采用非生物手段合成了sn-甘油-1(3)-磷酸和甘油-2-磷酸2种磷酸酯类物质. 通过此反应, 无机磷进入生物分子形成了在生物体中起重要作用C—O—P键. 研究了反应温度、反应时间及矿物催化剂对反应的影响. 在蒙脱土的催化下, C—O—P键的产率最大可达到1.15%(摩尔分数).

关键词: 水热环境, 生命起源, 磷酸甘油, C—O—P键

Abstract:

Glycerol phosphates were abiotically synthesized under hydrothermally mimicked conditions with glycerol and ammonium dihydrogen phosphate. Inorganic phosphorus was therefore incorporated into biological molecule, leading to the formation of C—O—P bonds. Some factors affecting the yields of the products were taken into account. The best yield(molar fraction) of C—O—P bonds through single-step hydrothermal synthesis is ca 1.15%.

Key words: Hydrothermal environment, Origin of life, Glycerol phosphate, C—O—P bond

中图分类号:

O611.4

TrendMD:

王羽, 冯守华. 条件下C—O—P键的形成. 高等学校化学学报, 2014, 35(4): 707.

WANG Yu, FENG Shouhua. Formation of C—O—P Bonds Under Hydrothermal Conditions^†. Chem. J. Chinese Universities, 2014, 35(4): 707.

图/表 5

Scheme 1 Hydrothermal reaction of glycerol and ammonium dihydrogen phosphate

Fig.1 HPLC spectra of the standard sn-glycerol-1(3)-phosphate(A), the standard glycerol-2-phosphate(B) and the products of hydrothermal reaction(C)

Fig.2 Yields of sn-glycerol-1(3)-phosphate(a), glycerol-2-phosphate(b) and the sum of them(c) as a function of temperatureReaction time: 120 h.

Fig.3 Effect of reaction time on the yields of sn-glycerol-1(3)-phosphate(a), glycerol-2-phosphate(b) and the sum of them(c)Temperature: 180 ℃.

Table 1 Effect of minerals on the yields of glycerol phosphates*

Mineral	Yield, molar fraction(%)
Mineral	sn-Glycerol-1(3)-phosphate	Glycerol-2-phosphate	Total
None	0.54	0.07	0.61
Zeolite	0.71	0.08	0.79
Perlite	0.87	0.10	0.97
Garnet	0.55	0.07	0.62
Kaolinite	0.73	0.08	0.81
Montmorillonite	1.02	0.13	1.15

参考文献 29

[1]	Corliss J. B., Dymond J., Gordon L. I., Edmond J. M., von Herzen R. P., Ballard R. D., Green K., Williams D., Bainsbridge A., Crane K., van Andel T. H., Science,1979, 203, 1073—1083
[2]	Martin W., Baross J., Kelley D., Russell M. J., Nature Rev., 2008, 6, 805—814
[3]	Holm N.G., Marine Hydrothermal Systems and the Origin of Life, Springer, Dordrecht, 1992, 5—14
[4]	Daniel I., Oger P., Winter R., Chem. Soc. Rev., 2006, 35(10), 858—875
[5]	Smith J. V., Arnold F. P., Parsons I., Lee M. R., Proc. Natl. Acad. Sci. USA,1999, 96(7), 3479—3485
[6]	Lambert J. F., Orig. Life Evol. Biosph., 2008, 38(3), 211—242
[7]	Feng S. H., Tian G., He C., Yuan H. M., Mu Y., Wang Y. W., Wang L., J. Mater. Sci., 2008, 43(7), 2418—2425
[8]	He C., Tian G., Liu Z. W., Feng S. H., Org. Lett., 2010, 12(4), 649—651
[9]	Tian G., Yuan H. M., Mu Y., He C., Feng S. H., Org. Lett., 2007, 9(10), 2019—2021
[10]	Tian G., He C., Chen Y., Yuan H. M., Liu Z. W., Shi Z., Feng S. H., Chemsuschem., 2010, 3(3), 323—324
[11]	Aubrey A. D., Cleaves H. J., Bada J. L., Orig. Life Evol. Biosph., 2009, 39(2), 91—108
[12]	Imai E., Honda H., Hatori K., Brack A., Matsuno K., Science,1999, 283, 831—833
[13]	Schwartz A. W., Phil. Trans. R. Soc. B, 2006, 361(1474), 1743—1749
[14]	Lohrmann R., Orgel L. E., Science,1968, 161, 64—66
[15]	Georgelin T., Jaber M., Onfroy T., Hargrove A. A., Costa-Torro F., Lambert J. F., J. Phys. Chem. C,2013, 117(24), 12579—12590
[16]	Cheng C. M., Fan C., Wan R., Tong C. Y., Miao Z. W., Chen J., Zhao Y. F., Orig. Life Evol. Biosph., 2002, 32(3), 219—224
[17]	Pasek M. A., Proc. Natl. Acad. Sci. USA, 2008, 105(3), 853—858
[18]	Pasek M.A., Kee T. P., Origins of Life: The Primal Self-Organization, Springer-Verlag, Heidelberg, 2011, 57—84
[19]	Epps D. E., Nooner D. W., Eichberg J., Sherwood E., Oro J., J. Mol. Evol., 1979, 14(4), 235—241
[20]	Schoevaart R., van Rantwijk F., Sheldon R. A.,Chem. Commun., 1999, (24), 2465—2466
[21]	Crans D. C., Whitesides G. M., J. Am. Chem. Soc., 1985, 107(24), 7019—7027
[22]	Rios-Mercadillo V. M., Whitesides G. M., J. Am. Chem. Soc., 1979, 101(19), 5828—5829
[23]	Feng S. H., Xu R. R., Acc. Chem. Res., 2001, 34(3), 239—247
[24]	de Meis L., Arch. Biochem. Biophys., 1993, 306(2), 287—296
[25]	Boyer P. D., Angew. Chem., Int. Ed., 1998, 37(17), 2296—2307
[26]	Walker J. E., Angew. Chem., Int. Ed., 1998, 37(17), 2308—2319
[27]	Shen T., Wang J.Y., Biochemistry(Second Edition), Higher Education Press, Beijing, 1991, 78—88
	(沈同, 王镜岩. 生物化学(第二版), 北京:高等教育出版社, 1991, 78—88)
[28]	Epps D. E., Sherwood E., Eichberg J., Oró J., J. Mol. Evol., 1978, 11(4), 279—292
[29]	Rao M., Eichberg J., Oro J., J. Mol. Evol., 1987, 25(1), 1—6

条件下C—O—P键的形成

Formation of C—O—P Bonds Under Hydrothermal Conditions^†

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条件下C—O—P键的形成

Formation of C—O—P Bonds Under Hydrothermal Conditions†

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Formation of C—O—P Bonds Under Hydrothermal Conditions^†