FLUOROGENIC N-NITROSOAMIDES - ACTIVE-SITE LABELING REAGENTS FOR CHYMOTRYPSIN-LIKE PROTEASES

被引：1

作者：

LI, M

WHITE, EH

机构：

[1] Department of Chemistry, The Johns Hopkins University, Baltimore

来源：

BIOCONJUGATE CHEMISTRY | 1994年 / 5卷 / 05期

关键词：

D O I：

10.1021/bc00029a012

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Two fluorogenic N-nitrosoamides, N-nitroso-N-((7-methoxycoumarin-4-yl)methyl)-N'-isobutyrylalaninamide (6a) and N-nitroso-N-((6-methoxyquinolin-2-yl)met (6b), were synthesized. Both N-nitrosoamides inhibited alpha-chymotrypsin irreversibly; they show promise as labeling reagents for the active sites of chymotrypsin-like proteases.

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页码：454 / 458

页数：5

相关论文

共 20 条

[1] RACEMIZATION BY THE DICYCLOHEXYLCARBODIIMIDE METHOD OF PEPTIDE SYNTHESIS [J].

ANDERSON, GW ;

CALLAHAN, FM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (11) :2902-2903

[2]

BLAZEVIC N, 1979, SYNTHESIS-STUTTGART, V3, P161

[3]

DOHERTY DG, 1951, J BIOL CHEM, V189, P447

[4] ALKYLATION OF AMIDE LINKAGES AND CLEAVAGE OF THE C-CHAIN IN THE ENZYME-ACTIVATED-SUBSTRATE INHIBITION OF ALPHA-CHYMOTRYPSIN WITH N-NITROSAMIDES [J].

DONADIO, S ;

PERKS, HM ;

TSUCHIYA, K ;

WHITE, EH .

BIOCHEMISTRY, 1985, 24 (10) :2447-2458

[5] DIRECT DETERMINATION OF ENANTIOMERIC COMPOSITIONS WITH OPTICALLY-ACTIVE NUCLEAR MAGNETIC-RESONANCE LANTHANIDE SHIFT-REAGENTS [J].

GOERING, HL ;

EIKENBER.JN ;

KOERMER, GS ;

LATTIMER, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (05) :1493-1501

[6] A MODIFIED SPECTROPHOTOMETRIC DETERMINATION OF CHYMOTRYPSIN, TRYPSIN, AND THROMBIN [J].

HUMMEL, BCW .

CANADIAN JOURNAL OF BIOCHEMISTRY AND PHYSIOLOGY, 1959, 37 (12) :1393-1399

[7]

NODIFF AE, 1974, CHEM IND-LONDON, P962

[8] A RAPID SYNTHESIS OF OLIGOPEPTIDES DERIVATES WITHOUT ISOLATION OF INTERMEDIATES [J].

SHEEHAN, JC ;

PRESTON, J ;

CRUICKSHANK, PA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (11) :2492-+

[9]

WEHRY EL, 1973, PRACTICAL FLUORESCEN, pCH3

[10]

White E H, 1977, Methods Enzymol, V46, P216