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Key Documents

SML3286

Sigma-Aldrich

cUMP sodium salt

≥98% (HPLC)

Synonym(s):

3’,5’-cyclic uridine monophosphate sodium salt, CID 3081385 sodium, Uridine cyclic 3′,5′-monophosphate monosodium salt, cyclic UMP sodium

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About This Item

Empirical Formula (Hill Notation):
C9H10N2O8P·Na
CAS Number:
Molecular Weight:
328.15
MDL number:

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O[C@H]1[C@@](N2C(NC(C=C2)=O)=O)([H])O[C@@]3([H])[C@@]1([H])OP(OC3)(O[Na])=O

InChI

1S/C9H11N2O8P.Na/c12-5-1-2-11(9(14)10-5)8-6(13)7-4(18-8)3-17-20(15,16)19-7;/h1-2,4,6-8,13H,3H2,(H,15,16)(H,10,12,14);/q;+1/p-1

InChI key

APYWIKXPIFYSBG-UHFFFAOYSA-M

General description

3’,5’-cyclic uridine monophosphate (cUMP) is a cyclic pyrimidine nucleotide. cUMP (3’,5’-cyclic uridine monophosphate) sodium salt is a secondary messenger functioning in bacterial immunity against viruses.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Sander de Kivit et al.
Nature metabolism, 2(10), 1046-1061 (2020-09-23)
Following activation, conventional T (Tconv) cells undergo an mTOR-driven glycolytic switch. Regulatory T (Treg) cells reportedly repress the mTOR pathway and avoid glycolysis. However, here we demonstrate that human thymus-derived Treg (tTreg) cells can become glycolytic in response to tumour
Jiang Wang et al.
Pathogens and disease, 78(7) (2020-08-30)
Periodontitis is an inflammatory disease that causes damages to periodontium and alveolar bone. Overactivation and formation of osteoclasts can cause bone destruction, which contributes to periodontitis development. Receptor activator of nuclear factor κB ligand (RANKL)-mediated NF-κB signaling plays an essential
Nitzan Tal et al.
Cell, 184(23), 5728-5739 (2021-10-14)
The cyclic pyrimidines 3',5'-cyclic cytidine monophosphate (cCMP) and 3',5'-cyclic uridine monophosphate (cUMP) have been reported in multiple organisms and cell types. As opposed to the cyclic nucleotides 3',5'-cyclic adenosine monophosphate (cAMP) and 3',5'-cyclic guanosine monophosphate (cGMP), which are second messenger

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