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12:00 AM
And when it comes to saying whether ADP contains phosphate.. is it very arbitrary whether you say it does or not?
 
Alternatively, you could also call it the conversion of a hydroxyl group to a phosphate group. Just like in that scheme above, we could call it a conversion of a hydroxyl group to a methoxy group.
@barlop I think it's hard to argue that there isn't a phosphate group in ADP. That would be like claiming that there isn't a methoxy group in the product above.
 
ok thanks
 
Instead, what you can't say is that there are two distinct phosphate groups in ADP.
Although we call it "adenosine diphosphate", it doesn't actually mean it's got two separate phosphate groups.
 
and would you say it has two separate phosphoryl groups?
 
Instead, it kind of has two conjoined phosphate groups, which share the same oxygen. Another term for that is pyrophosphate
You could call it two separate phosphoryl groups. But that would be lacking some context; because the two phosphoryl groups are joined together by an oxygen.
 
12:03 AM
so the phosphate groups or phosphoryl groups are joined.
 
Kind of: either two phosphate groups joined together but subtracting an oxygen; or two phosphoryl groups joined together but adding an oxygen.
 
I see.. and where you draw the boundaries depends on whether you consider them phosphate groups joined together, or phosphoryl groups joined together.
thanks
 
Precisely!
 
And the thing that gets transferred has three oxygens so it's a phosphoryl group and not a phosphate group?
 
Yeah, I'd say so.
 
12:06 AM
great, thanks
 
For example, the difference between ADP and ATP is technically a phosphoryl group, not a phosphate.
 
err.. but why do you there say a phosphoryl group and not say it depends where you draw the boundaries?
 
Hmm, well, in that case it's very clear-cut: lemme make an image..
 
thanks
 
Big box minus small box is a phosphoryl group, not a phosphate group.
 
12:09 AM
I see, thanks
and them drawing that box across that line isn't arbitary I suppose!
 
Nope not at all!
 
Looking at the O on the far left of the "phosphate groups". If I look at that O as part of the thing to the left
then It's three phosphoryl groups there , not three phosphate groups
 
Yup. Personally, I prefer that description, because in adenosine itself that oxygen is already present. So it's more like adenosine + phosphoryl + phosphoryl + phosphoryl...
 
If there was a box to mark adnosine zero "phosphate", then that O would be in that box. I see.
 
minus a hydrogen maybe, because in adenosine it's an OH group...
But protons can come and go easily :-)
 
12:14 AM
do you have a pic of adnosine? (no phosphates)?
 
fantastic, thanks
 
Hmm, it looks like I clipped off a bit of the ring on the left, oops. But it's not hugely important to the present discussion, I guess.
 
ah, what would it look like with the bit not clipped off?
Also by the way, I heard that while ATP is called adenosine triphosphate. According to the rules, it should be something like adenosyl triphosphate. Do you agree with that?
 
12:20 AM
thanks
 
@barlop Hmm... I think that's a different issue. Sometimes it's more a matter of history / convention, rather than an actual name that literally describes the compound. But yeah, if we were to go by literal naming, adenosyl triphosphate would be good.
 
what about something like triphosphoryrl?
 
Yeah, perhaps.
In this case, though, I suspect that the naming "adenosine triphosphate" may have come from the fact that it can be formed by a condensation reaction between adenosine and a triphosphate group. I'll draw it out again:
So ATP = adenosine + triphosphate - H - OH (i.e. minus water).
So, it might arguably be a bit of a misnomer, but well... it's stuck.
 
thanks
Is there a general term that covers regardless of whether something is a phosphate group or a phosphoryl group. Like, phosph__ thing. Like, phosphus compound maybe?
 
Hmm, not that I'm aware of.
 
12:31 AM
so could I say phosphus compound?
 
You could, and you wouldn't be wrong, but that's very general ;)
 
I see what you mean.. thanks
 
Maybe "phosphate ester" might work. That refers to any molecule of the form R–O–phosphoryl.
(or equivalently, R–phosphate).
But that refers to the entire molecule, not just part of it. So whether that term is usable would kind of depend on the context you're using it in.
I think if I had to refer to either of the groups, I'd just literally write "phosphate/phosphoryl group". It's not particularly elegant, but it's clear.
 
thanks
 
1:06 AM
@orthocresol Could you look at ATP as adenosine minus OH with triphosphate minus H. ? In which case, ATP could be seen legitimately as having the phosphate groups and that not being a misnomer. So the oxygen could legitimately be seen as part of the phosphor compounds.. Whether the oxygen came off the adenosine or off the triphosphate when they reacted, is perhaps arbitrary?
 
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1:53 AM
@barlop If you mean us counting the atoms on paper, then yeah, it is quite arbitrary whether we take the OH away from adenosine or the triphosphate. But in the biosynthesis of ATP, I'm willing to bet that the oxygen comes from adenosine, i.e. it's (adenosine - H) + (triphosphate - OH).
 
ok thanks
 
 
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