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{{short description|Chemical compound}}
{{chembox {{chembox
| Verifiedfields = changed
|ImageFile=DADP chemical structure.png
| Watchedfields = changed
⚫ |ImageSize=
| verifiedrevid = 447288226
|IUPACName=<nowiki>[5-(6-aminopurin-9-yl)-3-hydroxyoxolan-
| ImageFile=Desoxyadenosindiphosphat protoniert.svg
2-yl]methyl phosphono hydrogen</nowiki>
⚫ | ImageSize=220
⚫ |OtherNames=dADP
| ImageAlt = Skeletal formula of adenosine diphosphate
⚫ |Reference=<ref>, ].</ref>
⚫ | ImageFile1 = Deoxyadenosine-diphosphate-anion-3D-balls.png
| ImageSize1 = 220
| ImageAlt1 = Ball-and-stick model of the adenosine diphosphate anion
| IUPACName=2′-Deoxyadenosine 5′-(trihydrogen diphosphate)
| SystematicName=methyl trihydrogen diphosphate
⚫ | OtherNames=dADP
⚫ | Reference=<ref>, ].</ref>
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=2793-06-8 | CASNo=2793-06-8
⚫ | PubChem=620
| UNII_Ref = {{fdacite|changed|FDA}}
⚫ | MeSHName=Deoxyadenosine+diphosphate
| UNII = APQ916I0QD
⚫ | SMILES=C1C(C(OC1N2C=NC3=C2N=CN=C3N) COP(=O)(O)OP(=O)(O)O)O
| MeSHName=Deoxyadenosine+diphosphate
⚫ | PubChem = 188966
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 164196
⚫ | SMILES = C1((O1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)OP(=O)(O)O)O
| InChI = 1/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
| InChIKey = DAEAPNUQQAICNR-RRKCRQDMBL
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = DAEAPNUQQAICNR-RRKCRQDMSA-N
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>10</sub>H<sub>15</sub>N<sub>5</sub>O<sub>9</sub>P<sub>2</sub> | Formula=C<sub>10</sub>H<sub>15</sub>N<sub>5</sub>O<sub>9</sub>P<sub>2</sub>
| MolarMass=411.201722 | MolarMass=411.201722
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}
'''Deoxyadenosine diphosphate''' is a derivative of the common ] ATP, or ], in which the -OH (]) group on the 2' carbon on the nucleotide's ] has been removed (hence the deoxy- part of the name). Additionally, the diphosphate of the name indicates that one of the ] groups of ATP has been removed, most likely by ]. '''Deoxyadenosine diphosphate''' is a ]. It is related to the common ] ATP, or ], with the -OH (]) group on the 2' carbon on the nucleotide's ] removed (hence the deoxy- part of the name), and with one fewer ] group than ATP. This makes it also similar to ] except with a hydroxyl group removed.


Deoxyadenosine diphosphate would be abbreviated dADP. Deoxyadenosine diphosphate is abbreviated dADP.


==See also== ==See also==
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Latest revision as of 17:26, 29 June 2024

Chemical compound
Deoxyadenosine diphosphate
Skeletal formula of adenosine diphosphate
Ball-and-stick model of the adenosine diphosphate anion
Names
IUPAC name 2′-Deoxyadenosine 5′-(trihydrogen diphosphate)
Systematic IUPAC name methyl trihydrogen diphosphate
Other names dADP
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
MeSH Deoxyadenosine+diphosphate
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1Key: DAEAPNUQQAICNR-RRKCRQDMSA-N
  • InChI=1/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1Key: DAEAPNUQQAICNR-RRKCRQDMBL
SMILES
  • C1((O1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)OP(=O)(O)O)O
Properties
Chemical formula C10H15N5O9P2
Molar mass 411.201722
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Deoxyadenosine diphosphate is a nucleoside diphosphate. It is related to the common nucleic acid ATP, or adenosine triphosphate, with the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose removed (hence the deoxy- part of the name), and with one fewer phosphoryl group than ATP. This makes it also similar to adenosine diphosphate except with a hydroxyl group removed.

Deoxyadenosine diphosphate is abbreviated dADP.

See also

References

  1. dADP - Compound Summary, PubChem.
Nucleic acid constituents
Nucleobase
Nucleoside
Ribonucleoside
Deoxyribonucleoside
Nucleotide
(Nucleoside monophosphate)
Ribonucleotide
Deoxyribonucleotide
Cyclic nucleotide
Nucleoside diphosphate
Nucleoside triphosphate
Categories: