Organogels from different self-assembling novel l-proline dihydrazide derivatives: gelation mechanism and morphology investigations

Yu, Yang; Wang, Shuai; Liang, Jia; Zhou, Miaomiao; Pan, Qiaode; Zhai, Yuchun; Wang, Chuansheng

doi:10.1007/s10971-015-3903-1

Cited by 8 publications

(8 citation statements)

References 41 publications

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“…Some fibers on average range between 40–80 nm in width . Fibril structures have been reported as the main morphological structure of relatively strong gels . Redox triggering in compounds is a novel and significant property.…”

Section: Resultsmentioning

confidence: 99%

“…[7,15] Fibril structures have been reported as the main morphological structure of relativelys trong gels. [7,15,[35][36][37][38][39][40] Redox triggering in compounds is anovel and significant property.T here are al imited number of compounds that show redox reversibility,e xamples include af errocenemodified phospholipid in redox-triggered drug-delivery vesicles reported by Noyhouzer et al [41] Miao et al also exhibited redox-controlled self-assembling peptides. [42] Redox-responsive supramolecular polymers can also be used as smart carriers for controllable drug or protein delivery in tissues.…”

Section: Morphological Investigationmentioning

confidence: 99%

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A Ferrocene–Tryptophan Conjugate: The Role of the Indolic Nitrogen in Supramolecular Assembly

et al. 2017

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Bio‐organometallic ferrocene‐containing amino acids and peptides have been reported to form gels and are interesting to study due to their structural properties and applications for biological purposes. In this study, a ferrocene‐dicarboxylic acid derivative of the dipeptide tryptophan–tryptophan was investigated. The indolic nitrogen in the amino acid tryptophan is important for biological functions due to its role in hydrogen bonding. Here, intermolecular interactions with the indolic nitrogen allow this conjugate to self‐assemble into a fibrous supramolecular structure that forms a stable gel. Rheological analysis demonstrates the self‐healing nature of this gel. Interestingly, X‐ray analysis of this ferrocene–peptide conjugate reveals close contacts involving tryptophan, in particular the indole NH group in interactions with an adjacent neighboring molecule.

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Section: Resultsmentioning

confidence: 99%

Section: Morphological Investigationmentioning

confidence: 99%

A Ferrocene–Tryptophan Conjugate: The Role of the Indolic Nitrogen in Supramolecular Assembly

et al. 2017

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“…By understanding the Hansen space for molecules that gel vegetable oil, it will provide a targeted approach to identify new food‐grade gelators. In an attempt to observe if there is a region in Hansen space that is concentrated in oleogelators, a meta‐analysis was performed and 34 reported molecular gels that gelled vegetable oil were identified (Table ) (Bastiat & Leroux, ; Behera, Patil, Sargiri, Pal, & Ray, ; Feng, Chen, Cai, Wen, & Liu, ; Hanabusa, Hiratsuka, Kimura, & Shirai, ; Hanabusa, Inoue, Suzuki, Kimura, & Shirai, ; Hanabusa, Kawakami, Kimura, & Shirai, ; Hanabusa, Tanaka, Suzuki, Kimura, & Shirai, ; Hishikawa, Sada, Watanabe, Miyata, & Hanabusa, ; Li et al, ; Motulsky et al, ; Rao, Kamalraj, Swain, & Mishra, ; Rogers, Wright, & Marangoni, ; Suzuki, Uematsu, & Hanabusa, ; Suzuki, Yumoto, Shirai, & Hanabusa, ; Yu et al, , ). The benefit to preforming this type of analysis was it allows nonfood‐grade gelators to be used to identify the HSP of molecules that are able to vegetable oil.…”

Section: Where Do Oleogelators Of Vegetable Oils Reside In Hansen Spacementioning

confidence: 99%

“…HSP's frequency of occurrence of reported molecular gelators that gel vegetable oil. Data were obtained for n = 34 unique molecular gelators (Bastiat & Leroux, ; Feng et al, ; Hanabusa, Hiratsuka, et al, ; Hanabusa, Inoue, et al, ; Hanabusa, Kawakami, et al, ; Hanabusa, Tanaka, et al, ; Hishikawa et al, ; Li et al, ; Motulsky et al, ; Rao et al, ; Suzuki et al, , ; Yu et al, , )…”

Section: Where Do Oleogelators Of Vegetable Oils Reside In Hansen Spacementioning

confidence: 99%

Hansen Solubility Parameters as a Tool in the Quest for New Edible Oleogels

Rogers

2018

J Americ Oil Chem Soc

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By identifying the Hansen space of nonfoodgrade gelators, which are capable of gelling oil, insights into the molecular characteristics required for gelation of edible oil become apparent. In examining the 34 reported oleogelators, molecules that gel oil tend to have a dispersive Hansen solubility parameter (HSP) between 16.0 < δ d > 17.5 MPa 1/2 , a polar HSP between 7.0 < δ p > 11.0 MPa 1/2 , and a hydrogen-bonding HSP between 7.0 < δ h > 9.0 MPa 1/2 . Although this does not define the complete Hansen space of these gelators, it provides insight into what types of molecules may be capable of forming oleogels in vegetable oils to allow new discovery without relying solely on serendipity. KeywordsHansen solubility parameters Á Oleogels Á Molecular gels Á Self-assembly Á Hardstock fat replacer J Am Oil Chem Soc (2018) 95: 393-405. J Am Oil Chem Soc (2018) 95: 393-405 394 J Am Oil Chem Soc J Am Oil Chem Soc (2018) 95: 393-405 Soybean Xie et al. (2010) (Continues) 401 J Am Oil Chem Soc J Am Oil Chem Soc (2018) 95: 393-405

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“…For this experiment, compound 1 was dissolved in phosphate buffer, followed by a temperature-triggered gelation.TEM images of compound 1 show the presence of a nanofiber matrix which is optimal for hydrogel formation. Fibril structures have also been reported as the main morphological structure of relatively strong gels 8,[23][24][25][26][27].…”

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confidence: 95%

Systematic exploration of the pH dependence of a peptide hydrogel

et al. 2019

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Stimuli-responsive peptide gels are a growing class of functional biomaterials that are involved in many applications in research. Here, we present a novel di-peptide hydrogel from the compound Boc–Phe–Trp–OH in various buffer and pH conditions. We examine the effects of different stimuli, including temperature and pH, on the mechanical strength of the gels through frequency rheology studies. We found that this hydrogelator is highly pH dependent, only forming a gel in a narrow range of pH 6–7. This hydrogelator hold promise for the development of new stimuli-responsive biomaterials for specific applications that require this type of specific stimuli.

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Organogels from different self-assembling novel l-proline dihydrazide derivatives: gelation mechanism and morphology investigations

Cited by 8 publications

References 41 publications

A Ferrocene–Tryptophan Conjugate: The Role of the Indolic Nitrogen in Supramolecular Assembly

A Ferrocene–Tryptophan Conjugate: The Role of the Indolic Nitrogen in Supramolecular Assembly

Hansen Solubility Parameters as a Tool in the Quest for New Edible Oleogels

Systematic exploration of the pH dependence of a peptide hydrogel

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