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Article: Head-to-tail dimerization and organogelating properties of click peptidomimetics

TitleHead-to-tail dimerization and organogelating properties of click peptidomimetics
Authors
Ke, ZChow, HFChan, MCLiu, ZSze, KH
Issue Date2012
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2012, v. 14 n. 1, p. 394-397 How to Cite?
DOI: http://dx.doi.org/10.1021/ol2031685
AbstractClick triazole-based oligopeptides 1-3 were found to self-dimerize (K dim ≈ 10-680 M -1) in a head-to-tail fashion based on 1H variable concentration, 2D, and H/D exchange NMR, VPO, CD, FT-IR studies and Gaussian 03 simulations. The dimerization constant K dim was shown to increase with increasing number of the amino acid units. Within the same oligomeric series, the K dim value is strongly affected by the size of the C-terminal end group. The tripeptides 2 are also excellent organogelators of aromatic solvents. © 2011 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/157670
ISSN
1523-7060
2021 Impact Factor: 6.072
2020 SCImago Journal Rankings: 1.940
ISI Accession Number ID
WOS:000298828500101
Funding AgencyGrant Number
RGC of HKSARCUHK 400509
UGC of HKSARSEG/CUHK09
Funding Information:

This work was supported by the RGC of HKSAR (CUHK 400509). The 700 MHz NMR spectrophotometer was funded by the UGC of HKSAR (SEG/CUHK09). We thank Mr. Tin-Ki Chiu of CUHK, for preparing chemical samples, and Mr. Guangjie Xia of CUHK, for the help on the Gaussian modeling.

References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorKe, Zen_US
dc.contributor.authorChow, HFen_US
dc.contributor.authorChan, MCen_US
dc.contributor.authorLiu, Zen_US
dc.contributor.authorSze, KHen_US
dc.date.accessioned2012-08-08T08:52:07Z-
dc.date.available2012-08-08T08:52:07Z-
dc.date.issued2012en_US
dc.identifier.citationOrganic Letters, 2012, v. 14 n. 1, p. 394-397en_US
dc.identifier.issn1523-7060en_US
dc.identifier.urihttp://hdl.handle.net/10722/157670-
dc.description.abstractClick triazole-based oligopeptides 1-3 were found to self-dimerize (K dim ≈ 10-680 M -1) in a head-to-tail fashion based on 1H variable concentration, 2D, and H/D exchange NMR, VPO, CD, FT-IR studies and Gaussian 03 simulations. The dimerization constant K dim was shown to increase with increasing number of the amino acid units. Within the same oligomeric series, the K dim value is strongly affected by the size of the C-terminal end group. The tripeptides 2 are also excellent organogelators of aromatic solvents. © 2011 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_US
dc.relation.ispartofOrganic Lettersen_US
dc.subject.meshAmino Acids - Chemistryen_US
dc.subject.meshDimerizationen_US
dc.subject.meshHydrogen Bondingen_US
dc.subject.meshModels, Molecularen_US
dc.subject.meshMolecular Structureen_US
dc.subject.meshPeptidomimetics - Chemistryen_US
dc.titleHead-to-tail dimerization and organogelating properties of click peptidomimeticsen_US
dc.typeArticleen_US
dc.identifier.emailSze, KH:khsze@hku.hken_US
dc.identifier.authoritySze, KH=rp00785en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/ol2031685en_US
dc.identifier.pmid22188338-
dc.identifier.scopuseid_2-s2.0-84862929301en_US
dc.identifier.hkuros211863-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-84855475820&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume14en_US
dc.identifier.issue1en_US
dc.identifier.spage394en_US
dc.identifier.epage397en_US
dc.identifier.isiWOS:000298828500101-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridKe, Z=36514849600en_US
dc.identifier.scopusauthoridChow, HF=7102303384en_US
dc.identifier.scopusauthoridChan, MC=7402597692en_US
dc.identifier.scopusauthoridLiu, Z=54885642400en_US
dc.identifier.scopusauthoridSze, KH=7006735061en_US
dc.identifier.issnl1523-7052-

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