Preparation of protein conjugates via intermolecular disulfide bond formation

King, Te Piao; Li, Yen; Kochoumian, Loucia

doi:10.1021/bi00601a022

Cited by 102 publications

(53 citation statements)

References 19 publications

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“…[13] These diblock copolymers have the same chemical nature, but differ in composition ratio. Two functional end- [14,15] The chemical structure and PDI of each copolymer were verified by 1 H-NMR (AMX-500, Bruker) and GPC, using dimethylformamide (DMF) as an elution solvent. The Mn of Graft was calculated by 1 H-NMR (AMX-500, Bruker) using mPEG (Mn 5000) as a standard.…”

Section: Resultsmentioning

confidence: 99%

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Multifunctional Micelles for Cancer Cell Targeting, Distribution Imaging, and Anticancer Drug Delivery

Huang¹,

Lo²,

Chen³

et al. 2007

Adv Funct Materials

148

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Multifunctional micelles for cancer cell targeting, distribution imaging, and anticancer drug delivery were prepared from an environmentally‐sensitive graft copolymer, poly(N‐isopropyl acrylamide‐co‐methacryl acid)‐g‐poly(D,L‐lactide) (P(NIPAAm‐co‐MAAc)‐g‐PLA), a diblock copolymer, methoxy poly(ethylene glycol)‐b‐poly(D,L‐lactide) (mPEG‐PLA) and two functionalized diblock copolymers, galactosamine‐PEG‐PLA (Gal‐PEG‐PLA) and fluorescein isothiocyanate‐PEG‐PLA (FITC‐PEG‐PLA). Anticancer drug, free base doxorubicin (Dox) was incorporated into the inner core of multifunctional micelles by dialysis. From the drug release study, a change in pH (from pH 7.4 to 5.0) deformed the structure of the inner core from that of aggregated P(NIPAAm‐co‐MAAc), causing the release of a significant quantity of doxorubicin (Dox) from multifunctional micelles. Multifunctional micelles target specific tumors by an asialoglycoprotein (HepG2 cells)‐Gal (multifunctional micelle) receptor‐mediated tumor targeting mechanism. This mechanism then causes intracellular pH changes which induce Dox release from multifunctional micelles and that micelles have strong effects on the viability of HepG2 cells and are abolished by galactose. Confocal laser scanning microscopy (CLSM) reveals a clear distribution of multifunctional micelles. With careful design and sophisticated manipulation, polymeric micelles can be widely used in cancer diagnosis, cancer targeting, and cancer therapy simultaneously.

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Section: Resultsmentioning

confidence: 99%

“…For the synthesis, PLA-NH 2 was dissolved in acetonitrile and then incubated with an excess of 2-iminothiolane hydrochloride at room temperature for 15 h [14,15]. The unreacted 2-iminothiolane was removed by repeated dialysis against 5 mM HCl solution followed by 1 mM HCl solution for 24 h each.…”

mentioning

confidence: 99%

Multifunctional Micelles for Cancer Cell Targeting, Distribution Imaging, and Anticancer Drug Delivery

Huang¹,

Lo²,

Chen³

et al. 2007

Adv Funct Materials

148

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“…This compound reacts easily with primary amines at pH 7-10 [94][95][96] in both molecules with low molecular weight and macromolecules, such as chitosan. [97] This is advantageous because the positive charge inherent in primary amine groups at physiologic pH is maintained after the reaction.…”

Section: Conversion Of Amino Groupsmentioning

confidence: 99%

Delivery of Nucleic Acids via Disulfide‐Based Carrier Systems

et al. 2009

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Nucleic acids are not only expected to assume a pivotal position as "drugs" in the treatment of genetic and acquired diseases, but could also act as molecular cues to control the microenvironment during tissue regeneration. Despite this promise, the efficient delivery of nucleic acids to their side of action is still the major hurdle. One among many prerequisites for a successful carrier system for nucleic acids is high stability in the extracellular environment, accompanied by an efficient release of the cargo in the intracellular compartment. A promising strategy to create such an interactive delivery system is to exploit the redox gradient between the extra- and intracellular compartments. In this review, emphasis is placed on the biological rationale for the synthesis of redox sensitive, disulfide-based carrier systems, as well as the extra- and intracellular processing of macromolecules containing disulfide bonds. Moreover, the basic synthetic approaches for introducing disulfide bonds into carrier molecules, together with examples that demonstrate the benefit of disulfides at the individual stages of nucleic acid delivery, will be presented.

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“…The molar content of free SH-group in NTP(YSH) was measured according to [5] and accounted for more than 90%.…”

Section: Methodsmentioning

confidence: 99%

3′‐Mercapto‐2′,3′‐dideoxynucleotides are high effective terminators of DNA synthesis catalyzed by HIV reverse transcriptase

1992

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Four Y-mcrcapto-2",3'-dideoxynucleoside 5'-triphosphates (A, G, C and T) were tested as DNA chain terminator substmtes for calf thymus cz-DNA polymerase, E. coil DNA polymerase I Klenow fragment, terminal deoxyn ucleotidyl transferase and reverse transeripta~es oEAMV, HIV and MLV viruses. It was sl~own that the analogues selectively and irreversibly terminated DNA chain elon~ttion by AMV and HIV reverse transeriptases and the terminal transferase. Other DNA polymerases tested did not use the nucleotide analogues as chain terminator substrate.

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Preparation of protein conjugates via intermolecular disulfide bond formation

Cited by 102 publications

References 19 publications

Multifunctional Micelles for Cancer Cell Targeting, Distribution Imaging, and Anticancer Drug Delivery

Multifunctional Micelles for Cancer Cell Targeting, Distribution Imaging, and Anticancer Drug Delivery

Delivery of Nucleic Acids via Disulfide‐Based Carrier Systems

3′‐Mercapto‐2′,3′‐dideoxynucleotides are high effective terminators of DNA synthesis catalyzed by HIV reverse transcriptase

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