PMID- 3708001
OWN - NLM
STAT- MEDLINE
DCOM- 19860724
LR  - 20190609
IS  - 0006-3002 (Print)
IS  - 0006-3002 (Linking)
VI  - 882
IP  - 2
DP  - 1986 Jun 19
TI  - Microsomal chemiluminescence of benzo[a]pyrene-7,8-dihydrodiol and its synthetic 
      analogues trans- and cis-1-methoxyvinylpyrene.
PG  - 210-9
AB  - The cis- and trans-methoxyvinylpyrene (MVP) analogues of 
      benzo[a]pyrene-7,8-dihydrodiol (7,8-diol) produce specific microsomal 
      chemiluminescence comparable to that produced from 7,8-diol in Aroclor-induced 
      rat liver microsome preparations. The chemiluminescence quantum yields, emission 
      spectra, and the concentration and the temporal kinetics of these three 
      substrates have been examined. Radiolabelled 7,8-diol and t-MVP exhibit 
      significant covalent binding (more than 14%) to microsomal protein when 
      metabolized enzymatically. The extreme quenching of the dioxetane 
      chemiluminescence by both microsomes and phosphatidylcholine, as a model 
      phospholipid, implies that despite the low quantum yield (approx. 10(-8) photons 
      per substrate molecule) for microsomal chemiluminescence of these substrates, a 
      significant fraction of their microsomal oxygenations may proceed via a dioxetane 
      pathway.
FAU - Thompson, A
AU  - Thompson A
FAU - Biggley, W H
AU  - Biggley WH
FAU - Posner, G H
AU  - Posner GH
FAU - Lever, J R
AU  - Lever JR
FAU - Seliger, H H
AU  - Seliger HH
LA  - eng
GR  - 1-P01-ES-02300/ES/NIEHS NIH HHS/United States
PT  - Journal Article
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - Netherlands
TA  - Biochim Biophys Acta
JT  - Biochimica et biophysica acta
JID - 0217513
RN  - 0 (Benzoflavones)
RN  - 0 (Benzopyrenes)
RN  - 0 (Dihydroxydihydrobenzopyrenes)
RN  - 0 (Free Radicals)
RN  - 0 (Phosphatidylcholines)
RN  - 13345-25-0 (benzo(a)pyrene 7,8-dihydrodiol)
RN  - 604-59-1 (alpha-naphthoflavone)
RN  - 9035-51-2 (Cytochrome P-450 Enzyme System)
RN  - EC 1.11.1.6 (Catalase)
RN  - EC 1.15.1.1 (Superoxide Dismutase)
SB  - IM
MH  - Animals
MH  - Benzoflavones/pharmacology
MH  - *Benzopyrenes/metabolism
MH  - Catalase/metabolism
MH  - Chemical Phenomena
MH  - Chemistry
MH  - Cytochrome P-450 Enzyme System/*metabolism
MH  - *Dihydroxydihydrobenzopyrenes
MH  - Free Radicals
MH  - In Vitro Techniques
MH  - Luminescent Measurements
MH  - Male
MH  - Microsomes, Liver/*metabolism
MH  - Phosphatidylcholines
MH  - Protein Binding
MH  - Rats
MH  - Spectrum Analysis
MH  - Superoxide Dismutase/metabolism
EDAT- 1986/06/19 00:00
MHDA- 1986/06/19 00:01
CRDT- 1986/06/19 00:00
PHST- 1986/06/19 00:00 [pubmed]
PHST- 1986/06/19 00:01 [medline]
PHST- 1986/06/19 00:00 [entrez]
AID - 0304-4165(86)90157-1 [pii]
AID - 10.1016/0304-4165(86)90157-1 [doi]
PST - ppublish
SO  - Biochim Biophys Acta. 1986 Jun 19;882(2):210-9. doi: 
      10.1016/0304-4165(86)90157-1.