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5-PA-dUTP

CAT: 0804-HY-132141-01Size: 5.21 mg (100 mM x 100 μL in Triethylamine)Dry Ice: NoHazardous: No
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CAT#:0804-HY-132141-01Size:5.21 mg (100 mM x 100 μL in Triethylamine)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
5-PA-dUTP (5-Propargylamino-dUTP) is a C5-modified nucleotide and can be incorporated into DNA nanoparticles (DNPs) for photosensitizer delivery[1]. 5-PA-dUTP is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
CAS Number
179101-49-6
Product Name Alternative
5-Propargylamino-dUTP
UNSPSC
12352200
Hazard Statement
H302, H315, H319, H335
Target
DNA/RNA Synthesis
Type
Biochemical Assay Reagents
Related Pathways
Cell Cycle/DNA Damage
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/5-pa-dutp.html
Concentration
100 mM * 100 μL in Triethylamine
Purity
99.59
Solubility
H2O : 125 mg/mL (ultrasonic)
Smiles
O=C1N([C@H]2C[C@H](O)[C@@H](COP(OP(OP(O)(O)=O)(O)=O)(O)=O)O2)C=C(C(N1)=O)C#CCN
Molecular Formula
C12H18N3O14P3
Molecular Weight
521.20
Precautions
H302, H315, H319, H335
References & Citations
[1]Kyoung-Ran Kim, et al.Shaping Rolling Circle Amplification Products into DNA Nanoparticles by Incorporation of Modified Nucleotides and Their Application to In Vitro and In Vivo Delivery of a Photosensitizer. Molecules. 2018 Jul 23;23 (7) :1833.
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

Chemical Information

ap-dUTP
CAS Number179101-49-6
PubChem CID18664765
IUPAC Name[[(2R,3S,5R)-5-[5-(3-aminoprop-1-ynyl)-2,4-dioxopyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Molecular FormulaC12H18N3O14P3
Molecular Weight521.20
XLogP-8.4
Topological Polar Surface Area265
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Heavy Atom Count32
Formal Charge0
Complexity1010
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)C#CCN)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
InChI
InChI=1S/C12H18N3O14P3/c13-3-1-2-7-5-15(12(18)14-11(7)17)10-4-8(16)9(27-10)6-26-31(22,23)29-32(24,25)28-30(19,20)21/h5,8-10,16H,3-4,6,13H2,(H,22,23)(H,24,25)(H,14,17,18)(H2,19,20,21)/t8-,9+,10+/m0/s1
InChIKey
BGGIMXKBIBMKBL-IVZWLZJFSA-N
Chemical Structure
2D Structure
2D structure of ap-dUTP
CAS: 179101-49-6
CID: 18664765
Formula: C12H18N3O14P3
MW: 521.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight521.20
XLogP3-8.4
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Exact Mass521.00016325
Monoisotopic Mass521.00016325
Topological Polar Surface Area265 Ų
Heavy Atom Count32
Formal Charge0
Complexity1010
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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