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Rp-dGTPαS

CAT: 0804-HY-137618BSize: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-137618BSize:1 Each
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Description
Rp-dGTPαS is the nucleotide substrate of SAMHD1 and is one of the enantiomers of the dNTPαS nucleotide. SAMHD1 is an essential regulator of cellular dNTPs that limits virus (HIV-1, etc.) replication in the CD4+ myeloid lineage and resting T cells. The SAMHD1 tetrameric complex catalyzes the hydrolysis of Rp-dGTPαS into 2'-deoxynucleosides and triphosphates[1].
CAS Number
80902-29-0
UNSPSC
12352005
Target
HIV
Type
Reference compound
Related Pathways
Anti-infection
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/rp-dgtpαs.html
Solubility
10 mM in DMSO
Smiles
OP(OP(O[P@@](OC[C@@H]1[C@@H](O)C[C@H](N(C=N2)C(NC(N)=N3)=C2C3=O)O1)(S)=O)(O)=O)(O)=O
Molecular Formula
C10H16N5O12P3S
Molecular Weight
523.25
References & Citations
[1]Morris ER, et al. Probing the Catalytic Mechanism and Inhibition of SAMHD1 Using the Differential Properties of Rp- and Sp-dNTPαS Diastereomers. Biochemistry. 2021 Jun 1;60 (21) :1682-1698.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

2'-Deoxyguanosine-5'-O-(1-thiotriphosphate), RP-isomer sodium salt
CAS Number80902-29-0
PubChem CID137194438
IUPAC Nametetrasodium;[[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-oxidophosphinothioyl]oxy-oxidophosphoryl] phosphate
Molecular FormulaC10H12N5Na4O12P3S
Molecular Weight611.18
Topological Polar Surface Area301
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Heavy Atom Count35
Formal Charge0
Complexity880
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(NC3=O)N)COP(=S)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O.[Na+].[Na+].[Na+].[Na+]
InChI
InChI=1S/C10H16N5O12P3S.4Na/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(25-6)2-24-30(23,31)27-29(21,22)26-28(18,19)20;;;;/h3-6,16H,1-2H2,(H,21,22)(H,23,31)(H2,18,19,20)(H3,11,13,14,17);;;;/q;4*+1/p-4/t4-,5+,6+,30?;;;;/m0..../s1
InChIKey
AWEMWBRLWRPKMA-OMFOBEGOSA-J
Chemical Structure
2D Structure
2D structure of 2'-Deoxyguanosine-5'-O-(1-thiotriphosphate), RP-isomer sodium salt
CAS: 80902-29-0
CID: 137194438
Formula: C10H12N5Na4O12P3S
MW: 611.18
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight611.18
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Exact Mass610.90068013
Monoisotopic Mass610.90068013
Topological Polar Surface Area301 Ų
Heavy Atom Count35
Formal Charge0
Complexity880
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count5
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
BLG-D030-05Rp-dGTP-α-S
T84664-01Rp-dGTPαS
BLG-D231-05Rp-2′-F-dGTP-α-S
NU-266DGTPγS
NU-424LDGTPαS
MBS256319-012'- Deoxyguanosine- 5'- O- (1- thiotriphosphate), Rp- isomer (Rp-dGTP-alpha-S)
D 030-252'- Deoxyguanosine- 5'- O- (1- thiotriphosphate), Rp isomer (Rp-dGTP-α-S), sodium salt
JBS-NU-424SDGTPαS, S pack
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BLG-D031-25Sp-dGTP-α-S

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