Abstract：
:We examined the interactions of nucleotides with the CMP-sialic acid transporter in order to better understand which features play a role in binding and to investigate the relationship between binding and subsequent transport. With respect to the sugar, the transporter requires a complete ribose ring for tight binding, and the 2'-ara hydrogen makes an important contact. The enzyme exhibits little specificity with respect to the 2'- and 3'-hydroxyls, as it tolerated substitutions ranging from fluorine to an azido group. In the base, the C4 amine and C2 carbonyl groups make important contacts, while the N3 nitrogen does not. However, adding a methyl group to N3 dramatically reduced binding, indicating that mass at this position sterically hinders binding. Adding a group at C5 had either no effect or slightly enhanced binding. To determine if the transporter recognizes these CMP analogues as substrates, we assayed them for their ability to trans stimulate CMP-sialic acid import. These data suggest that the enzyme transports a wide variety of NMPs, and the rate of transport is inversely proportional to the K(I) of the analogue. The importance of our findings for understanding the specificities of the different nucleotide-sugar tranlocators and the design of novel glycosylation inhibitors are discussed.
journal_name
Biochemistryjournal_title
Biochemistryauthors
Chiaramonte M,Koviach JL,Moore C,Iyer VV,Wagner CR,Halcomb RL,Miller W,Melançon P,Kuchta RDdoi
10.1021/bi011262wsubject
Has Abstractpub_date
2001-11-27 00:00:00pages
14260-7issue
47eissn
0006-2960issn
1520-4995pii
bi011262wjournal_volume
40pub_type
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