Co-reporter:Lu Chen, Jin Dong, Xia Guo
Process Biochemistry 2017 Volume 60(Volume 60) pp:
Publication Date(Web):1 September 2017
DOI:10.1016/j.procbio.2017.06.004
•Reverse micelles from sugar surfactants were used to extract bovine serum albumin.•Glucosyl-based surfactant is much more effective than lactosyl-based surfactant.•Electrostatic interaction and H-bonding both control sugar surfactant performance.Reverse micelle extraction is still in the stage of laboratory. Major limitation associated with use of synthetic surfactants in reverse micelle extraction process is the unfolding or denaturation of proteins. Sugar surfactants are thought non-toxic and environmentally benign, and can exhibit interesting interfacial properties, but the application of sugar-based surfactants in protein extraction is still limited. In the present study, we extracted bovine serum albumin (BSA) by using reverse micelles from glucosylammonium (GA) and lactosylammonium (LA) surfactants (with dicarboxylate as counter ion). It was found that under optimum condition, (1) the maximum forward extraction efficiency was ca. 86% with GA, while only around 50% with LA, and (2) almost all BSA solubilized in reverse micelles prepared from GA could be recovered into aqueous phase, while the recovery of BSA from the reverse micelles of LA was lower. In addition, the optimum extraction parameters were closely related to surfactant structure. Therefore, the electrostatic interaction, H-bonding and sugar head size should be important for BSA transfer.Download high-res image (166KB)Download full-size image
Co-reporter:Jing Wan, Jingjing Guo, Zhitong Miao, Xia Guo
Food Chemistry 2016 Volume 197(Part A) pp:450-456
Publication Date(Web):15 April 2016
DOI:10.1016/j.foodchem.2015.10.145
•High active bromelain was extracted from pineapple peel.•Gemini surfactant showed distinctive advantage over monomeric surfactant.•The spacer of gemini surfactant play a positive role in bromelain extraction.Pineapple peel is generally disposed or used as compost. This study was focused on extracting bromelain from pineapple peel by using reverse micelles. It was found that gemini surfactant C12-8-C12·2Br (octamethylene-α,ω-bis(dimethyldodecylammonium bromide)) showed distinctive advantage over its monomeric counterpart DTAB (dodecyl trimethyl ammonium bromide); under optimized condition, the bromelain extracted with C12-8-C12·2Br reverse micelle had an activity recovery of 163% and a purification fold of 3.3, while when using DTAB reverse micelle, the activity recovery was 95% and the purification fold was 1.7. Therefore, the spacer of gemini surfactant should play a positive role in bromelain extraction and may suggest the potential of gemini surfactant in protein separation since it has been so far rarely used in relative experiments or technologies.
Co-reporter:Xin Ding, Juan Cai, Xia Guo
Separation and Purification Technology 2016 Volume 158() pp:367-373
Publication Date(Web):28 January 2016
DOI:10.1016/j.seppur.2015.12.042
So far, the protein with high solubility in water (such as bovine serum albumin) has been always chosen as the model protein in the studies on reverse micellar extraction; to recover the protein with considerable hydrophobicity from organic phase may not be easy. Noticing that the surfactants used have been mostly conventional ionic surfactants, in the present study, we extract ovalbumin (OVA), a typical globular protein exhibiting emulsifying and foaming capabilities and forming gels upon heating, with a series of gemini surfactant (Cm-s-Cm⋅2Br with m being 12, s being 2, 8, 12 or m being 16, s being 5, 8) reverse micelles. Results show that C12-s-C12⋅2Br reverse micelle can load more OVA than C16-s-C16⋅2Br reverse micelle. Under optimum condition, ca. 90% of OVA can be transferred from water into all these gemini surfactant reverse micelles, while the backward extraction efficiency (i.e. the recovery of OVA from reverse micellar phase) is dependent on gemini surfactant structure; about 59–73% of OVA can be transferred back into water from C12-2-C12⋅2Br, C16-5-C16⋅2Br and C16-8-C16⋅2Br reverse micelles, but very little OVA can be recovered from C12-8-C12⋅2Br and C12-12-C12⋅2Br reverse micelles.
