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Chemical Structure| 1577-22-6 Chemical Structure| 1577-22-6

Structure of 1577-22-6

Chemical Structure| 1577-22-6

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Product Citations

Product Citations

Patterson, Leah A ; Coppage, David A ; Figueroa, Sydney M ; Cobo, Angel A ; O’Geen, Henriette ; Segal, David J , et al.

Abstract: The design of amphiphilic lipid structures can be used to modulate key properties for diverse applications in biology and nanomaterials. We have engineered a structurally diverse class of amphiphilic silyl lipids using a hydrosilylation reaction as the key step to access lipids that vary the silyldimethyl position, branching, length, and substituents in the lipid tail. We demonstrate that the size, zeta potential, rRNA encapsulation, stability, bilayer fluidity, and mRNA transfection are controlled by varying the structure of the silyl lipid tail. Five silyl lipids exhibit high encapsulation, and three feature enhanced stability and transfection in HEK293T cells relative to DOTAP as a classic reference lipid. Incorporation of a branching silyldimethyl group (in place of a cis alkene or methylene) increases bilayer fluidity in liposomes.These results support the idea that incorporating a silyldimethyl group and accessing diverse lipid structures can control liposome properties and mRNA delivery, showing promise for using silyl lipid structures in other biology and biomaterial applications.

Keywords: lipids ; silanes ; hydrosilylation ; nanoparticles ; RNA

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Product Details of [ 1577-22-6 ]

CAS No. :1577-22-6
Formula : C6H10O2
M.W : 114.14
SMILES Code : C=CCCCC(O)=O
MDL No. :MFCD00046558
InChI Key :XUDOZULIAWNMIU-UHFFFAOYSA-N
Pubchem ID :15308

Safety of [ 1577-22-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H290-H314
Precautionary Statements:P234-P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P321-P363-P390-P405-P406-P501
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 1577-22-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1577-22-6 ]

[ 1577-22-6 ] Synthesis Path-Downstream   1~3

  • 2
  • [ 105-60-2 ]
  • [ 7647-01-0 ]
  • [ 7732-18-5 ]
  • NaNO2 [ No CAS ]
  • [ 1577-22-6 ]
  • [ 4224-62-8 ]
  • 3
  • [ 1577-22-6 ]
  • C16H28O3 [ No CAS ]
  • [ 551-11-1 ]
YieldReaction ConditionsOperation in experiment
75% With (Z)-2-Butene; C37H40Cl2N2ORuS2; In tetrahydrofuran; at 22℃; under 7 Torr;Inert atmosphere; Glovebox; Sealed tube; General procedure: In a N2-filled glovebox, an oven-dried vial equipped with a magnetic stir bar is charged with the alkene substrates (1 :3 ratio), unpurified Z-2-butene (3) and a solution of the appropriate amount of catec -2 (WO 2014/201300) Ru-2 dissolved in THF. The reaction vessel is then sealed. The mixture is allowed to stir at 22 C for 4 h, after which the volatiles are removed in vacuo (typically, 100 torr for 2 mins).The flask containing the residue is then charged with a solution of the appropriate amount of Ru-2 in THF and the system is placed under 100 torr of vacuum. The resulting solution is allowed to stir for 8 h at 22 C, after which the reaction is quenched by the addition of wet (undistilled) diethyl ether and the volatiles were removed in vacuo. Purification may be performed by silica gel chromatography. [00124] The following examples show the effectiveness of the method using as internal olefin according to steps (X), (Y) or (V) Z-2-butene (3). For example, biologically active compounds such as prostaglandins may be prepared:
 

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