A pyrimidine-containing CDN
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Cyclic di-UMP (sodium salt)

Item No. 33890

Technical Information
Formal Name
uridylyl-(3′→5′)-3′-uridylic acid, cyclic nucleotide, disodium salt
Synonyms
  • c-di-UMP
  • c-UpUp
  • Cyclic di-Uridine monophosphate
  • 3’3’-Cyclic UMP-UMP
Molecular Formula
C18H20N4O16P2 • 2Na
Formula Weight
Purity
≥95%
A solid
Water: soluble
SMILES
[O-]P1(OC[C@@]2([H])O[C@](N3C=CC(NC3=O)=O)([H])[C@H](O)[C@@]2(OP([O-])(OC[C@]([H])([C@]4(O1)[H])O[C@](N5C=CC(NC5=O)=O)([H])[C@@H]4O)=O)[H])=O.[Na+].[Na+]
InChi Code
InChI=1S/C18H22N4O16P2.2Na/c23-9-1-3-21(17(27)19-9)15-11(25)13-7(35-15)5-33-40(31,32)38-14-8(6-34-39(29,30)37-13)36-16(12(14)26)22-4-2-10(24)20-18(22)28;;/h1-4,7-8,11-16,25-26H,5-6H2,(H,29,30)(H,31,32)(H,19,23,27)(H,20,24,28);;/q;2*+1/p-2/t7-,8-,11-,12-,13-,14-,15-,16-;;/m1../s1
InChi Key
NTTSUUMRIKERKM-NANZCHBRSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cyclic di-UMP is a pyrimidine-containing cyclic dinucleotide (CDN).1 It is produced by bacterial cGAS/DncV-like nucleotidyltransferases (CD-NTases), such as LpCdnE02 from L. pneumophila, and binds to cGAS, in the apo or dsDNA-bound forms, with reduced affinity compared to 2’3’-cGAMP (Item No. 19887) or 3’3’-cGAMP (Item No. 17966).1,2 Cyclic di-UMP is intended for use as a negative control for cyclic di-GMP signaling.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Whiteley, A.T., Eaglesham, J.B., de Oliveira Mann, C.C., et alBacterial cGAS-like enzymes synthesize diverse nucleotide signals. Nature 564(7747), 194-199 (2019).

    2. Hall, J., Ralph, E.C., Shanker, S., et alThe catalytic mechanism of cyclic GMP-AMP synthase (cGAS) and implications for innate immunity and inhibition. Protein Sci. 26(12), 2367-2380 (2017).