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Volumn 16, Issue 21, 2010, Pages 6176-6186

Cysteine-containing polyisocyanides as versatile nanoplatforms for chromophoric and bioscaffolding

Author keywords

Bioscaffolding; Chromophoric scaffolding; Click chemistry; Helical structures; Polyisocyanides

Indexed keywords

CLICK CHEMISTRY; CYSTEINERICH; EXCIMER-LIKE EMISSION; HELICAL CONFORMATION; HELICAL STRUCTURES; MALEIMIDES; POLYISOCYANIDES; POST-MODIFICATION; PYRENE DERIVATIVES; ROD-LIKE STRUCTURES; SHEET-LIKE; SIDE CHAINS; STREPTAVIDIN; SULFUR ATOMS; THIOESTER GROUP;

EID: 77952681353     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200903502     Document Type: Article
Times cited : (22)

References (56)
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    • Based on an average spacing between the side chains nth and (n+4)th of 4.7 Å, we assume that a polyisocyanide of 100 nm in length contains 850 monomeric units
    • Based on an average spacing between the side chains nth and (n+4)th of 4.7 Å, we assume that a polyisocyanide of 100 nm in length contains 850 monomeric units.
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    • The polymer was found to be soluble again after the heating cycle
    • The polymer was found to be soluble again after the heating cycle.
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    • The fact that more harsh conditions are required for the deprotection step relative to those used for the formamide precursor 3 a might be attributed to the fact that the ethylcarbamoyl protecting groups of 5 a are involved in interchain hydrogen-bonding interactions, which make them more stable towards nucleophilic attack
    • The fact that more harsh conditions are required for the deprotection step relative to those used for the formamide precursor 3 a might be attributed to the fact that the ethylcarbamoyl protecting groups of 5 a are involved in interchain hydrogen-bonding interactions, which make them more stable towards nucleophilic attack.
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    • 1HNMR spectroscopy after workup
    • 1HNMR spectroscopy after workup.
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    • note
    • In contrast, when polyisocyanide 5 a was deprotected by following the procedure described for 10c, then stirred in chloroform solution for three weeks at ambient atmosphere, AFM analysis (see the Supporting Information) revealed fiberlike structures up to μM length. This might suggest the formation of cross-linked polymers; however, more detailed studies are needed to substantiate this.
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    • For the synthesis and characterization of 9, see the Supporting Information
    • For the synthesis and characterization of 9, see the Supporting Information.
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    • In the case of polyisocyanide 14 no precipitation of the mixture was observed after one week at 4°C.
    • In the case of polyisocyanide 14, no precipitation of the mixture was observed after one week at 4°C.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.