Adenosine 3',5'-bisphosphate

Adenosine 3',5'-bisphosphate

Other names	3'-Phosphoadenylate
Identifiers
CAS number
PubChem	159296
MeSH	Adenosine+bisphosphate
SMILES	C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)COP(=O)(O)O)OP(=O)(O)O)O
Properties
Molecular formula	C₁₀H₁₅N₅O₁₀P₂
Molar mass	427.20 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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.

Additional recommended knowledge

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Essential Laboratory Skills Guide

Adenosine 3',5'-bisphosphate is produced as a product of sulfotransferase enzymes from the donation of a sulfate group from the coenzyme 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]

References

^ Negishi M, Pedersen LG, Petrotchenko E, et al (2001). "Structure and function of sulfotransferases". Arch. Biochem. Biophys. 390 (2): 149–57. PMID 11396917.
^ Rath VL, Verdugo D, Hemmerich S (2004). "Sulfotransferase structural biology and inhibitor discovery". Drug Discov. Today 9 (23): 1003–11. PMID 15574316.
^ Farooqui AA, Balasubramanian AS (1970). "Enzymatic dephosphorylation 3'-phosphoadenosine 5'-phoaphosulfate to adenosine 5'-phosphosulfate in sheep brain". Biochim. Biophys. Acta. 198: 56–65. PMID 4313079.
^ Ramaswamy SG, Jakoby WB (1987). "(2')3',5'-Bisphosphate nucleotidase". J. Biol. Chem. 262: 10044–7. PMID 3038862.

Nucleobases:	Purine (Adenine, Guanine) \| Pyrimidine (Uracil, Thymine, Cytosine)
Nucleosides:	Adenosine/Deoxyadenosine \| Guanosine/Deoxyguanosine \| Uridine \| Thymidine \| Cytidine/Deoxycytidine
Nucleotides:	monophosphates (AMP, GMP, UMP, CMP) \| diphosphates (ADP, GDP, UDP, CDP) \| triphosphates (ATP, GTP, UTP, CTP) \| cyclic (cAMP, cGMP, cADPR)
Deoxynucleotides:	monophosphates (dAMP, dGMP, TMP, dCMP) \| diphosphates (dADP, dGDP, TDP, dCDP) \| triphosphates (dATP, dGTP, TTP, dCTP)
Ribonucleic acids:	RNA \| mRNA (pre-mRNA/hnRNA) \| tRNA \| rRNA \| gRNA \| miRNA \| ncRNA \| piRNA \| shRNA \| siRNA \| snRNA \| snoRNA
Deoxyribonucleic acids:	DNA \| cDNA \| gDNA \| msDNA \| mtDNA
Nucleic acid analogues:	GNA \| LNA \| PNA \| TNA \| morpholino
Cloning vectors:	phagemid \| plasmid \| lambda phage \| cosmid \| P1 phage \| fosmid \| BAC \| YAC \| HAC