EFFECT OF HYDROXAMIC ACIDS FROM CEREALS ON APHID CHOLINESTERASES

被引:19
作者
CUEVAS, L
NIEMEYER, HM
机构
[1] Departamento de Química, Facultad de Ciencias, Universidad de Chile, Santiago
关键词
GRAMINEAE; CEREALS; RHOPALOSIPHUM-PADI; CEREAL APHID; HYDROXAMIC ACIDS; CHOLINESTERASES; INACTIVATION;
D O I
10.1016/S0031-9422(00)90698-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA), a hydroxamic acid involved in the resistance of wheat to the aphid Rhopalosiphum padi, and known to react with serine and cysteine residues, inactivated acylcholinesterases (acylcholine hydrolases, EC 3.1.1.7) from homogenates of whole bodies of adult R. padi. The enzyme preparation was shown to consist mainly of acetylcholinesterase (AChE) containing an essential cysteine residue outside the substrate binding site. AChE from R. padi, and also ChE from other insects and from human erythrocytes which do not possess such a cysteine residue, were inhibited (I50 in the mM range) by DIMBOA. 4-Hydroxy-7-methoxy-1,4-benzoxazin-3-one, a compound known to react with cysteine residues but not with serine residues, did not inactivate AChE from R. padi under similar conditions. The results suggest that inactivation of AChE from R. padi by DIMBOA does not occur through reaction with its characteristic cysteine residue.
引用
收藏
页码:983 / 985
页数:3
相关论文
共 29 条
[1]   ANALOGS OF THE CYCLIC HYDROXAMIC ACID 2,4-DIHYDROXY-7-METHOXY-2H-1,4-BENZOXAZIN-3-ONE - DECOMPOSITION TO BENZOXAZOLINONES AND REACTION WITH BETA-MERCAPTOETHANOL [J].
ATKINSON, J ;
MORAND, P ;
ARNASON, JT ;
NIEMEYER, HM ;
BRAVO, HR .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1788-1800
[2]  
AUSTIN L, 1953, BIOCHEM J, V54, P695, DOI 10.1042/bj0540695
[3]  
BRADFORD MM, 1976, ANAL BIOCHEM, V72, P248, DOI 10.1016/0003-2697(76)90527-3
[4]  
BRESTKIN AP, 1986, INSECT BIOCHEM, V16, P704
[5]  
BRESTKIN AP, 1953, INSECT BIOCHEM, V15, P309
[6]   QUANTITATION OF N-(2-HYDROXY-4-METHOXYPHENYL)GLYOXYLOHYDROXAMIC ACID, A REACTIVE INTERMEDIATE IN REACTIONS OF 2,4-DIHYDROXY-7-METHOXY-1,4-BENZOXAZIN-3-ONE [J].
COPAJA, SV ;
BRAVO, HR ;
NIEMEYER, HM .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (18) :3542-3545
[7]   REACTION OF DIMBOA, A RESISTANCE FACTOR FROM CEREALS, WITH ALPHA-CHYMOTRYPSIN [J].
CUEVAS, L ;
NIEMEYER, HM ;
PEREZ, FJ .
PHYTOCHEMISTRY, 1990, 29 (05) :1429-1432
[8]  
GIVOVICH A, 1991, ENTOMOL EXP APPL, V59, P79, DOI 10.1007/BF00187969
[9]  
GOUN V, 1978, ANAL BIOCHEM, V86, P234
[10]  
HOOVER DB, 1980, MODERN PHARM, P165