EPA-600/3-78-037
 April 1978
Ecological Research Series
ETHYLMERCURY: FORMATION IN PLANT TISSUES
AND RELATION TO  METHYLMERCURY FORMATION

                             Environmental Monitoring and Support Laboratory
                                    Office of Research and Development
                                   U.S. Environmental Protection Agency
                                         Las Vegas. Nevada 89114

-------
                  RESEARCH  REPORTING SERIES

Research reports of  the  Office of  Research and Development. U.S.  Environmental
Protection Agency, have been grouped into nine series. These nine broad categories
were established to facilitate further development and application of environmental
technology.   Elimination  of  traditional grouping was consciously planned  to foster
technology transfer and a maximim interface in related fields.  The nine sereies are:


       1.   Environmental Health Effects Research
       2.   Environmental Protection Technology
       3.   Ecological Research
       4.   Environmental Monitoring
       5.   Socioeconomic Environmental Studies
       6.   Scientific and Technical Assessment Reports (STAR)
       7.   Interagency Energy—Environment Research and Development
       8.   "Special" Reports
       9.   Miscellaneous Reports
This report has been  assigned to the ECOLOGICAL RESEARCH series. This series
describes research on  the effects of pollution on humans,plant and animal species, and
materials. Problems are assessed for their long-and short-term influences. Investiga-
tions include formations, transport, and  pathway studies to determine the fate of
pollutants and their effects. This work provided the technical basis for setting standards
to minimize undesirable changes in living organisms  in the aquatic, terrestrial, and
atmospheric environments.
This document is available to the public through the National Technical Information
Service, Springfield, Virginia  22161

-------
                                                 EPA-600/3-78-037
                                                 April  1978
     ETHYLMERCURY:  FORMATION IN PLANT TISSUES AND
           RELATION TO METHYLMERCURY FORMATION
                           By
       L. C. Fortmann, D. D. Gay, and K. 0. Wirtz
Monitoring Systems Research and Development Division
  Environmental Monitoring and Support Laboratory
                   P. 0. Box 15027
              Las Vegas, Nevada  89114
         U.S. ENVIRONMENTAL PROTECTION AGENCY
          OFFICE OF RESEARCH AND DEVELOPMENT
    ENVIRONMENTAL MONITORING AND SUPPORT LABORATORY
               LAS VEGAS, NEVADA  89114

-------
                                  DISCLAIMER
     This report has been reviewed by the Environmental Monitoring and Support
Laboratory-Las Vegas, U.S. Environmental Protection Agency, and approved for
publication.  Mention of trade names or commercial products does not consti-
tute endorsement or recommendation for use.
                                     ii

-------
                                  FOREWOKD
     Protection of the environment requires effective regulatory actions
which are based on sound technical and scientific information.  This
information must include the quantitative description and linking of
pollutant sources, transport mechanisms, interactions, and resulting
effects on man and his environment.  Because of the complexities involv-
ed, assessment of specific pollutants in the environment requires a total
systems approach which transcends the media of air, water, and land.  The
Environmental Monitoring and Support Laboratory-Las Vegas contributes to
the formation and enhancement of a sound integrated monitoring data base
through multidisciplinary, multimedia programs designed to:

          .develop and optimize systems and strategies for moni-
           toring pollutants and their impact on the environment

          .demonstrate new monitoring systems and technologies by
           applying them to fulfill special monitoring needs of
           the Agency's operating programs

     This report presents data demonstrating the biotransformation of
elemental mercury in plants.  The mercury, taken up as a vapor in its
elemental state, is converted by the common garden pea to the toxic
organomercurials, methylmercury and ethylmercury.  The significance
of this biotransformation will be considered by EPA and others in making
decisions concerning regulations of activities known to generate mercury
emissions.  For additional information, please contact the Pollutant
Pathways Branch, Environmental Monitoring and Support Laboratory-LV,
P. 0. Box 15027. Las Vegas, Nevada  89114.
                                             George B. Morgan
                                                 Director
                            Environmental Monitoring and Support Laboratory
                                             Las Vegas, Nevada
                                     iii

-------
                                INTRODUCTION
     Increased utilization of coal for energy production and continued
industrial use of mercury may be expected to increase the levels of mercury
pollutants in the environment in the future.  Data  are needed  to define  the
effects of mercury pollutants on plants, the uptake and distribution  of
mercury within plants, and the species of mercury present and  their bio-
transformations within plants.  Such data are essential to  fully describe
the impact of mercury on plants.

