Adenosine 3',5'-bisphosphate

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Adenosine 3',5'-bisphosphate
Skeletal formula of adenosine 3',5'-bisphosphate
Space-filling model of the adenosine 3',5'-bisphosphate anion
Names
IUPAC name
Adenosine 3′,5′-bis(dihydrogen phosphate)
Systematic IUPAC name
(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-2-[(phosphonooxy)methyl]oxolan-3-yl dihydrogen phosphate
Other names
3'-Phosphoadenylate
Identifiers
3D model (
JSmol
)
ChemSpider
IUPHAR/BPS
MeSH Adenosine+bisphosphate
UNII
  • InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1 ☒N
    Key: WHTCPDAXWFLDIH-KQYNXXCUSA-N ☒N
  • InChI=1/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1
    Key: WHTCPDAXWFLDIH-KQYNXXCUBO
  • c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)OP(=O)(O)O)O)N
Properties
C10H15N5O10P2
Molar mass 427.20 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Adenosine 3',5'-bisphosphate is a form of an adenosine nucleotide with two phosphate groups attached to different carbons in the ribose ring. This is distinct from adenosine diphosphate, where the two phosphate groups are attached in a chain to the 5' carbon atom in the ring.

Adenosine 3',5'-bisphosphate is produced as a product of

3'-phosphoadenosine-5'-phosphosulfate.[1][2] This product is then hydrolysed by 3'(2'),5'-bisphosphate nucleotidase to give adenosine monophosphate, which can then be recycled into adenosine triphosphate.[3][4]

See also

References

  1. PMID 11396917
    .
  2. PMID 15574316
    .
  3. PMID 4313079
    .
  4. PMID 3038862
    .
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