Transferases;
Transferring alkyl or aryl groups, other than methyl groups;
Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
BRITE hierarchy

tuberculosinyl diphosphate:adenosine tuberculosinyltransferase

tuberculosinyl diphosphate + adenosine = 1-tuberculosinyladenosine + diphosphate [RN:R12669]

R12669
Reaction

tuberculosinyl diphosphate [CPD:C19836];
adenosine [CPD:C00212]

The enzyme, characterized from the bacterial pathogen Mycobacterium tuberculosis, produces 1-tuberculosinyladenosine, an unusual terpene nucleoside that acts as a phagolysosome disruptor by neutralizing the pH, resulting in swelling of the lysosome and obliteration of its multilamellar structure.

EC 2.5.1.153 created 2011 as EC 3.1.7.8 and EC 3.1.7.9, transferred 2020 to EC 2.5.1.153

1  [PMID:24516143]

Layre E, Lee HJ, Young DC, Martinot AJ, Buter J, Minnaard AJ, Annand JW, Fortune SM, Snider BB, Matsunaga I, Rubin EJ, Alber T, Moody DB.

Molecular profiling of Mycobacterium tuberculosis identifies tuberculosinyl nucleoside products of the virulence-associated enzyme Rv3378c.

Proc Natl Acad Sci U S A 111:2978-83 (2014)
DOI:10.1073/pnas.1315883111

[mtu:Rv3378c]

2  [PMID:25910243]

Young DC, Layre E, Pan SJ, Tapley A, Adamson J, Seshadri C, Wu Z, Buter J, Minnaard AJ, Coscolla M, Gagneux S, Copin R, Ernst JD, Bishai WR, Snider BB, Moody DB.

In vivo biosynthesis of terpene nucleosides provides unique chemical markers of Mycobacterium tuberculosis infection.

Chem Biol 22:516-526 (2015)
DOI:10.1016/j.chembiol.2015.03.015

[mtu:Rv3378c]

3  [PMID:31427817]

Buter J, Cheng TY, Ghanem M, Grootemaat AE, Raman S, Feng X, Plantijn AR, Ennis T, Wang J, Cotton RN, Layre E, Ramnarine AK, Mayfield JA, Young DC, Jezek Martinot A, Siddiqi N, Wakabayashi S, Botella H, Calderon R, Murray M, Ehrt S, Snider BB, Reed MB, Oldfield E, Tan S, Rubin EJ, Behr MA, van der Wel NN, Minnaard AJ, Moody DB.

Mycobacterium tuberculosis releases an antacid that remodels phagosomes.

Nat Chem Biol 15:889-899 (2019)
DOI:10.1038/s41589-019-0336-0

[mtu:Rv3378c]