Citation: Xue Peng, Zhang Shenghan, Zhang Yi, Wang Jide. Study on the Solid Phase Peptide Synthesis and Self-assembly Properties of Histidine-Diphenylalanine Molecule[J]. Chemistry, ;2017, 80(3): 273-277. shu

Study on the Solid Phase Peptide Synthesis and Self-assembly Properties of Histidine-Diphenylalanine Molecule

Xue Peng ¹ ,
Zhang Shenghan ² ,
Zhang Yi ² ,
Wang Jide ^1,*,,

1.
Key Laboratory of Oil & Gas Fine Chemicals, Ministry of Education, Xinjiang University, Urumqi 830046
2.
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083

Corresponding author: Wang Jide, awangjd@sina.cn
Received Date: 18 September 2016
Accepted Date: 24 October 2016

Figures(10)

Histidine-diphenylalanine (HisFF) tripeptide gelator was synthesized by chemical modification of the well-assembled diphenylalanine (FF) with histidine through solid phase peptide synthesis method. The precise structure and purity of synthetized HisFF molecule were determined by mass spectrometry (MS) and ¹H NMR. The morphology and structures of the HisFF aggregates were observed using TEM and SEM. The strength of HisFF gelated in toluene, chloroform and ethyl acetate were different, and the TEM images showed that the fiber strength and aggregation form also affect the gel stability. HisFF molecule could be assembled into a variety of nanostructures in several different solvents or through different assembly methods. For example, HisFF can be assembled into nanoparticles, nanotubes and helical nanofibers in acetone, respectively, methanol and ethyl acetate. And when it was first dissolved in HFIP then diluted by these solvents, nanofibers with different diameter can be obtained.
- Solid phase peptide synthesis,
- Diphenylalanine,
- Histidine,
- Gel,
- Self-assembly
1. [1]
  P Terech, R G Weiss. Chem. Rev., 1997, 97(8):3133-3159.
2. [2]
  J Raeburn, D J Adams. Chem. Commun., 2015, 51(25):5170-5180.
3. [3]
  S G Zhang. Nat. Biotech., 2003, 21(10):1171-1178.
4. [4]
  Z F Sun, L Deng, H Gan et al. Biosens. Bioelectron., 2013, 39(1):215-219.
5. [5]
  Z Z Zhang, T He, M Y Yuan et al. Chem. Commun., 2015, 51(87):15862-15865.
6. [6]
  J H Kim, S Y Lim, D H Nam et al. Biosens. Bioelectron., 2011, 26(5):1860-1865.
7. [7]
  M Reches, E Gazit. Science, 2003, 300(5619):625-627.
8. [8]
  J Liu, P L He, J L Yan et al. Adv. Mater., 2008, 20(13):2508-2511.
9. [9]
  P Xue, H Q Wu, X J Wang et al. Sci. Rep., 2016, 6:25390.
10. [10]
  P Xue, Y N Wei, H Q Wu et al. Colloids Surf. A, 2016, 506:514-518.
11. [11]
  Y Jeong, K Hanabusa, H Masunaga et al. Langmuir, 2005, 21(2):586-594.
12. [12]
  M Suzuki, M Yumoto, H Shirai et al. Tetrahedron, 2008, 64(45):10395-10400.
13. [13]
  Y Su, X H Yan, A H Wang et al. J. Mater. Chem., 2010, 20(32):6734-6740.
14. [14]
  M C Du, P L Zhu, X H Yan et al. Chem. Eur. J., 2011, 17(15):4238-4245.
15. [15]
  J Kim, T H Han, Y Kim et al. Adv. Mater., 2010, 22(5):583-587.
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