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NAADP-AM

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Physical properties
Molecular weight1032.64
SolventDMSO
Storage, safety and handling
H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22
StorageFreeze (< -60 °C); Minimize light exposure
UNSPSC12352200

OverviewpdfSDSpdfProtocol


Molecular weight
1032.64
NAADP (nicotinic acid adenine dinucleotide phosphate) is a recently discovered second messenger. NAADP is negatively charged (to prevent it from leaking out of cells). The negative charge of NAADP makes it well retained in cells, but imposes difficulties in loading NAADP into live cells. NAADP must be injected, loaded via liposomes, or electroporated. These invasive techniques are highly technically demanding and are possible only in certain single cell preparations. NAADP-AM has been reported as a cell-permeant analog of NAADP. NAADP-AM can be taken into cells and induces NAADP-mediated calcium signaling. NAADP-AM can be used in a wide range of systems and will greatly facilitate research into the role of NAADP in biological research. The NAADP-AM consists of three NAADP AM esters with one major component and two minor AM esters.

Calculators


Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of NAADP-AM to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

0.1 mg0.5 mg1 mg5 mg10 mg
1 mM96.839 µL484.196 µL968.392 µL4.842 mL9.684 mL
5 mM19.368 µL96.839 µL193.678 µL968.392 µL1.937 mL
10 mM9.684 µL48.42 µL96.839 µL484.196 µL968.392 µL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

Mass (Calculate)Molecular weightVolume (Calculate)Concentration (Calculate)Moles
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Citations


View all 5 citations: Citation Explorer
Nicotinic Acid Adenine Dinucleotide Phosphate (NAADP)-Mediated Calcium Signaling Is Active in Memory CD4+ T Cells
Authors: Chakraborty, Anish and Dissanayake, Ravindika and Wall, Katherine A
Journal: Molecules (2024): 907
LRRK2 is required for CD38-mediated NAADP-Ca2+ signaling and the downstream activation of TFEB (transcription factor EB) in immune cells
Authors: Nabar, Neel R and Heijjer, Christopher N and Shi, Chong-Shan and Hwang, Il-Young and Ganesan, Sundar and Karlsson, Mikael CI and Kehrl, John H
Journal: Autophagy (2021): 1--19
NAADP-induced intracellular calcium ion is mediated by the TPCs (two-pore channels) in hypoxia-induced pulmonary arterial hypertension
Authors: Hu, Wen and Zhao, Fei and Chen, Ling and Ni, Jiamin and Jiang, Yongliang
Journal: Journal of Cellular and Molecular Medicine (2021)
Cross-talk between CD38 and TTP Is Essential for Resolution of Inflammation during Microbial Sepsis
Authors: Joe, Yeonsoo and Chen, Yingqing and Park, Jeongmin and Kim, Hyo Jeong and Rah, So-Young and Ryu, Jinhyun and Cho, Gyeong Jae and Choi, Hye-Seon and Ryter, Stefan W and Park, Jeong Woo and others,
Journal: Cell Reports (2020): 1063--1076
NAADP-mediated Ca2+ signaling promotes autophagy and protects against LPS-induced liver injury
Authors: Rah, So-Young and Lee, Young-Hoon and Kim, Uh-Hyun
Journal: The FASEB Journal (2017): fj--201601290R

References


View all 149 references: Citation Explorer
Both RyRs and TPCs are required for NAADP-induced intracellular Ca release
Authors: Gerasimenko JV, Charlesworth RM, Sherwood MW, Ferdek PE, Mikoshiba K, Parrington J, Petersen OH, Gerasimenko OV.
Journal: Cell Calcium. (2015)
A novel Ca(2)(+)-mediated cross-talk between endoplasmic reticulum and acidic organelles: implications for NAADP-dependent Ca(2)(+) signalling
Authors: Ronco V, Potenza DM, Denti F, Vullo S, Gagliano G, Tognolina M, Guerra G, Pinton P, Genazzani AA, Mapelli L, Lim D, Moccia F.
Journal: Cell Calcium (2015): 89
NAADP and endolysosomal two-pore channels modulate membrane excitability and stimulus-secretion coupling in mouse pancreatic beta cells
Authors: Arredouani A, Ruas M, Collins SC, Parkesh R, Clough F, Pillinger T, Coltart G, Rietdorf K, Royle A, Johnson P, Braun M, Zhang Q, Sones W, Shimomura K, Morgan AJ, Lewis AM, Chuang KT, Tunn R, Gadea J, Teboul L, Heister PM, Tynan PW, Bellomo EA, Rutter GA, Rorsman P, Churchill GC, Parrington J, Galione A.
Journal: J Biol Chem. (2015)
The role of calcium and nicotinic acid adenine dinucleotide phosphate (NAADP) in human osteoclast formation and resorption
Authors: Cheng X, Hookway ES, Kashima T, Oppermann U, Galione A, Athanasou NA.
Journal: Calcif Tissue Int (2015): 73
A primer of NAADP-mediated Ca signalling: From sea urchin eggs to mammalian cells
Authors: Galione A., undefined
Journal: Cell Calcium (2015): 27
Role of Nicotinic Acid Adenine Dinucleotide Phosphate (NAADP) in Keratinocyte Differentiation
Authors: Park KH, Kim KN, Park DR, Jang KY, Kim UH.
Journal: J Invest Dermatol (2015): 1692
TPC: the NAADP discovery channel
Authors: Morgan AJ, Davis LC, Ruas M, Galione A.
Journal: Biochem Soc Trans (2015): 384
Characterization of NAADP-mediated calcium signaling in human spermatozoa
Authors: Sanchez-Tusie AA, Vasudevan SR, Churchill GC, Nishigaki T, Trevino CL.
Journal: Biochem Biophys Res Commun (2014): 531
Synthesis of caged NAADP
Authors: Galione A, Chuang KT, Funnell TM, Davis LC, Morgan AJ, Ruas M, Parrington J, Churchill GC.
Journal: Cold Spring Harb Protoc (2014): pdb prot076943
Activity of nicotinic acid substituted nicotinic acid adenine dinucleotide phosphate (NAADP) analogs in a human cell line: difference in specificity between human and sea urchin NAADP receptors
Authors: Ali RA, Zhelay T, Trabbic CJ, Walseth TF, Slama JT, Giovannucci DR, Wall KA.
Journal: Cell Calcium (2014): 93