SMMR (small molecule metabolite reporters) for use as in vivo glucose biosensors

1. A small molecule metabolite reporter compound having a structure represented by the following formula:

wherein:

D is O or N;

R 9 is H, CH 3 , M,

or taken together with R 10 and the ring to which they are attached, forms a substituted benzene ring;

R 10 is H, CH 3 , M, B(OH) 2 , or

or taken together with R 9 and the ring to which they are attached, forms the substituted benzene ring;

M is

wherein L is an amino-containing linking moiety; and

at least one boronic acid moiety is present in the compound; and salts thereof.

2. The compound of claim 1 , wherein D is O.

3. The compound of claim 1 , wherein D is N.

4. The compound of claim 1 , wherein at least one of R 9 and R 10 , is M, and wherein M has a structure represented by Formula (A):

5. The compound of claim 4 , wherein R 10 is M, and wherein M has a structure represented by Formula (A).

6. The compound of claim 1 , wherein at least one of R 9 and R 10 , is M, and wherein M has a structure represented by Formula (B):

7. The compound of claim 6 , wherein R 9 is M, and wherein M has a structure represented by Formula (B).

8. The compound of claim 1 , wherein at least one of R 9 and R 10 , is M, and wherein M has a structure represented by Formula (C):

9. A method of measuring a compound or metabolite thereof, comprising:

containing the compound of claim 1 with an area of a mammalian body where the compound or metabolite may be found; and

detecting a photometric change in the compound, wherein the change is indicative of a property of the compound or metabolite thereof.

10. The method of claim 9 , wherein the compound is glucose.

11. The method of claim 9 , wherein the area of the body is skin.

12. The method of claim 9 , wherein the area of the body is the stratum corneum.

13. The method of claim 9 , wherein the area of the body is the epidermis.