Indesign Export PDF Issue

I have been having a random problem happen with Indesign cs5 and cs5.5
We can Create Postscript and then Distill the file and the File comes out ok.
We need to create a searchable PDF so the client can search out words with Ligatures and Conditional Hypens so we export to PDF via Indesign.
The text should look like this:
Boucek, M. M. et al. 2008. Pediatric heart transplantation after declaration of cardiocirculatory death. New England Journal of Medicine 359:709–14.
When we export to PDF we get the below:
Boucek, M. M. et al. 2008. Pediatric heart transplantation after declaration of cardiocirculatory death. New England Journal of Medicine3 59:709–14.
The space between the Medicine and the 359: swaps with the 3
New England Journal of Medicine3 59:709–14.
The formatting is
Adobe Garamond Pro
Regular
9pt 12pt leading Kerning Optical Tracking 0 case normal postion normal
Justification: 85/100/190 letterspacing 0/0/0 glyph scaling 100/100/100
Auto Led 120
Single Word Fully Justified
Composer Single Line Composer
Open type
Contextual Alternates
Propotional Oldstyle
The text in indesign looks like this.
<Adobe Garamond Pro-Regular>Boucek, M. M. et al. 2008. Pediatric heart transplantation after declaration of cardiocirculatory death.#</Adobe Garamond Pro-Regular><Adobe Garamond Pro-Italic>New England Journal of Medicine</Adobe Garamond Pro-Italic><Adobe Garamond Pro-Regular>#359:709–14.</Adobe Garamond Pro-Regular><return>
# = space
This seems to happen any way I export to PDF
I make sure we clear font caches before we open the job we restart the mac before we create the PDF file.
Does anyone have any ideas what causes this and what work around can be done.
I have to keep the job in 5/5.5
Thank you
Matt

A bit more information:
It seems that this happens when going from an Italic font to a Roman weight but only when the roman is one of the following characters after a space  (,1-9, [ but it doesn't happen all the time.
I had another job where the <italic>Nibelungeb</italic><Roman>#(1848-74).</Roman><return>
it ended up doing this
<italic>Nibelungeb</italic><Roman>(#1848-74).</Roman><return>
# = Space
- = Ndash

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