Co-reporter:Lifei Zhang, Yanyan Dong, Xiaohong Zhang, and Xia Guo
Journal of Chemical & Engineering Data 2016 Volume 61(Issue 9) pp:2969-2978
Publication Date(Web):July 6, 2016
DOI:10.1021/acs.jced.5b01057
So far, the studies about the physical chemical properties of sugar-based surfactants have been still unsystematic; most of the studies have been focused on nonionic sugar-based surfactants. In the present work, we studied the micellization of four lactose-based surfactants, with the same headgroup (lactosylammonium) and the same hydrophobic alkyl chain (dodecyl) but different counterions (malonate, adipate, propionate, and hexanoate), at 25.0 and/or 50.0 °C. We found that these four surfactants could decrease the surface tension of water to ca. 30 mN/m. When the number of carboxylate groups in the counterion was the same, the counterion having a shorter alkyl chain could lead to a smaller minimum area per surfactant molecule. Moreover, the surfactants with monocarboxylates as counterions had much lower critical micelle concentrations than those with dicarboxylates as counterions, and the micelles from the former surfactants had a lower counterion binding degree. The lactosylammonium surfactants could bind with DNA, and low content of the surfactant could decrease the CD signal of DNA, while high content of the surfactant could make DNA unfold somewhat.
Co-reporter:Jing Wan;Yimin Li;Yang Li
Colloid and Polymer Science 2015 Volume 293( Issue 9) pp:2599-2608
Publication Date(Web):2015 September
DOI:10.1007/s00396-015-3650-4
Sugar surfactants are a relatively new class of surfactants with carbohydrate as their hydrophilic part. So far, the studies about their physical chemical properties have been unsystematic. This paper reported the aggregation of surfactant N-dodecylglucosylamine and its binding with DNA in the presence of different carboxylic acids. We found that among propionic acid, butyric acid, and hexanoic acid, hexanoic acid made the surfactant exhibit the highest capability and efficiency for decreasing the surface tension of water and aggregate into micelles most efficiently. Once propionic acid (or butyric acid) was replaced with propanedioic acid (or succinic acid), the critical micelle concentration (cmc) for N-dodecylglucosylamine was decreased, while when hexanoic acid was replaced with adipic acid, cmc was increased. In the presence of DNA, the surfactant could aggregate at a concentration much lower than that without DNA. Moreover, DNA conformation was changed in N-dodecylglucosylamine/carboxylic acid systems and the change was observed more obviously in the presence of propionic acid and propanedioic acid.
Co-reporter:Xia Guo;Fengyan Yu;Xiangmei Ran;Xiaojuan Song
Colloid and Polymer Science 2014 Volume 292( Issue 12) pp:3103-3111
Publication Date(Web):2014 December
DOI:10.1007/s00396-014-3352-3
In the present study, we found that plasmid DNA could induce single-chained cationic surfactants cetyltrimethylammonium bromide (CTAB), dodecyltrimethylammonium bromide (DTAB), and dodecyltriethyl ammonium bromide (DEAB) to form vesicles once its concentration reached a critical value. Moreover, the gene for follicle-stimulating hormone was delivered into cells with these single-chained cationic surfactant/DNA vesicles and the transfection efficiency was comparable to that with lipofectamine™ 2000, a famous and widely used commercial transfection reagent, and also to that using electroporation method, although it was generally thought conventional single-chained cationic surfactant was not suitable for gene transfer. The conventional single-chained cationic surfactant is very cheap and stable and the vesicles are very easy to be prepared. Thereby, this study may suggest that the vesicles formed between plasmid DNA and surfactant should be prospective to transfer DNA.
Co-reporter:Yimin Li, Xiaohong Zhang, Yang Li, Chunjiang Li, Xia Guo
Colloids and Surfaces A: Physicochemical and Engineering Aspects 2014 Volume 443() pp:224-232
Publication Date(Web):20 February 2014
DOI:10.1016/j.colsurfa.2013.11.015
•Three glucosylammonium surfactants with different counter ions were prepared.•Properties of counter ion play an important role in the aggregation behaviors.•Sugar part can shield the surface charge of surfactant/DNA aggregates effectively.The sugar surfactants are a relatively new class of surfactants. So far, although there have been a number of reports about their syntheses, the studies about their physical chemical properties and their interaction with DNA have been limited. In the present paper, we synthesized three glucosylammonium surfactants, with the same hydrophobic alkyl chain (dodecyl) and different counter ions (propanedioate, succinate and adipate). We found that these three surfactants could decrease the surface tension of water to ca. 30 mN/m and the counter ions played an important role in the surfactant aggregation. The surfactant with propanedioate as the counter ion has the greatest preference to be adsorbed at water/air surface, while the surfactant with succinate as the counter ion has the lowest critical micelle concentration. Moreover, the surfactant with propanedioate as the counter ion interacts with DNA strongest and that with adipate as the counter ion interacts with DNA weakest. In addition, the sugar moiety of the surfactant can shield the surface charge of the surfactant/DNA aggregates very effectively; ζ potential for the DNA/glucosylammonium surfactant is ca. 20 mV (which is usually higher than 40 mV for DNA/cationic surfactant aggregates).