     The objective of this study was to examine the fate of one possible
mercury pollutant, elemental mercury, in the tissues of Pisum  sativum.
                                CONCLUSION
     Both ethylmercury and methylinercury are formed in the pea following
exposure to elemental mercury vapor.  The pattern of change in concentration
suggests both are metabolites of a single pathway.  Methylmercury is identi-
fied as an intermediate product of the pathway.  The exact role of ethylmer-
cury in this pathway cannot be defined at this time.
                          MATERIALS AND METHODS
     Plant Material;  Seeds of Pisum sativum, cv. Little Marvel were grown
hydroponically in a greenhouse for 15 days before exposure.

     Exposure Conditions:  Seventy seedlings were placed in a Plexiglas ®
chamber of 58,000 cm3 volume, with 10 ml of elemental mercury in a tray
placed on the floor of the chamber.  The chambers were placed into a hood
with constant air flow in order to maintain a temperature of 25  ±1  C,
regardless of lighting conditions.  Incandescent lighting at 110 uE m 2
sec 1 was used for a 12-hour daily light period.  The concentration of
elemental mercury vapor  (Hg ) in the chamber was determined by gas chromato-
graphy and calculated to be 1.71 ppb (Long, Scott and Thompson, 1973) with-
in 30 minutes.  A saturation level of 7.35 ppb was reached at 3 hours.

     Tissue Extraction;  Tissue was ground by mortar and pestle with 2.21J HC1
(2 ml/g).  The resultant brei was centrifuged at 10,000 rpm for 30 minutes.
The supernatant fluid was then decanted and extracted with an equal volume
of benzene (re-distilled nanograde) by vigorous shaking for 1 minute followed
  Registered Trademark

-------
by centrifugation at 10,000 rpm for  10 minutes.  This benzene  fraction was
passed through Whatman Phase Separating paper  and  then  analyzed by  gas chro-
matography.

     The efficiency of the benzene extraction,  as  determined in our laboratory,
agreed with  the  average  of 76% reported by  Talmi  (1975).   The  efficiency  of
the extraction procedure for plant material was determined by  extraction  of 5-g
plant samples to which known quantities of  methylmercury  (CH3HgCl)  and ethyl-
mercury  (CaHsHgCl) had been added.   Efficiency of  the extraction was deter-
mined to be  74%  ± 2% for CH3HgCl  and 69%  ±  2%  for  C2H5HgCl.  When a second
benzene  extraction of the aqueous phase was performed,  an additional 21%  of
the original CH3HgCl and 20% of the  added C2H5HgCl was  obtained.

     For convenience and reduced  handling of large numbers of  samples during
time-course  experiments, the second  benzene extraction  was dropped.   Having
determined the benzene extracted  to  be  76%  efficient, standards were pre-
pared by a method similar to the  plant  extractions, i.e., known amounts of
CH3HgCl  and  C2H5HgCl were added to  2.21J HC1, which was  extracted with an
equal volume of  benzene. When this  is  used as the standard, reported values
can be  considered  to be  95% ±  3%  of  actual  concentration, without the neces-
sity  of  using a  correction  factor.

      Sample  Analysis:  A Gas  Chromatograph-Microwave Emission  Spectrometer
 (GC-MES) system (Talmi,  1975)  with  a Gay-Frank optical  system  modification
 (Gay  and Frank,  1977) was used for  analysis of both air and benzene samples
with  the following operating  conditions:  Column:  3-foot by V-inch  glass,
 packed  with 4% FFAP (80/100 mesh) on Supelcoport®  (Supelco Inc., Beliefonte,
 PA);  Column temperature: 150   C for benzene samples, 30  C for air  samples;
 Carrier gas:  ultrapure  argon at  a  flow rate of 11 ml/min; Temperature  of
 injection port and detector;   225°  C; Microwave generator output:   50 W
 incident, 3 W reflected power; Photomultiplier voltage:  500 V;  Monochroma-
 tor slit width:   70 ym;  and Spectral wavelength:   253.7 nm.  The concentra-
 tion of mercury compounds,  expressed as nanograms per gram (ng/g)  in this
 report,  represents nanograms Hg+ per gram fresh weight  of identical tissues
 of control plants.   This convention was necessary since the effect  of Hg°
 toxicity is dessication of the leaf.


                                    RESULTS


      Initially,  plants were exposed to elemental mercury for 24 hours to
 determine whether any organomercury compounds would be formed.  As  indicated
 in Table 1,  C2H5Hg+ and CH3Hg+ were detected in all parts of the plant.   There
was  no definite pattern of distribution of either metabolite within the plant
with the exception of consistently high levels of both mercury species  in the
 oldest  lateral branch (stem and  leaf).  This lateral was the first  to show
 visible signs of mercury toxicity.   The pea, having a single growing point,
 was an ideal plant for  study of  a gas known to effect plant senescence
 (Speitel and Siegel, 1975).   Damage to the plant occurred in a gradient from
 the first lateral to the top of  the plant.   The effects  of mercury vapor
 ®
   Registered Trademark

-------
toxicity consisted of wilting, followed by severe dessication of the leaf.
An exposure duration was lengthened, each successive lateral up the stem
wilted, then became severely dessicated, although no abscission occurred
during the 48-hour period.

      TABLE 1.  THE FORMATION OF ETHYLMERCURY AND METHYLMERCURY IN THE
                PEA AFTER EXPOSURE TO ELEMENTAL MERCURY VAPOR FOR 24
                HOURS (Values reported are the average of triplicate
                samples and represent ng Hg+/gram fresh weight of
                identical tissue of control plants.)

Plant Part
1st Lateral*
2nd Lateral*
3rd Lateral*
4th Lateral*
5th Lateral*
Apex
Stem
Root
Control
C2H5Hg+ (ng/g)
12.82 ± 0.60
9.93 ± 0.35
5.40 ± 0.05
8.05 ± 1.81
6.99 ± 3.59
11.00 ± 1.67
5.22 ± 3.33
4.85 ± 1.34
N.D.**
CH3Hg+ (ng/g)
19.21 ±
8.07 ±
4.21 ±
9.95 ±
6.49 ±
17.26 ±
10.77 ±
11.55 ±
N.D.**
12.82
1.77
0.79
7.05
0.47
5.66
7.59
6.35


*Includes both leaf and stem, the 1st lateral branch being the lowest and
oldest branch off the central axis.

**None detectable in any plant part.


     In an attempt to define the relationship between the two mercury com-
pounds, a time-course of exposure was performed.  Concentrations of both
CHsHg"1" and C2HsHg+ varied considerably over the 48 hours of exposure (Figure 1)
In the aerial portion of the plant CaHsHg"*" concentration rose during the 48-
hour period from 2.20, 4.05, and 4.25 ng/g to 25.92, 19.48, and 24.07 ng/g
for the stem, apex, and laterals, respectively.  A similar rise in concentra-
tion was not observed for CH3Hg .  Concentrations ranged from 1.79 ng/g to
17.28 ng/g in the aerial portion of the plant, with an average concentration
of 4.66 ng/g.  It is significant that in all aerial parts the CH3Hg+ concen-
tration after 48 hours of exposure was nearly the same as that recorded at
the first extraction (4 hours).

     Comparison of graphs a, b,  and c of Figure 1 indicates a distinct pat-
tern of concentration change in the aerial portion of the plant.  Periods of

-------
     8  12   16  20   24  28   32  36   40  44  48
            HOURS  OF  EXPOSURE
                                                              8   I?   16  20  24   ?8  32   36  40  44  4B
                                                                     HOURS OF EXPOSURE
 38-

 32-


 28-


 24-


.20-

:16-


 12-
  |B) APEX
     8  12
                16  20  24  28  32
                 HOURS  OF EXPOSURE
                          i-'"r
                                      CONTROL
                                         f""i
                             36   40  44  48
12   16  20  24   28  32
    HOURS OF EXPOSURE
                                                                                  36  40   44
Figure 1.   Changes  in the concentration of ethylmercury and methylmercury
             in  various plant parts of peas  exposed to  elemental mercury
             vapor for 48 hours.

-------
high CgHsHg"^ concentration are periods of low CH3Hg+ concentration, and vice
versa, so that the two curves are similar but are out of phase.

     To elaborate this relationship more fully, peas were exposed to elemental
mercury vapor for a period of either 24 hours light or 24 hours continual
darkness.  The results indicate nearly twice as much CaHsHg"*" formed in
the laterals and apex during the light period than in the dark (Figure 2).   No
C2HsHg+ could be detected in the stem or root under conditions of continuous
darkness, despite concentrations of CHaHg  comparable to those recorded for
the plants exposed in the light.
levels of CHsHg"1" in the plant.
                      Light had no significant effect on the
32-

28-
24'


20-
i
16-
12-
i fc
8-

4-











^
P
:•?
1
I
g
^






LIGHT




P
II
_b






J


I












T
P
i|
fe







m



































I





L



#
•f;
*•*










A
|

>;•
•:•:
1
s
r
S'



"




•













^ETHYLMERCURY
[^METHYLMERCURY
[] TOTAL MERCURY
-X- NONE DETECTABLE
1. S.E. OF THE MEAN

.n L



V
I
P
p
I
f-;




