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G135

Sigma-Aldrich

Guanosine 3′,5′-cyclic monophosphorothioate, Rp Isomer triethylammonium salt

solid

Synonym(s):

Rp-Cyclic 3′,5′-hydrogen phosphorothioate guanosine triethylammonium salt, Rp-Diastereomer of guanosine 3′,5′-cyclic monophosphorothioate triethylammonium salt, Rp-cGMPS triethylammonium salt

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About This Item

Empirical Formula (Hill Notation):
C10H12N5O6PS · C6H15N
CAS Number:
86562-09-6
Molecular Weight:
462.46
MDL number:
MFCD04113739
UNSPSC Code:
41106305
PubChem Substance ID:
329799837
NACRES:
NA.77

form

solid

Quality Level

200

color

white

solubility

H2O: 5 mg/mL

storage temp.

−20°C

SMILES string

CCN(CC)CC.NC1=Nc2c(ncn2[C@@H]3O[C@@H]4CO[P@@](O)(=S)O[C@H]4[C@H]3O)C(=O)N1

InChI

1S/C10H12N5O6PS.C6H15N/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(20-9)1-19-22(18,23)21-6;1-4-7(5-2)6-3/h2-3,5-6,9,16H,1H2,(H,18,23)(H3,11,13,14,17);4-6H2,1-3H3/t3-,5-,6-,9-,22-;/m1./s1

InChI key

SBVIQYPGQBMDDI-FBGJTXKBSA-N

Biochem/physiol Actions

cGMPS-dependent protein kinase Iα inhibitor.

Caution

Hygroscopic

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCC4640
SLBR2753V
SLBB1244V
078K1250
082K1059

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Nardhy Gomez-Lopez et al.
Cell reports, 32(1), 107874-107874 (2020-07-09)
Regulatory T cells (Tregs) have been exhaustively investigated during early pregnancy; however, their role later in gestation is poorly understood. Herein, we report that functional Tregs are reduced at the maternal-fetal interface in a subset of women with idiopathic preterm labor/birth
E Butt et al.
FEBS letters, 263(1), 47-50 (1990-04-09)
The activation of the cGMP-dependent protein kinase and cAMP-dependent protein kinase by the diastereomers of guanosine 3',5'-monophosphorothioate, (Sp)-cGMPS and (Rp)-cGMPS, and 8-chloroguanosine 3',5'-monophosphorothioate, (Sp)-8-Cl-cGMPS and (Rp)-8-Cl-cGMPS, was investigated using the peptide Kemptide as substrate. The (Sp)-diastereomers, which have an axial

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