Co-reporter:Jin Dong, Juan Cai, Xia Guo and Jing Xiao
Soft Matter 2013 vol. 9(Issue 47) pp:11383-11391
Publication Date(Web):10 Oct 2013
DOI:10.1039/C3SM52183D
Reverse micellar extraction has the potential to overcome the hurdles associated with the conventional separation and purification procedures for proteins and hence has been considered as an alternative to conventional techniques. The surfactants used in protein extraction so far have been almost exclusively di-2-ethylhexyl sodium sulfosuccinate and cetyl trimethyl ammonium bromide. In the present paper, we extracted bovine serum albumin (BSA) by using a kind of novel surfactant – gemini surfactant Cm-s-Cm·2Br (m = 12 and 16, and s = 2, 5, 8, and 12). Compared with conventional surfactant reverse micelles, all the gemini surfactant reverse micelles show superior performance. The length and flexibility of spacer s of Cm-s-Cm·2Br contribute to the advantages of gemini surfactant reverse micelles, and increasing hydrophobic alkyl chain length weakens the effect of the spacer. As a result, the minimum content ([surfactant]min) of the surfactant needed for transferring protein into an organic phase is increased in the order of s being 5, 8, 12 (2) sequentially and [surfactant]min for C16-s-C16·2Br is higher than that for C12-s-C12·2Br. The loading capacity of C16-s-C16·2Br reverse micelle is lower than that of C12-s-C12·2Br reverse micelle and C12-12-C12·2Br reverse micelle can load the maximum amount of protein. In the backward extraction process, gemini surfactants with s being 8 and 12 are much more efficient than the other gemini surfactants at pH 4.3. With C12-8-C12·2Br and C12-12-C12·2Br reverse micelles, BSA can be recovered under neutral or basic conditions given a sufficient amount of salt present (while a pH of ca. 4.3 is prerequisite for the recovery of BSA from conventional surfactant reverse micelles) and the efficiency with C12-12-C12·2Br reverse micelle is higher. Since so far the reports about the effect of surfactant structure on protein extraction have been limited, this study should help us know more about how to optimize the surfactant structure.
Co-reporter:Jing Xiao, Juan Cai, Xia Guo
Food Chemistry 2013 Volume 136(Issue 2) pp:1063-1069
Publication Date(Web):15 January 2013
DOI:10.1016/j.foodchem.2012.08.092
Gemini surfactant displayed distinct advantages over monomeric surfactant in the liquid–liquid reverse micellar extraction process. First, less amount of gemini surfactant than monomeric surfactant was needed for transferring almost complete bovine serum albumin (BSA) into organic phase from aqueous phase. Second, the loading capacity of gemini surfactant reverse micelle phase was much higher than that of the corresponding monomeric surfactant reverse micelle. Third, efficient backward extraction (75–92%) of BSA could be effected in a wide pH range from 4 to 9 with gemini surfactant reverse micelle while a pH of ca. 4.3 is prerequisite to the recovery of BSA from monomeric surfactant reverse micelle. So far, the reports about the effect of surfactant structure on protein extraction have been limited. This study indicates the important role of the spacer of gemini surfactant in protein extraction process and may provide more knowledge on how to optimise surfactant structure.Highlights► Less gemini surfactant than monomeric surfactant is needed for transferring BSA into organic phase from aqueous phase. ► Loading capacity of gemini surfactant reverse micelles is much higher. ► BSA can be extracted from gemini surfactant reverse micelles from pH 4 to 9.
Co-reporter:Hua Li, Xia Guo
Chinese Chemical Letters 2013 Volume 24(Issue 1) pp:82-84
Publication Date(Web):January 2013
DOI:10.1016/j.cclet.2012.11.010
Recently, we reported that deoxyribo-oligonucleotides could induce single chained cationic surfactant aggregation to form vesicles. In this paper, we will present that ribo-oligonucleotides can also induce vesicle formation, and compared with deoxyribo-oligonucleotides, ribo-oligonucleotides exhibit a higher inductive efficiency.Ribo-oligonucleotide can induce vesicle formation with a higher inductive efficiency than deoxyribo-oligonucleotide.