•.<













Jl
i;

**.
.*,
';.
;v
p.;.







Jn





•M-

•)

•'
••













DARK LIGHT DARK LIGHT DARK LIGHT DARK
LATERALS STEM
APEX ROOT
 Figure 2.
The effect  of light on ethylnxercury and methylniercury concen-
tration in  Pisuax sativua after a 24-hour  escposure to mercury
vapor.
     Both C2H5Hg+ and CH3Hg+ were detected in the root, although appreciable
concentrations of CaHsHg+ were not observed until after 12 hours of exposure
to Hg .  The presence of these compounds can be explained by two possible
mechanisms.  Either they were formed in the root from mercury taken up from
the water in which plants were grown, or they were transported from the aerial
portion of the plant to the root.  A less likely possibility is that all
mercury detected in the aerial portion of the plant originated in the root.
To determine the source of the organic mercury, the roots were "isolated"
from the mercury vapor by placing the roots of seedlings grown in 5-ml micro-
beakers into a 50-ml test tube, care being taken to form a tight seal between
the beaker and test tube.  A layer of activated charcoal was placed across the
bottom of the microbeaker and was covered by a layer of vermiculite.  As is
indicated in Table 2, no C2H5Hg+ or CH3Hg+ was detected in the "isolated"

-------
roots after a 24-hour exposure, despite formation of appreciable concentra-
tions of both organomercury compounds in the aerial portions of the plant.
      TABLE 2.  THE EFFECT OF  ISOLATING  THE ROOT MEDIUM FROM ELEMENTAL
                MERCURY VAPOR.   (Exposure  time, was 24 hours.)
                 Root Medium  Isolated             Root Medium Exposed

             C2H5Hg+  (ng/g)    CH3Hg+ (ng/g)   C2H5Hg+  (ng/g)   CH3Hg+  (ng/g)
Apex
Lat
Stem
Root
15.99
15.6
15.88
N.D.*
15.45
14.35
N.D.*
N.D.*
12.67
6.73
8.04
4.25
11.62
4.99
3.18
6.43

*None Detectable.
                                  DISCUSSION


      The formation of both C2H5Hg+ and CH3Hg+ in peas exposed to Hg  offers
 some fresh insight into the nature of the mercury pathway of the pea.   Methyl-
 mercury formation in the pea has been reported previously by Gay (1975).  +In
 both in vivo and in vitro experiments with inorganic mercury salts, CH3Hg
 was identified as an intermediate product.  The data reported hereQsuggest
 that it may also be an intermediate in the biotransformation of Hg .  This
 is supported by the following observations.

      (a)  Although the level of C2H5Hg+ increased during the 48-hour exposure
 period, no corresponding  rise in CH3Hg+ was observed.   A baseline average
 of 4.66 nanograms CH3Hg+ per gram was maintained in the aerial portion of
 the plant with concentrations at 48 hours being nearly the same as those
 recorded at 4 hours.

      (b)  Fluctuations in CH3Hg  concentrations between replicate samples
 (Table 1 and Figure 2) suggest an intermediary role.  The release of volatile
 mercury products from plants has been reported by Siegel (1974).  His work
 resulted from the observation of analytical inconsistencies in data from  re-
 plicate leaf samples.  In this study, we observed similar inconsistencies in
 the CH3Hg+ data.  However, standard error for C2H5Hg+ data was small.   The
 efficiency of the extraction and analytical procedures being similar for
 both CH3Hg+ and C2H5Hg+, inconsistencies should have been observed for both,
 but were not.  The apparent inconsistencies appear to be artifacts of the
 time intervals between extractions and the inability to detect other inter-

-------
mediates or final mercury products, possibly because of  their volatile nature.
      (c)  Further verification of this role as intermediate  is  indicated by
the failure of light to have any significant effect on CH3Hg"1" concentration
despite a two-fold increase of CaHsHg"1" in the same tissue  (Figure  2).
     Following the report that Hg  vapor induces ethylene  formation and
abscission in Coleus and Citrus explants  (Goren and Siegel, 1976),
was considered a likely metabolite in the mercury pathway.  The accumulation
of CaHsHg"1" observed in this investigation verifies this initial assumption,
but does not enable definition of its role as initial product, intermediary,
or final product in this biochemical pathway.

