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Cyclic-di-GMP sodium salt

SIGMA/SML1228 - ≥98% (HPLC)

Synonym: 3′,5′-Cyclic diguanylic acid sodium salt; Bis(3′,5′)-cyclic diguanylic acid sodium salt; Cyclic Diguanosine-5′-monophosphate sodium salt; c-di-GMP sodium salt; c-diGMP sodium salt; cGpGp sodium salt

CAS Number: 61093-23-0 (free acid)
Empirical Formula (Hill Notation): C20H24N10O14P2 · xNa+
Molecular Weight: 690.41 (free acid basis)
Linear Formula: C20H24N10O14P2 · xNa+
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1228-1UMO 1 µmol
 $238.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: SML1228-1UMO

 

assay ≥98% (HPLC)
color white to beige
description contains 1μmol of powder (approx. 0.7mg)
form powder
InChI 1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1
InChI key PKFDLKSEZWEFGL-MHARETSRSA-N
Quality Level 100 
SMILES string O[C@@H]1[C@H](OP(OC[C@H]2O[C@@H](N3C(N=C(N)NC4=O)=C4N=C3)[C@H](O)[C@@H]2O5)(O)=O)[C@@H](COP5(O)=O)O[C@H]1N6C(N=C(N)NC7=O)=C7N=C6.C
storage temp. −20°C
Application: Cyclic-di-GMP sodium salt has been used as a quorum sensing molecule.
Biochem/physiol Actions: Cyclic-di-GMP is a naturally occurring small molecule that acts as a bacterial second messenger to regulate important signaling mechanisms in prokaryotes that control bacterial survival, adhesion, colonization, biofilm formation, and virulence factors production.
Biochem/physiol Actions: Cyclic-di-GMP is a naturally occurring small molecule that acts as a bacterial second messenger to regulate important signaling mechanisms in prokaryotes that control bacterial survival, adhesion, colonization, biofilm formation, and virulence factors production. During infections Cyclic-di-GMP is bound by host STING (stimulator of interferon genes) leading to expression of interferon genes, activating innate immune responses. c-di-GMP has been found in eukarotic systems acting not only in immune response, but as an inhibitor of the pacemaker I(f) current in the heart.
Preparation Note: Cyclic-di-GMP is soluble in water and aqueous buffers.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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