Co-reporter:Xiang Mei Ran, Xia Guo, Jia Tong Ding
Chinese Chemical Letters 2012 Volume 23(Issue 12) pp:1396-1398
Publication Date(Web):December 2012
DOI:10.1016/j.cclet.2012.10.019
Single-chained cationic surfactant dodecyl triethyl ammonium bromide and plasmid DNA together can form vesicles once the concentration of plasmid DNA reaches a critical value (Ccvc). Bigger the size of plasmid DNA, higher the value of Ccvc.
Co-reporter:Xia Guo;Bo Cui;Yang Li;Jiatong Ding
Journal of Polymer Science Part A: Polymer Chemistry 2012 Volume 50( Issue 9) pp:1740-1745
Publication Date(Web):
DOI:10.1002/pola.25940
Abstract
Recently, we found oligodeoxynucleotide could induce single-chained cationic surfactant to organize into vesicles. In this article, we will report the effects of NaCl and temperature on the surfactant/oligodeoxynucleotide vesicle formation. A moderate content of NaCl can facilitate vesicle formation and high content of NaCl makes vesicle degraded. The enhanced hydrophobic interaction between surfactant and oligodeoxynucleotide with NaCl plays a key role for facilitating vesicle formation. Moreover, surfactant/oligodeoxynucleotide vesicles tend to aggregate at high temperature and the change is irreversible. However, the presence of NaCl makes this change reversible. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
Co-reporter: Dr. Xia Guo;Bo Cui
Chinese Journal of Chemistry 2010 Volume 28( Issue 11) pp:2130-2136
Publication Date(Web):
DOI:10.1002/cjoc.201090353
Abstract
Recently, we reported for the first time that oligonucleotide could induce single-chained cationic surfactant molecules to aggregate into vesicles and the facilitative efficiency of oligonucleotide on vesicle formation was dependent on its size and sequence. In the present paper, we will continue to study the effects of acid and base on the facilitative efficiency of oligonucleotide on vesicle formation. It is found that proton ions show little effect on the facilitative efficiency while hydroxide ions make it decreased. Moreover, the percentage of oligonucleotide involved in vesicle formation in basic solution is much lower than that in acidic solution (which is almost equal to that in water). Since the structures and properties of DNA/amphiphile complex are very important for its application as nonviral gene carrier, this study may provide some helpful information for gene therapy.
Co-reporter:Xia Guo;Hua Li;Xiangmei Ran;Zhiyun Gong;Rong Guo
Journal of Polymer Science Part A: Polymer Chemistry 2010 Volume 48( Issue 4) pp:852-860
Publication Date(Web):
DOI:10.1002/pola.23835
Abstract
In our previous article, we reported for the first time that the oligonucleotides composed of one nucleotide species, for example, oligo d(A)n, oligo d(C)n, and oligo d(T)n, could facilitate negatively charged sodium dodecyl sulfate/dodecyl triethyl ammonium bromide mixed micelles to transform to vesicles. In this study, we will report the facilitation ability of self-complementary hairpin-structured oligonucleotides, oligo d(AnCTn) and oligo d(AT)nACT(AT)n (or oligo d(AT)nC(AT)n), on micelle-to-vesicle transition. It is found that the facilitation behavior of hairpin-structured oligonucleotide is different from that of the oligonucleotide comprising one base species, and the facilitation efficiency of hairpin-structured oligonucleotide is closely dependent on the sequence of bases A and T; oligo d(AnCTn) is more efficient than oligo d(AT)nACT(AT)n (or oligo d(AT)nC(AT)n). Moreover, oligo d(AnCTn) is more efficient than oligo d(A)n, oligo d(C)n, and oligo d(T)n. Since so far, there is very limited report about the facilitation effect of oligonucleotide and DNA on vesicle formation as well as the role of their conformation in their interaction with surfactant, this study should be expected to provide some helpful information for the application of DNA/amphiphile system. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 852–860, 2010
Co-reporter:Xia Guo;Bo Cui;Hua Li;Zhiyun Gong;Rong Guo
Journal of Polymer Science Part A: Polymer Chemistry 2009 Volume 47( Issue 2) pp:434-449
Publication Date(Web):
DOI:10.1002/pola.23160
Abstract
