Caged ceramide 1-phosphate analogues: Synthesis and properties

Ravi S. Lankalapalli; Alberto Ouro; Lide Arana; Antonio Gómez-Muñoz; Robert Bittman

doi:10.1021/jo902076w

Caged ceramide 1-phosphate analogues: Synthesis and properties

Ravi S. Lankalapalli, Alberto Ouro, Lide Arana, Antonio Gómez-Muñoz, Robert Bittman

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

43 Scopus citations

Abstract

(Chemical Equation Presented) Sphingolipid phosphate analogues bearing 7-(diethylamino)-coumarin (DECM) and 4-bromo-5-hydroxy-2-nitrobenzhydryl (BHNB) groups in a photolabile ester bond were synthesized. The ability of the "caged" ceramide 1-phosphate analogues to release the bioactive parent molecule upon irradiation at 400-500 nm was demonstrated by stimulation of macrophage cell proliferation.

Original language	English
Pages (from-to)	8844-8847
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	74
Issue number	22
DOIs	https://doi.org/10.1021/jo902076w
State	Published - 20 Nov 2009
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1021/jo902076w

Cite this

@article{e39dcb1ff791483c80afb1daebbfef3b,

title = "Caged ceramide 1-phosphate analogues: Synthesis and properties",

abstract = "(Chemical Equation Presented) Sphingolipid phosphate analogues bearing 7-(diethylamino)-coumarin (DECM) and 4-bromo-5-hydroxy-2-nitrobenzhydryl (BHNB) groups in a photolabile ester bond were synthesized. The ability of the {"}caged{"} ceramide 1-phosphate analogues to release the bioactive parent molecule upon irradiation at 400-500 nm was demonstrated by stimulation of macrophage cell proliferation.",

author = "Lankalapalli, {Ravi S.} and Alberto Ouro and Lide Arana and Antonio G{\'o}mez-Mu{\~n}oz and Robert Bittman",

year = "2009",

month = nov,

day = "20",

doi = "10.1021/jo902076w",

language = "English",

volume = "74",

pages = "8844--8847",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - Caged ceramide 1-phosphate analogues

T2 - Synthesis and properties

AU - Lankalapalli, Ravi S.

AU - Ouro, Alberto

AU - Arana, Lide

AU - Gómez-Muñoz, Antonio

AU - Bittman, Robert

PY - 2009/11/20

Y1 - 2009/11/20

N2 - (Chemical Equation Presented) Sphingolipid phosphate analogues bearing 7-(diethylamino)-coumarin (DECM) and 4-bromo-5-hydroxy-2-nitrobenzhydryl (BHNB) groups in a photolabile ester bond were synthesized. The ability of the "caged" ceramide 1-phosphate analogues to release the bioactive parent molecule upon irradiation at 400-500 nm was demonstrated by stimulation of macrophage cell proliferation.

AB - (Chemical Equation Presented) Sphingolipid phosphate analogues bearing 7-(diethylamino)-coumarin (DECM) and 4-bromo-5-hydroxy-2-nitrobenzhydryl (BHNB) groups in a photolabile ester bond were synthesized. The ability of the "caged" ceramide 1-phosphate analogues to release the bioactive parent molecule upon irradiation at 400-500 nm was demonstrated by stimulation of macrophage cell proliferation.

UR - http://www.scopus.com/inward/record.url?scp=70449637583&partnerID=8YFLogxK

U2 - 10.1021/jo902076w

DO - 10.1021/jo902076w

M3 - Article

C2 - 19908915

AN - SCOPUS:70449637583

SN - 0022-3263

VL - 74

SP - 8844

EP - 8847

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

Caged ceramide 1-phosphate analogues: Synthesis and properties

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this