2003
DOI: 10.1021/bc0340924
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Abstract: 6(A),6(D)-Bis-(2-amino-2-carboxylethylthio)-6(A),6(D)-dideoxy-beta-cyclodextrin 1, a diamino acid derivative of beta-cyclodextrin, is synthesized and condensed with difunctionalized PEG comonomers to give linear, high molecular weight (M(w) over 50 kDa) beta-cyclodextrin-based polymers (2-4) with pendant functionality (carboxylate). 2-4 are all highly soluble in aqueous solutions (over 200 mg/mL). 20-O-trifluoroglycinylcamptothecin, 5a, and 20-O-trifluoroglycinylglycinylglycinylcamptothecin, 5b, are synthesize… Show more

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Cited by 194 publications
(165 citation statements)
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“…The synthesis and properties of preclinical nanoparticles of CRLX101 have been described previously (12)(13)(14)(15)(16)(17)(18). The nanoparticles were 20 to 30 nm in diameter, and characterization studies demonstrated that all the polymer chains were contained within the nanoparticles (i.e., no free polymer chains) (13).…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…The synthesis and properties of preclinical nanoparticles of CRLX101 have been described previously (12)(13)(14)(15)(16)(17)(18). The nanoparticles were 20 to 30 nm in diameter, and characterization studies demonstrated that all the polymer chains were contained within the nanoparticles (i.e., no free polymer chains) (13).…”
Section: Resultsmentioning
confidence: 99%
“…If the release kinetics of CPT are the result of hydrolysis rates, they should be a function of pH. The release kinetics of CPT from CRLX101 have been shown to be pHdependent, with longer t 1/2 values being observed for lower pH values (18). These data suggest that differences in interspecies CPT release kinetics are caused by differences in plasma contents, such as lipoprotein complexes, as opposed to levels of plasma esterases.…”
Section: Pk Of Unconjugated Cpt Depends On Its Binding To Serum Albuminmentioning
confidence: 97%
“…With this method vinyl monomer synthesis is no longer necessary. While several approaches have been made to synthesize the linear multifunctional PEG construct (63)(64)(65)(66), further improvements are desperately needed. In particular, the chemistry that joins the short PEG segments should be much more efficient, and tolerant of pendent functionality conjugation.…”
Section: Click Chemistry and Linear Multifunctional Polymeric Delivermentioning
confidence: 99%
“…50,51 Conversely, since thiol species, including GSH are more abundant in tumor cells than in normal cells, MSN-containing disulfide-based delivery systems are expected to release completely the delivered therapeutic payload upon exposure to thiols. 45,[52][53][54][55] Consistently with this principle, a CPT-silica ester conjugate (RhB-SiO 2 @MSN-COO- CPT) with equivalent drug content showed a significant higher IC 50 value than RhB-SiO 2 @MSN-SS-CPT (Table 1, Fig.…”
Section: Disulfide Vs Ester Linkage For Cpt Intracellular Deliverymentioning
confidence: 99%