Metallocyclodextrin catalysts for hydrolysis of phosphate triesters

Lorna Barr; Christopher J. Easton; Kitty Lee; Stephen F. Lincoln; Jamie S. Simpson

doi:10.1016/S0040-4039(02)01757-4

Metallocyclodextrin catalysts for hydrolysis of phosphate triesters

Lorna Barr, Christopher J. Easton^*, Kitty Lee, Stephen F. Lincoln, Jamie S. Simpson

^*Corresponding author for this work

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

37 Citations (Scopus)

Abstract

The copper complexes of 6^A-(2-aminoethylamino)- and 6^A-(3-aminopropylamino)-6^A-deoxy-β-cyclodextrin catalyse the hydrolysis of 4-tert-butyl-2-nitrophenyl dimethyl phosphate, with k_inc=3.1×10^-2 and 2.3×10^-2 s^-1, and K_d=4.3×10^-4 and 1.2×10^-3 M, respectively, in 0.05 M pH 7.0 HEPES buffer at 298 K. This corresponds to rate accelerations of more than 95 000 and 70 000 times for reaction of the cyclodextrin-bound species.

Original language	English
Pages (from-to)	7797-7800
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	43
DOIs	https://doi.org/10.1016/S0040-4039(02)01757-4
Publication status	Published - 21 Oct 2002

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title = "Metallocyclodextrin catalysts for hydrolysis of phosphate triesters",

abstract = "The copper complexes of 6A-(2-aminoethylamino)- and 6A-(3-aminopropylamino)-6A-deoxy-β-cyclodextrin catalyse the hydrolysis of 4-tert-butyl-2-nitrophenyl dimethyl phosphate, with kinc=3.1×10-2 and 2.3×10-2 s-1, and Kd=4.3×10-4 and 1.2×10-3 M, respectively, in 0.05 M pH 7.0 HEPES buffer at 298 K. This corresponds to rate accelerations of more than 95 000 and 70 000 times for reaction of the cyclodextrin-bound species.",

author = "Lorna Barr and Easton, {Christopher J.} and Kitty Lee and Lincoln, {Stephen F.} and Simpson, {Jamie S.}",

year = "2002",

month = oct,

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doi = "10.1016/S0040-4039(02)01757-4",

language = "English",

volume = "43",

pages = "7797--7800",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

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TY - JOUR

T1 - Metallocyclodextrin catalysts for hydrolysis of phosphate triesters

AU - Barr, Lorna

AU - Easton, Christopher J.

AU - Lee, Kitty

AU - Lincoln, Stephen F.

AU - Simpson, Jamie S.

PY - 2002/10/21

Y1 - 2002/10/21

N2 - The copper complexes of 6A-(2-aminoethylamino)- and 6A-(3-aminopropylamino)-6A-deoxy-β-cyclodextrin catalyse the hydrolysis of 4-tert-butyl-2-nitrophenyl dimethyl phosphate, with kinc=3.1×10-2 and 2.3×10-2 s-1, and Kd=4.3×10-4 and 1.2×10-3 M, respectively, in 0.05 M pH 7.0 HEPES buffer at 298 K. This corresponds to rate accelerations of more than 95 000 and 70 000 times for reaction of the cyclodextrin-bound species.

AB - The copper complexes of 6A-(2-aminoethylamino)- and 6A-(3-aminopropylamino)-6A-deoxy-β-cyclodextrin catalyse the hydrolysis of 4-tert-butyl-2-nitrophenyl dimethyl phosphate, with kinc=3.1×10-2 and 2.3×10-2 s-1, and Kd=4.3×10-4 and 1.2×10-3 M, respectively, in 0.05 M pH 7.0 HEPES buffer at 298 K. This corresponds to rate accelerations of more than 95 000 and 70 000 times for reaction of the cyclodextrin-bound species.

UR - http://www.scopus.com/inward/record.url?scp=0037152310&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(02)01757-4

DO - 10.1016/S0040-4039(02)01757-4

M3 - Article

SN - 0040-4039

VL - 43

SP - 7797

EP - 7800

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 43

ER -

Metallocyclodextrin catalysts for hydrolysis of phosphate triesters

Abstract

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