Phosphatase-triggered guest release from a cyclodextrin complex

Cho Arthur; Karen L. Ochoa Lara; Anatoly K. Yatsimirsky; Alexey V. Eliseev

doi:10.1021/ol005915x

Phosphatase-triggered guest release from a cyclodextrin complex

Cho Arthur, Karen L. Ochoa Lara, Anatoly K. Yatsimirsky^*, Alexey V. Eliseev

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

(matrix presented) A synthetic supramolecular system is described that models the effect of phosphoryl transfer in molecular recognition. β-Cyclodextrin-6A-phosphate (pCD), which is shown to be a substrate of alkaline phosphatase, binds cationic aromatic guests, including anticancer agents, up to 100-fold better than native β-CD. The above observations demonstrate that pCD is capable of releasing the guests from its cavity upon hydrolysis with the phosphatase, as also confirmed by monitoring the hydrolysis in the presence of a guest.

Original language	English
Pages (from-to)	1741-1743
Number of pages	3
Journal	Organic Letters
Volume	2
Issue number	12
DOIs	https://doi.org/10.1021/ol005915x
State	Published - 15 Jun 2000
Externally published	Yes

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abstract = "(matrix presented) A synthetic supramolecular system is described that models the effect of phosphoryl transfer in molecular recognition. β-Cyclodextrin-6A-phosphate (pCD), which is shown to be a substrate of alkaline phosphatase, binds cationic aromatic guests, including anticancer agents, up to 100-fold better than native β-CD. The above observations demonstrate that pCD is capable of releasing the guests from its cavity upon hydrolysis with the phosphatase, as also confirmed by monitoring the hydrolysis in the presence of a guest.",

author = "Cho Arthur and {Ochoa Lara}, {Karen L.} and Yatsimirsky, {Anatoly K.} and Eliseev, {Alexey V.}",

year = "2000",

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AU - Arthur, Cho

AU - Ochoa Lara, Karen L.

AU - Yatsimirsky, Anatoly K.

AU - Eliseev, Alexey V.

PY - 2000/6/15

Y1 - 2000/6/15

N2 - (matrix presented) A synthetic supramolecular system is described that models the effect of phosphoryl transfer in molecular recognition. β-Cyclodextrin-6A-phosphate (pCD), which is shown to be a substrate of alkaline phosphatase, binds cationic aromatic guests, including anticancer agents, up to 100-fold better than native β-CD. The above observations demonstrate that pCD is capable of releasing the guests from its cavity upon hydrolysis with the phosphatase, as also confirmed by monitoring the hydrolysis in the presence of a guest.

AB - (matrix presented) A synthetic supramolecular system is described that models the effect of phosphoryl transfer in molecular recognition. β-Cyclodextrin-6A-phosphate (pCD), which is shown to be a substrate of alkaline phosphatase, binds cationic aromatic guests, including anticancer agents, up to 100-fold better than native β-CD. The above observations demonstrate that pCD is capable of releasing the guests from its cavity upon hydrolysis with the phosphatase, as also confirmed by monitoring the hydrolysis in the presence of a guest.

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U2 - 10.1021/ol005915x

DO - 10.1021/ol005915x

M3 - Artículo

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SP - 1741

EP - 1743

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Phosphatase-triggered guest release from a cyclodextrin complex

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