PYRENEBUTANOIC ACID SUCCINIMIDYL ESTER

CA Index Name 1-Pyrenebutanoic acid, 2,5-dioxo-1-pyrrolidinyl ester 

Other Names 2,5-Pyrrolidinedione, l-[l-oxo-4-(l-pyrenyl)butoxy]- 1-Pyrenebutanoic acid succinimidyl ester 1-Pyrenebutyric acid A-hydroxysuccinimide ester 4-Pyrenebutanoate A-hydroxysuccinimidyl ester 4-(l-Pyrene)butanoic acid succimidyl ester 4-(l-Pyrene)butyric acid A-hydroxysuccinimide ester A-(l-Pyrene)-butyryloxysuccinimide Succinimidyl 1-Pyrenebutanoate 1-Succinimidyl pyrenebutyrate PANHS PEASE PBSE PNHS PSE PyBHS Py-Boc PYS 

Merck Index Number Not listed Chemical/Dye Class Pyrene 

Molecular Formula C24H19NO4 Molecular Weight 385.41 Physical Form Yellow solid  

Imaging/Labeling Applications Cellulose cyclodextrin-based polyrotaxanes histamine/ histidine lysozymes nucleic acids polyamines proteins poly(dimethylsiloxane) (PDMS) oligomers  

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Jt-Stacking of 1-pyrenebutanoic acid succinimidyl ester on SWCNT sidewalls SWCNTs were suspended on meshed gold grids according to known methods and a grid sample was incubated in a 1-pyrenebutanoic acid succinimidyl ester solution (6 mM in DMF or 1 mM in methanol) for 1 h at room temperature, after which the sample was rinsed three times in pure DMF or methanol [196],... 

Dai et al. [90] reported a very interesting work introducing a simple and general approach for noncovalent functionalization of the sidewalls of CNTs for further immobilization of ferritin, streptavidin and biotinyl-3,6-dioxaoetanediamine in a very efficient way. The first step was the noncovalent funetionalization of SWCNTs by irreversible adsorption of a bifimetional moleeule, 1-pyrenebutanoic acid, succinimidyl ester onto the hydrophobie surfaees of SWCNTs dispersed in DMF or methanol. 

Figure 13. 1-Pyrenebutanoic Acid, Succinimidyl Ester 1 irreversibly adsorbed onto the sidewall of a SWCNT. From reference 90.

Fig. 13.20 (a) Schematic diagram of the nanosensor. PSA-ABs are anchored to the NW/SWNT surface and function as specific recognition groups for PSA binding, (b) Reaction sequence for the modification of In203 NW i, deposition of 3-phosphonopropionic acid ii, DCC and A-hydroxysuccinimide activation Hi, PSA-AB incubation, (c) Reaction sequence for the modification of SWNT iV, deposition of 1-pyrenebutanoic acid succinimidyl ester V, PSA-AB incubation. Reprinted with permission from ref. [149]. Copyright (2005) American Chemical Society... 

As is shown in Section 3.3.2, biomolecules such as proteins and DNA bind to CNTs by nonspecific interactions. Dai and coworkers sought to develop a chemical method for the noncovalent functionalization of SWNTs with biomolecules.To this end, 1-pyrenebutanoic acid, succinimidyl ester was employed this molecule adsorbs irreversibly to the wall of pristine SWNTs in organic solvents such as A,A-dimethylformamide (DMF) or methanol. The pyrenyl group of 1-pyrenebutanoic acid, succinimidyl ester, which is aromatic, is known to strongly bind to the... 

Pyrenebutanoic acid succinimidyl ester 1-Pyrenedecanoic acid (PDA)... 

Figure 8 1-Pyrenebutanoic acid, succinimidyl esta- (1) irreversibly adsorbs onto the sidewall of a SWNT via iTr-stacking. Amine groups on a protein react with the anchored succinimidyl ester to form amide bonds for protein immobilization. (Reproduced from Ref. 14. Amaican Chemical Society, 2001.)...

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