SYNTHESIS OF PHOTODEPROTECTABLE SERINE DERIVATIVES - CAGED SERINE

被引：12

作者：

PIRRUNG, MC

NUNN, DS

机构：

[1] Department of Chemistry, Duke University P.M. Gross Chemical Laboratory Durham

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1992年 / 2卷 / 12期

关键词：

NITROBENZYL; SERINE; CAGING; ENZYMES; PHOTOCHEMISTRY;

D O I：

10.1016/S0960-894X(00)80414-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of O-(4,5-dimethoxy-2-nitrobenzyl)serine has been accomplished by treatment of an FMOC-aziridinecarboxylate with nitroveratryl alcohol followed by hydrolysis. Irradiation with a Pyrex-filtered 450W Hanovia lamp releases serine with a half-life of 4.4 min. o-Nitrobenzyl serinate is prepared by direct esterification. Vycor-filtered irradiation releases serine with a half-life of 6.9 min.

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页码：1489 / 1492

页数：4

相关论文

共 35 条

[1] BIOLOGICALLY USEFUL CHELATORS THAT TAKE UP CA-2+ UPON ILLUMINATION [J].

ADAMS, SR ;

KAO, JPY ;

TSIEN, RY .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (20) :7957-7968

[2] BIOLOGICALLY USEFUL CHELATORS THAT RELEASE CA-2+ UPON ILLUMINATION [J].

ADAMS, SR ;

KAO, JPY ;

GRYNKIEWICZ, G ;

MINTA, A ;

TSIEN, RY .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (10) :3212-3220

[3] SYNTHESIS OF PHOTOLABILE CAGED AMINO-ACIDS FOR MEASURING AMINO-ACID TRANSPORTERS [J].

AOSHIMA, H ;

TANAKA, D ;

KAMIMURA, A .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1992, 56 (07) :1086-1089

[4] A NEW CLASS OF PHOTOLABILE CHELATORS FOR THE RAPID RELEASE OF DIVALENT-CATIONS - GENERATION OF CAGED-CA AND CAGED-MG [J].

ELLISDAVIES, GCR ;

KAPLAN, JH .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (09) :1966-1969

[5] SYNTHESIS, STRUCTURE, AND REACTIVITY OF ADENOSINE CYCLIC 3',5'-PHOSPHATE BENZYL TRIESTERS [J].

ENGELS, J ;

SCHLAEGER, EJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (07) :907-911

[6] ACTIVATION OF A POTASSIUM CURRENT BY RAPID PHOTOCHEMICALLY GENERATED STEP INCREASES OF INTRACELLULAR CALCIUM IN RAT SYMPATHETIC NEURONS [J].

GURNEY, AM ;

TSIEN, RY ;

LESTER, HA .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1987, 84 (10) :3496-3500

[7] CATALYSIS IN ENZYME CRYSTALS [J].

HAJDU, J ;

ACHARYA, KR ;

STUART, DI ;

BARFORD, D ;

JOHNSON, LN .

TRENDS IN BIOCHEMICAL SCIENCES, 1988, 13 (03) :104-109

[8] RAPID PHOTOLYTIC RELEASE OF ADENOSINE 5'-TRIPHOSPHATE FROM A PROTECTED ANALOG - UTILIZATION BY NA-K PUMP OF HUMAN RED BLOOD-CELL GHOSTS [J].

KAPLAN, JH ;

FORBUSH, B ;

HOFFMAN, JF .

BIOCHEMISTRY, 1978, 17 (10) :1929-1935

[9]

KAPLAN JH, 1989, TRENDS NEUROSCI, V337, P583

[10] CONSTRAINTS ON FLAGELLAR ROTATION [J].

KHAN, S ;

MEISTER, M ;

BERG, HC .

JOURNAL OF MOLECULAR BIOLOGY, 1985, 184 (04) :645-656

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