50705-44-7Relevant academic research and scientific papers
Total Synthesis of an Immunogenic Trehalose Phospholipid from Salmonella Typhi and Elucidation of Its sn-Regiochemistry by Mass Spectrometry
Mishra, Vivek K.,Buter, Jeffrey,Blevins, Molly S.,Witte, Martin D.,Van Rhijn, Ildiko,Moody, D. Branch,Brodbelt, Jennifer S.,Minnaard, Adriaan J.
supporting information, p. 5126 - 5131 (2019/07/03)
Diphosphatidyltrehalose (diPT) is an immunogenic glycolipid, recently isolated from Salmonella Typhi. Despite rigorous structure elucidation, the sn-position of the acyl chains on the glycerol backbone had not been unequivocally established. A stereoselective synthesis of diPT and its regioisomer is reported herein. Using a hybrid MS3 approach combining collisional dissociation and ultraviolet photodissociation mass spectrometry for analysis of the regioisomers and natural diPT, the regiochemistry of the acyl chains of this abundant immunostimulatory glycolipid was established.
Dansyl acetyl trehalose: A novel tool to investigate the cellular fate of trehalose
Locatelli, Alessandra,Iommarini, Luisa,Graziadio, Alessandra,Leoni, Alberto,Porcelli, Anna Maria,Iotti, Stefano,Malucelli, Emil,Francia, Francesco,Venturoli, Giovanni,Farruggia, Giovanna
, p. 15350 - 15356 (2019/05/27)
A fluorescent derivative of trehalose with two dansyl groups (DAT) has been synthesized. It is characterised by a large Stokes shift, good permeability in human living cells and a well detectable fluorescent signal within the cells. Notably, in intestinal
The natural product brartemicin is a high affinity ligand for the carbohydrate-recognition domain of the macrophage receptor mincle
Jacobsen, Kristian M.,Keiding, Ulrik B.,Clement, Lise L.,Schaffert, Eva S.,Rambaruth, Neela D. S.,Johannsen, Mogens,Drickamer, Kurt,Poulsen, Thomas B.
supporting information, p. 647 - 652 (2015/04/27)
We demonstrate that the natural product brartemicin, a newly discovered inhibitor of cancer cell invasion, is a high-affinity ligand of the carbohydrate-recognition domain (CRD) of the C-type lectin mincle. Recent studies have revealed that mincle is a ke
Synthesis of macrocycles on the basis of diterpenoid isosteviol and trehalose
Garifullin,Sharipova,Strobykina,Andreeva,Kravchenko,Kataev
, p. 1488 - 1498 (2015/11/25)
Macrocyclic glycoterpenoids containing trehalose and isosteviol fragments have been synthesized. Selective screening has revealed compounds exhibiting antitubercular activity against H37RV, M. Avium and M. Terrae at a level comparable to the known antitub
Synthesis of the First Macrocyclic Glycoterpenoid Based on Trehalose and the Diterpenoid Isosteviol
Garifullin,Sharipova,Strobykina, I. Yu.,Andreeva,Kataev
, p. 886 - 889 (2015/12/26)
A macrocyclic glycoterpenoid containing the diterpenoid dihydroisosteviol (16-hydroxy-ent-beyeran-19- oic acid) and α,α′-trehalose linked by an ester spacer was synthesized.
Synthesis and structure - Activity relationships studies of brartemicin analogs as anti-invasive agents
Jiang, Yong-Li,Miyanaga, Satoshi,Han, Xiu-Zhen,Tang, Long-Qiang,Igarashi, Yasuhiro,Saiki, Ikuo,Liu, Zhao-Peng
, p. 531 - 537 (2013/10/21)
Brartemicin is a trehalose-based inhibitor of tumor cell invasion produced by the actinomycete of the genus Nonomuraea. In order to find more potent anti-invasive agents and study the structure-activity relationships, a series of 19 brartemicin analogs we
Self-assembling properties of 6-O-alkyltrehaloses under aqueous conditions
Kanemaru, Manami,Yamamoto, Kazuya,Kadokawa, Jun-Ichi
experimental part, p. 32 - 40 (2012/09/21)
In this study, we report the self-assembling properties of 6-O-alkyltrehaloses with different chain lengths, that is, octyl, decyl, dodecyl, tetradecyl, and hexadecyl, under aqueous conditions. The materials were synthesized from trehalose via five reacti
Self-assembling property of 6,6'-Di-O-octyltrehalose under aqueous conditions
Kanemaru, Manami,Yamamoto, Kazuya,Kadokawa, Jun-Ichi
, p. 954 - 956,3 (2020/08/31)
In this study, we synthesized a new trehalose-based amphiphile, 6,6'-di-O-octyltrehalose, from trehalose by five reaction steps. The SEM and TEM images of the sample prepared by drying its aqueous dispersion showed the formation of morphologically control
Synthesis and evaluation of trehalose-based compounds as anti-invasive agents
Jiang, Yong-Li,Tang, Long-Qian,Miyanaga, Satoshi,Igarashi, Yasuhiro,Saiki, Ikuo,Liu, Zhao-Peng
scheme or table, p. 1089 - 1091 (2011/04/16)
Brartemicin is a trehalose-based inhibitor of tumor cell invasion produced by the actinomycete of the genus Nonomuraea. In order to explore the preliminary structure-activity relationship and obtain more potent inhibitors, a series of brartemicin analogs
INOSITOL AND TREHALOSE DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS FOR TREATING NEURODEGENERATIVE DISEASES COMPRISING THE SAME
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Page/Page column 11-12, (2011/10/04)
The invented inositol and trehalose derivatives, prepared by introducing multiple units of the guanidine group to the backbone molecules, show excellent blood-brain barrier permeability, and accordingly, it can be easily transported to the brain tissues and utilized for the treatment of neurodegenerative diseases such as Alzheimer's disease and Huntington's disease.
