Trehalose analogues
Described herein are trehalose analogues. Also described herein are methods of making the trehalose analogues and uses of the analogues. For example, the disclosed trehalose analogues may be useful in the detection of bacteria.
1. A compound according to formula (I):
wherein
Y is O or NH;
Z is a bioorthogonal reaction substituent, a label, or a therapeutic; and
n is 0 to 50,
wherein C 1-n alkylene is optionally substituted.
2. The compound of claim 1 having formula (I-a):
3. The compound of claim 1 having formula (I-b):
4. The compound of claim 1 , wherein
Z is a label; and
n is 2 to 10.
5. The compound of claim 1 , wherein
Z is alkynyl or —N 3 ; and
n is 4 to 9.
6. The compound of claim 1 , wherein
Z is a label; and
n is 4 to 9.
7. The compound of claim 1 , wherein Z is a label that is luminescent, radioactive, detectable by nuclear magnetic resonance (NMR), detectable by x-ray imaging, or a combination thereof.
8. The compound of claim 1 , wherein Z is a label that is detectable by PET, MM, CT, SPECT, fluorescence or a combination thereof.
9. The compound of claim 1 , wherein Z is a label comprising a fluorophore, 18 F, 64 Cu, 124 I, 14 C, 3 H, 123 I, 131 I, 13 C, 2 H, 19 F, or a combination thereof.
10. The compound of claim 9 , wherein the fluorophore is selected from the group consisting of fluoresceins, xanthenes, cyanines, naphthalenes, coumarins, oxadiazoles, pyrenes, oxazines, acridines, arylmethines, Alexa Fluors, tetrapyrroles, and quantum dots.
11. The compound of claim 1 , selected from the group consisting of:
12. The compound of claim 1 , wherein Z is a bioorthogonal reaction substituent.
13. The compound of claim 12 , wherein n is 4 to 9.