     The pattern of concentration changes observed (Figure 1) does indicate
that CH3Hg+ and C2H5Hg+ are both metabolites of a single pathway of mercury
in the pea.  In the aerial portion of the plant, a high concentration of
either metabolite is followed by a high concentration of the other metabolite,
with a simultaneous decrease in the concentration (or rate of increase) of
the former.  The net result of this would be to prevent accumulation of high
concentrations of any single mercury metabolite, presumably by conversion to
other, presently unidentified, mercury products.
                                 REFERENCES
Gay, D. D.  1976.  Methylmercury:  Formation in plant tissues.  Ecological
Research Series.  U.S. Environmental Protection Agency report.  EPA-600/3-
76-049, Las Vegas, Nevada, May 1976.

Gay, D. D.  1976.  Biotransformation and chemical form of mercury in plants.
Ecological Research Series.  U.S. Environmental Protection Agency report.
EPA-600/3-76-082,  Las Vegas, Nevada, July 1976.

Gay, D. D. and C. W. Frank.  Personal Communication, July 1976.

Goren, R. and S. M. Siegel.  1976.  Mercury induced ethylene formation and
abscission in Citrus and Coleus explants.  Plant Physiology 57, 628-631.

Long, S. J. , D. R. Scott, and R. J. Thompson.  1973.  Atomic absorption of
elemental mercury collected from ambient air on silver wool.  Analytical
Chemistry 45_: 22-27.

Siegel, S. M., N. J. Puerner, and T. W. Speitel.  1974.   Release of volatile
mercury from vascular plants.  Physiologia Plantarum 32:174-176.

Speitel, T. W. and S. M. Siegel.  1975.  Auxin and carbon dioxide sensitive
effects of mercury and iodine vapors in plant senescence.  Plant and Cell
Physiology 16_: 383-386.

Talmi, Yair.  1975.  The rapid sub-picogram determination of volatile
organo-mercury compounds by gas chromatography with a microwave emission
spectrometric detector system.  Analytica Chimica Acta 74:107-117.

-------
                                    TECHNICAL REPORT DATA
                            (Please read Instructions on the reverse before completing)
1. REPORT NO.
  EPA-600/3-78-037
             3. RECIPIENT'S ACCESSION-NO.
4. TITLE AND SUBTITLE

  ETHYLMERCURY:   FORMATION  IN PLANT TISSUES AND
  RELATION TO METHYLMERCURY FORMATION
             5. REPORT DATE
               April 1978
             6. PERFORMING ORGANIZATION CODE
7. AUTHOR(S)
  L. C.  Fortmann. D. D.  Gay,  and K. 0. Wirtz
                                                            8. PERFORMING ORGANIZATION REPORT NO.
9. PERFORMING ORGANIZATION NAME AND ADDRESS
  Environmental Monitoring and Support Laboratory
  Office of  Research and  Development
  U.S.  Environmental Protection Agency
  Las Vegas, Nevada  39114
             10. PROGRAM ELEMENT NO.

                   1AA601
             11. CONTRACT/GRANT NO.
 12. SPONSORING AGENCY NAME AND ADDRESS
  U.S.  Environmental  Protection Agency-Las  Vegas, NV
  Office of Research  and  Development
  Environmental Monitoring and Support  Laboratory
  Las  Vegas. Nevada   89114	
             13. TYPE OF REPORT AND PERIOD COVERED
                Final	
             14. SPONSORING AGENCY CODE

                EPA/600/07
 15. SUPPLEMENTARY NOTES
 16. ABSTRACT
   Seedlings of the  common dwarf garden  pea,  Pisum sativum, cv.  Little Marvel,
   exposed to elemental mercury vapor  formed  both methylmercury  and ethylmercury
   in all parts of the plant.  Concentrations of both organomercury compounds
   fluctuated considerably over a 48-hour exposure period, but the total of
   detectable forms  of mercury continued to rise due to increased ethylmercury
   formation.  Ethylmercury formation  was greater in the light than in the dark,
   but methylmercury concentration did not differ significantly.   The pattern
   of change in the  concentrations of  methylmercury and ethylmercury suggests
   both are metabolites of a single mercury pathway in peas.
17.
                                KEY WORDS AND DOCUMENT ANALYSIS
                  DESCRIPTORS
                                               b.lDENTIFIERS/OPEN ENDED TERMS
                           c. COSATI Field/Group
   Plant physiology
   Plant chemistry
   Mercury
   Trace elements
   Leguminous plants
                              06A,CrF
                              07B,C
18. DISTRIBUTION STATEMENT

   RELEASE TO PUBLIC
19. SECURITY CLASS (ThisReport)
 UNCLASSIFIED
21. NO. OF PAGES

     12
                                               20. SECURITY CLASS (Thispage)
                                                UNCLASSIFIED
                                                                          22. PRICE
EPA Form 2220-1 (9-73)
                                                                  «U. S. GOVERNMENT PRINTING OFFICE: 1978-785-627

-------