Supramolecular chemistry of cyclodextrin-peptide hybrids: Azobenzene-tagged peptides

Akihiko Ueno, Tomoko Shimizu, Hisakazu Mihara, Keita Hamasaki, K. Pitchumani

研究成果: Article

5 引用 (Scopus)

抄録

AC17, which is composed of 17 amino acids and has an azobenzene moiety but has no cyclodextrin (CD) unit in the side chain, exhibits 54% helix content. However, ACα17, which has both trans-azobenzene and α-CD, shows 82% helix content. This result suggests that the helix structure is stabilized by host (CD)-guest (azobenzene) bridge in the side chain of the peptide. The helix content changed by trans-cis photoisomerization as shown by 64% helix content for ACα17 in its cis form. This result suggests that cis-azobenzene unit is excluded from the α-CD cavity, thus resulting in the smaller helix content. The helix contents for ACβ17, which has both azobenzene and β-CD, are 94% in the cis form and 87% in the trans form, suggesting that the cis form is included in the β-CD cavity. Azobenzene-tagged CD-peptide hybrids with histidine unit were also prepared and photoregulation of catalytic activity in ester hydrolysis was examined.

元の言語English
ページ(範囲)49-52
ページ数4
ジャーナルJournal of Inclusion Phenomena
44
発行部数1-4
DOI
出版物ステータスPublished - 2002
外部発表Yes

Fingerprint

Supramolecular chemistry
cyclodextrins
Cyclodextrins
helices
peptides
chemistry
Peptides
Photoisomerization
cavities
histidine
azobenzene
catalytic activity
Histidine
amino acids
hydrolysis
esters
Hydrolysis
Catalyst activity
Esters
Amino Acids

ASJC Scopus subject areas

  • Chemistry(all)
  • Condensed Matter Physics

これを引用

Supramolecular chemistry of cyclodextrin-peptide hybrids : Azobenzene-tagged peptides. / Ueno, Akihiko; Shimizu, Tomoko; Mihara, Hisakazu; Hamasaki, Keita; Pitchumani, K.

:: Journal of Inclusion Phenomena, 巻 44, 番号 1-4, 2002, p. 49-52.

研究成果: Article

Ueno, Akihiko ; Shimizu, Tomoko ; Mihara, Hisakazu ; Hamasaki, Keita ; Pitchumani, K. / Supramolecular chemistry of cyclodextrin-peptide hybrids : Azobenzene-tagged peptides. :: Journal of Inclusion Phenomena. 2002 ; 巻 44, 番号 1-4. pp. 49-52.
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abstract = "AC17, which is composed of 17 amino acids and has an azobenzene moiety but has no cyclodextrin (CD) unit in the side chain, exhibits 54{\%} helix content. However, ACα17, which has both trans-azobenzene and α-CD, shows 82{\%} helix content. This result suggests that the helix structure is stabilized by host (CD)-guest (azobenzene) bridge in the side chain of the peptide. The helix content changed by trans-cis photoisomerization as shown by 64{\%} helix content for ACα17 in its cis form. This result suggests that cis-azobenzene unit is excluded from the α-CD cavity, thus resulting in the smaller helix content. The helix contents for ACβ17, which has both azobenzene and β-CD, are 94{\%} in the cis form and 87{\%} in the trans form, suggesting that the cis form is included in the β-CD cavity. Azobenzene-tagged CD-peptide hybrids with histidine unit were also prepared and photoregulation of catalytic activity in ester hydrolysis was examined.",
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T2 - Azobenzene-tagged peptides

AU - Ueno, Akihiko

AU - Shimizu, Tomoko

AU - Mihara, Hisakazu

AU - Hamasaki, Keita

AU - Pitchumani, K.

PY - 2002

Y1 - 2002

N2 - AC17, which is composed of 17 amino acids and has an azobenzene moiety but has no cyclodextrin (CD) unit in the side chain, exhibits 54% helix content. However, ACα17, which has both trans-azobenzene and α-CD, shows 82% helix content. This result suggests that the helix structure is stabilized by host (CD)-guest (azobenzene) bridge in the side chain of the peptide. The helix content changed by trans-cis photoisomerization as shown by 64% helix content for ACα17 in its cis form. This result suggests that cis-azobenzene unit is excluded from the α-CD cavity, thus resulting in the smaller helix content. The helix contents for ACβ17, which has both azobenzene and β-CD, are 94% in the cis form and 87% in the trans form, suggesting that the cis form is included in the β-CD cavity. Azobenzene-tagged CD-peptide hybrids with histidine unit were also prepared and photoregulation of catalytic activity in ester hydrolysis was examined.

AB - AC17, which is composed of 17 amino acids and has an azobenzene moiety but has no cyclodextrin (CD) unit in the side chain, exhibits 54% helix content. However, ACα17, which has both trans-azobenzene and α-CD, shows 82% helix content. This result suggests that the helix structure is stabilized by host (CD)-guest (azobenzene) bridge in the side chain of the peptide. The helix content changed by trans-cis photoisomerization as shown by 64% helix content for ACα17 in its cis form. This result suggests that cis-azobenzene unit is excluded from the α-CD cavity, thus resulting in the smaller helix content. The helix contents for ACβ17, which has both azobenzene and β-CD, are 94% in the cis form and 87% in the trans form, suggesting that the cis form is included in the β-CD cavity. Azobenzene-tagged CD-peptide hybrids with histidine unit were also prepared and photoregulation of catalytic activity in ester hydrolysis was examined.

KW - α-helix

KW - Azobenzene

KW - Cis-trans photoisomerization

KW - Cyclodextrin

KW - Peptide

KW - Sensor

KW - Supramolecular chemistry

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