The interaction between DNA and surfactant has both biological and technological significances. Recently, we reported for the first time that oligo d(C)25 can induce single-chained cationic surfactant molecules to aggregate into vesicles. In this article, we studied systematically the formation of vesicles from traditional single-chained cationic surfactant molecules in the presence of a series of oligonucleotides and found that the facilitation efficiency of oligonucleotide on vesicle formation depends on its size and base composition. Oligo d(T)n cannot induce vesicle formation, whereas the other oligonucleotides can. Moreover, the oligonucleotide with a bigger size or with a hairpin structure favors vesicle formation more, and the increases in the size of the head group and/or the length of the alkyl group of surfactant decrease the facilitation efficiency of oligonucleotide. Since so far, there is very limited report about the vesicle formation in DNA/single-chained cationic surfactant solution, this study could be expected to increase the efficiency and applicability for DNA/amphiphile system. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 434–449, 2009
Co-reporter:Xia Guo, Hua Li, Fengmin Zhang, Songyun Zheng, Rong Guo
Journal of Colloid and Interface Science 2008 Volume 324(1–2) pp:185-191
Publication Date(Web):August 2008
DOI:10.1016/j.jcis.2008.04.057
Vesicles have many important applications in many different fields. In the present paper, we report for the first time that oligonucleotide can induce single-chained cationic surfactant molecules to aggregate into vesicles by determining turbidity with a Uv–vis spectrophotometer, observing images with a transmission electron microscope and/or fluorescence microscope, and dynamic light scattering. This study may increase the efficiency and applicability for a DNA/amphiphile system.
Co-reporter:Xia GUO;Hui YAN ;Rong GUO
Chinese Journal of Chemistry 2008 Volume 26( Issue 9) pp:1589-1595
Publication Date(Web):
DOI:10.1002/cjoc.200890287
Abstract
The interactions of ovalbumin (OVA) with one anionic surfactant, sodium dodecyl sulfate (SDS), and two cationic surfactants, dodecyl trimethylammonium bromide (DTAB) and cetyl trimethylammonium bromide (CTAB), in water have been studied through fluorescence and UV-Vis spectroscopies and transmission electronic microscopy, combined with the measurement of conductivity. OVA can increase the critical micelle concentrations (cmc) of SDS and CTAB but has little effect on that of DTAB. The interaction between surfactant monomer and OVA is greater than that between surfactant micelles and OVA. Moreover, SDS can make OVA unfolded while cationic surfactants cannot.
Co-reporter:Xia Guo;Hua Li;Zhiyun Gong;Fengmin Zhang;Songyun Zheng;Rong Guo
Journal of Polymer Science Part A: Polymer Chemistry 2008 Volume 46( Issue 22) pp:7491-7504
Publication Date(Web):
DOI:10.1002/pola.23055
Abstract
Sodium dodecyl sulfate (SDS)/dodecyl triethyl ammonium bromide (DEAB) mixed micelles (with SDS in excess) can transform to vesicles only when the temperature is higher than a critical value. In this study, we report for the first time that oligonucleotide can decrease the critical temperature to a much lower value and, hence, induce micelle-to-vesicle transition. The facilitation efficiency of oligonucleotide on vesicle formation is closely dependent on its size and base composition. Moreover, the SDS/DEAB/oligonucleotide vesicles are negatively charged and the hydrophobic interaction between oligonucleotide and SDS/DEAB mixed micelles is the driving force. As, so far, the report about the facilitation effect of oligonucleotide and DNA on vesicle formation is very limited, this study may provide some helpful information for the application of DNA/amphiphile system. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 7491–7504, 2008
Co-reporter:Xia Guo;Ling Lin;Rong Guo
Colloid and Polymer Science 2008 Volume 286( Issue 2) pp:169-174
Publication Date(Web):2008 February
DOI:10.1007/s00396-007-1748-z
Different from organic solvent, self-assemblies are environment friendly media, and moreover, if they are used as micro-reactor, many meaningful and exciting results may be obtained. In this paper, we investigated the photoisomerization of trans-stilbene in Triton X-100/n-C5H11OH/H2O microemulsions (a kind of self-assemblies) with different compositions and structures to establish the relationship between the reaction yields and the compositions and structures of microemulsions. The results show that the yield of cis-stilbene is increased with the increase of water content or with the decrease of Triton X-100 content, and oil in water (O/W) structure is the best structure for this reaction, which makes it possible to decrease the pollution of environment by organic solvent always used in organic reactions.
