Reaction participants Show >> << Hide
- Name help_outline 2'-phospho-cyclic ADP-ribose Identifier CHEBI:75970 Charge -3 Formula C15H19N5O16P3 InChIKeyhelp_outline FUQPZSKOSARDNY-KEOHHSTQSA-K SMILEShelp_outline Nc1[n+]2cnc3n(cnc13)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@@H]2[C@H](O)[C@@H]3O)[C@@H](O)[C@H]1OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline nicotinate Identifier CHEBI:32544 (Beilstein: 3539722) help_outline Charge -1 Formula C6H4NO2 InChIKeyhelp_outline PVNIIMVLHYAWGP-UHFFFAOYSA-M SMILEShelp_outline [O-]C(=O)c1cccnc1 2D coordinates Mol file for the small molecule Search links Involved in 16 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline nicotinate-adenine dinucleotide phosphate Identifier CHEBI:75967 Charge -4 Formula C21H23N6O18P3 InChIKeyhelp_outline QOTXBMGJKFVZRD-HISDBWNOSA-J SMILEShelp_outline Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)[n+]2cccc(c2)C([O-])=O)[C@@H](O)[C@H]1OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:38607 | RHEA:38608 | RHEA:38609 | RHEA:38610 | |
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| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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NAADP+ synthesis from cADPRP and nicotinic acid by ADP-ribosyl cyclases.
Moreschi I., Bruzzone S., Melone L., De Flora A., Zocchi E.
ADP-ribosyl cyclases (ADPRCs) are present from lower Metazoa to mammals and synthesize the Ca2+-active (di)nucleotides cyclic ADP-ribose (cADPR), NAADP+, and ADP-ribose (ADPR), involved in the regulation of important cellular functions. NAADP+ can be synthesized by ADPRCs from NADP+ through a base ... >> More
ADP-ribosyl cyclases (ADPRCs) are present from lower Metazoa to mammals and synthesize the Ca2+-active (di)nucleotides cyclic ADP-ribose (cADPR), NAADP+, and ADP-ribose (ADPR), involved in the regulation of important cellular functions. NAADP+ can be synthesized by ADPRCs from NADP+ through a base-exchange reaction, which substitutes nicotinamide for nicotinic acid (NA). Here we demonstrate that ADPRCs from both lower and higher Metazoa (including human CD38) can also synthesize NAADP+ starting from 2'-phospho-cyclic ADP-ribose (cADPRP) and NA. Comparison, on the two substrates cADPRP and NADP+, of the relative rates of the reactions introducing NA and hydrolyzing/cyclizing the substrate, respectively, indicates that with all ADPRCs tested cADPRP is preferentially transformed into NAADP+, while NADP+ is preferentially cyclized or hydrolyzed to cADPRP/2'-phospho-ADP-ribose. cADPRP was detectable in retinoic acid-differentiated, CD38+ HL-60 cells, but not in undifferentiated, CD38-cells. These results suggest that cADPRP may be a NAADP+ precursor in ADPRC+ cells. << Less
Biochem. Biophys. Res. Commun. 345:573-580(2006) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.
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CD38 is the major enzyme responsible for synthesis of nicotinic acid-adenine dinucleotide phosphate in mammalian tissues.
Chini E.N., Chini C.C., Kato I., Takasawa S., Okamoto H.
In the present study, we have determined the role of the enzyme CD38 upon the synthesis of the Ca(2+)-releasing nucleotide nicotinic acid-adenine dinucleotide phosphate (NAADP). In rat tissues, we observed that the capacity for NAADP synthesis could be co-immunoprecipitated with CD38 using an anti ... >> More
In the present study, we have determined the role of the enzyme CD38 upon the synthesis of the Ca(2+)-releasing nucleotide nicotinic acid-adenine dinucleotide phosphate (NAADP). In rat tissues, we observed that the capacity for NAADP synthesis could be co-immunoprecipitated with CD38 using an anti-CD38 antibody. Furthermore, we observed that several tissues from CD38 knockout mice had no capacity for the synthesis of this nucleotide. In addition, CD38 was also identified as the major enzyme responsible for the synthesis of the second messenger cyclic ADP-ribose. These observations lead to the conclusion that CD38 is the major enzyme responsible for the synthesis of NAADP and cyclic ADP-ribose, and raises the possibility of a new signalling pathway where two different Ca(2+)-releasing nucleotides are synthesized by the same enzyme. << Less
Biochem. J. 362:125-130(2002) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.
Comments
RHEA:38607 part of RHEA:38599