Facile incorporation of a phosphatase activity-dependent quinone methide generating motif into phosphotyrosine

Kui Shen; Lixin Qi; Mohini Ravula

doi:10.1055/s-0029-1217025

Facile incorporation of a phosphatase activity-dependent quinone methide generating motif into phosphotyrosine

Kui Shen, Lixin Qi, Mohini Ravula

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

5 Scopus citations

Abstract

A novel phosphotyrosine analogue that incorporates a phosphatase activity-dependent quinone methide generating motif is synthesized from tyrosine. Following orthoformylation of the phenol moiety of methyl N-Cbz-tyrosinate, the Fmoc-protected 3-difluoromethyl analogue of phosphotyrosine is obtained by functional group transformations.

Original language	English (US)
Article number	M01909SS
Pages (from-to)	3765-3768
Number of pages	4
Journal	Synthesis
Issue number	22
DOIs	https://doi.org/10.1055/s-0029-1217025
State	Published - 2009
Externally published	Yes

Keywords

Amino acids
Fluorine
Hydrolyses
Phosphates
Quinomethanes
Quinone methides

ASJC Scopus subject areas

Organic Chemistry
Catalysis

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10.1055/s-0029-1217025

Cite this

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title = "Facile incorporation of a phosphatase activity-dependent quinone methide generating motif into phosphotyrosine",

abstract = "A novel phosphotyrosine analogue that incorporates a phosphatase activity-dependent quinone methide generating motif is synthesized from tyrosine. Following orthoformylation of the phenol moiety of methyl N-Cbz-tyrosinate, the Fmoc-protected 3-difluoromethyl analogue of phosphotyrosine is obtained by functional group transformations.",

keywords = "Amino acids, Fluorine, Hydrolyses, Phosphates, Quinomethanes, Quinone methides",

author = "Kui Shen and Lixin Qi and Mohini Ravula",

year = "2009",

doi = "10.1055/s-0029-1217025",

language = "English (US)",

pages = "3765--3768",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "22",

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T1 - Facile incorporation of a phosphatase activity-dependent quinone methide generating motif into phosphotyrosine

AU - Shen, Kui

AU - Qi, Lixin

AU - Ravula, Mohini

PY - 2009

Y1 - 2009

N2 - A novel phosphotyrosine analogue that incorporates a phosphatase activity-dependent quinone methide generating motif is synthesized from tyrosine. Following orthoformylation of the phenol moiety of methyl N-Cbz-tyrosinate, the Fmoc-protected 3-difluoromethyl analogue of phosphotyrosine is obtained by functional group transformations.

AB - A novel phosphotyrosine analogue that incorporates a phosphatase activity-dependent quinone methide generating motif is synthesized from tyrosine. Following orthoformylation of the phenol moiety of methyl N-Cbz-tyrosinate, the Fmoc-protected 3-difluoromethyl analogue of phosphotyrosine is obtained by functional group transformations.

KW - Amino acids

KW - Fluorine

KW - Hydrolyses

KW - Phosphates

KW - Quinomethanes

KW - Quinone methides

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U2 - 10.1055/s-0029-1217025

DO - 10.1055/s-0029-1217025

M3 - Article

AN - SCOPUS:73649147705

SN - 0039-7881

SP - 3765

EP - 3768

JO - Synthesis

JF - Synthesis

IS - 22

M1 - M01909SS

ER -

Facile incorporation of a phosphatase activity-dependent quinone methide generating motif into phosphotyrosine

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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